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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:17 UTC

Update Date

2021-09-14 15:47:03 UTC

HMDB ID

HMDB0002886

Secondary Accession Numbers

HMDB02886

Metabolite Identification

Common Name

6-Keto-prostaglandin F1a

Description

6-keto-Prostaglandin F1a is the physiologically active and stable metabolite of prostacyclin. (A prostaglandin found in nearly all mammalian tissue that is a powerful vasodilator and inhibits platelet aggregation; it is biosynthesized enzymatically from prostaglandin endoperoxides in human vascular tissue; the sodium salt has been also used to treat primary pulmonary hypertension (Hypertension, Pulmonary). A delayed and prolonged increase in 6-keto-PGF1 alpha is reported in animals with septic shock, i.e., those with fecal peritonitis or cecal ligation. 6-keto-Prostaglandin F1a plasma levels has been found increased in patients with epidemic hemorrhagic fever, in patients with acute obstructive suppurative cholangitis, in patients with gynecologic cancer and has significant correlation with the level of high density lipoprotein cholesterol in plasma. (PMID 1976492 , 2298410 , 2379443 , 2111556 )Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652307191923412D          

 26 26  0  0  1  0            999 V2000
   21.0825  -12.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4321  -10.3696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0863  -11.7286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9800   -7.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7215  -11.8129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1631  -10.4539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3125  -10.6246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.9800  -10.1396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.5675  -11.4092    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.6474  -10.6246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.3925  -11.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5279  -10.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9800   -9.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9148  -10.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6944   -8.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1301  -10.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6944   -8.0771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5170  -11.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4089   -7.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4089   -6.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7324  -10.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1235   -6.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1193  -11.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1235   -5.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8379   -5.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3346  -11.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
 10  2  1  6  0  0  0
  3 14  2  0  0  0  0
 17  4  1  1  0  0  0
  5 26  1  0  0  0  0
  6 26  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  6  0  0  0
  8 10  1  0  0  0  0
  8 13  1  1  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 26  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

HMDB0002886
     RDKit          3D
6-Keto-prostaglandin F1a
 60 60  0  0  0  0  0  0  0  0999 V2000
   -7.5651    1.4663   -1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5827    0.3111   -1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5447    0.5953    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5890   -0.5399    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8695   -0.8111   -1.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8798   -1.9626   -0.9984 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5317   -3.1157   -0.6351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8885   -1.6492    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -0.5460    0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -0.2732    1.1599 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1192   -1.3280    2.2303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2738   -1.3855    3.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -0.7895    3.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8926    0.0265    2.0709 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8302    1.3470    2.4643 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431   -0.1192    0.7323 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3055    1.0043   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399    1.4426   -0.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4131    2.2626   -1.7128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9338    1.0476   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4704   -0.0413   -1.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8428   -0.4477   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9464    0.5348   -0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8757    1.7362   -0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0152    2.8984   -0.6059 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6457    1.6448    1.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6496    2.0197   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5417    1.0415   -1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2682    2.1592   -1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1871   -0.5646   -0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1093    0.1180   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1194    0.7264    0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0308    1.5756   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8023   -0.2945    0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253   -1.4521    0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825   -1.1650   -1.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3459    0.0875   -1.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3283   -2.0633   -1.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5231   -2.9852   -0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -2.3276    0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2829    0.1490   -0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4411    0.7011    1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0770   -2.3308    1.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515   -2.3124    3.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -1.6665    3.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6524   -0.1728    3.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8920   -0.4225    2.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    1.9714    1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5273   -1.1080    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5916    0.7725   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190    1.8932    0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5699    1.9589   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127    0.8463    0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8373   -0.9656   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4682    0.2569   -2.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7700   -0.7396    0.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -1.4342   -1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1322    0.8141   -2.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9371    0.0361   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4311    1.5686    1.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 16 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  6
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  1
 11 43  1  6
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  6
 15 48  1  0
 16 49  1  6
 17 50  1  0
 17 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 26 60  1  0
M  END


  Mrv1652307191923412D          

 26 26  0  0  1  0            999 V2000
   21.0825  -12.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4321  -10.3696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0863  -11.7286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9800   -7.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7215  -11.8129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1631  -10.4539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3125  -10.6246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.9800  -10.1396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.5675  -11.4092    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.6474  -10.6246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.3925  -11.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5279  -10.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9800   -9.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9148  -10.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6944   -8.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1301  -10.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6944   -8.0771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5170  -11.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4089   -7.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4089   -6.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7324  -10.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1235   -6.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1193  -11.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1235   -5.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8379   -5.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3346  -11.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
 10  2  1  6  0  0  0
  3 14  2  0  0  0  0
 17  4  1  1  0  0  0
  5 26  1  0  0  0  0
  6 26  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  6  0  0  0
  8 10  1  0  0  0  0
  8 13  1  1  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 26  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002886

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-19,21,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+,19-/m0/s1

> <INCHI_KEY>
KFGOFTHODYBSGM-ZUNNJUQCSA-N

> <FORMULA>
C20H34O6

> <MOLECULAR_WEIGHT>
370.4804

> <EXACT_MASS>
370.23553882

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
42.47577407067257

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoic acid

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.7937583486666662

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.508724217842705

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.143945492805968

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263147797814228

> <JCHEM_POLAR_SURFACE_AREA>
115.06

> <JCHEM_REFRACTIVITY>
99.99549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6 keto PGF1 α

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002886
     RDKit          3D
6-Keto-prostaglandin F1a
 60 60  0  0  0  0  0  0  0  0999 V2000
   -7.5651    1.4663   -1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5827    0.3111   -1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5447    0.5953    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5890   -0.5399    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8695   -0.8111   -1.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8798   -1.9626   -0.9984 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5317   -3.1157   -0.6351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8885   -1.6492    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -0.5460    0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -0.2732    1.1599 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1192   -1.3280    2.2303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2738   -1.3855    3.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -0.7895    3.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8926    0.0265    2.0709 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8302    1.3470    2.4643 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431   -0.1192    0.7323 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3055    1.0043   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399    1.4426   -0.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4131    2.2626   -1.7128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9338    1.0476   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4704   -0.0413   -1.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8428   -0.4477   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9464    0.5348   -0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8757    1.7362   -0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0152    2.8984   -0.6059 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6457    1.6448    1.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6496    2.0197   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5417    1.0415   -1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2682    2.1592   -1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1871   -0.5646   -0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1093    0.1180   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1194    0.7264    0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0308    1.5756   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8023   -0.2945    0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253   -1.4521    0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825   -1.1650   -1.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3459    0.0875   -1.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3283   -2.0633   -1.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5231   -2.9852   -0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -2.3276    0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2829    0.1490   -0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4411    0.7011    1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0770   -2.3308    1.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515   -2.3124    3.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -1.6665    3.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6524   -0.1728    3.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8920   -0.4225    2.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    1.9714    1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5273   -1.1080    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5916    0.7725   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190    1.8932    0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5699    1.9589   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127    0.8463    0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8373   -0.9656   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4682    0.2569   -2.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7700   -0.7396    0.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -1.4342   -1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1322    0.8141   -2.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9371    0.0361   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4311    1.5686    1.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 16 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  6
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  1
 11 43  1  6
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  6
 15 48  1  0
 16 49  1  6
 17 50  1  0
 17 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 26 60  1  0
M  END

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  O   UNK     0      39.354 -22.543   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      43.740 -19.357   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      37.494 -21.893   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      41.029 -14.307   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      29.347 -22.051   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      30.171 -19.514   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      39.783 -19.833   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.029 -18.927   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.259 -21.297   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      42.275 -19.833   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      41.799 -21.297   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      38.319 -19.357   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      41.029 -17.387   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.174 -20.387   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.363 -16.617   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.710 -19.911   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      42.363 -15.077   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.565 -20.942   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      43.697 -14.307   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      43.697 -12.767   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.100 -20.466   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      45.031 -11.997   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      31.956 -21.496   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      45.031 -10.457   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      46.364  -9.687   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      30.491 -21.020   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   14                                                            
CONECT    4   17                                                            
CONECT    5   26                                                            
CONECT    6   26                                                            
CONECT    7    8    9   12                                                  
CONECT    8    7   10   13                                                  
CONECT    9    1    7   11                                                  
CONECT   10    2    8   11                                                  
CONECT   11    9   10                                                       
CONECT   12    7   14                                                       
CONECT   13    8   15                                                       
CONECT   14    3   12   16                                                  
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17    4   15   19                                                  
CONECT   18   16   21                                                       
CONECT   19   17   20                                                       
CONECT   20   19   22                                                       
CONECT   21   18   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   26                                                       
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26    5    6   23                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0002886
HETATM    1  C1  UNL     1      -7.565   1.466  -1.180  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.583   0.311  -1.032  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.545   0.595   0.004  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.589  -0.540   0.141  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.869  -0.811  -1.145  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.880  -1.963  -0.998  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.532  -3.116  -0.635  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.889  -1.649   0.090  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.155  -0.546   0.097  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.210  -0.273   1.160  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.119  -1.328   2.230  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.274  -1.386   3.001  1.00  0.00           O  
HETATM   13  C11 UNL     1       1.036  -0.790   3.053  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.893   0.026   2.071  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.830   1.347   2.464  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.243  -0.119   0.732  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.305   1.004  -0.195  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.540   1.443  -0.791  1.00  0.00           C  
HETATM   19  O4  UNL     1       2.413   2.263  -1.713  1.00  0.00           O  
HETATM   20  C16 UNL     1       3.934   1.048  -0.451  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.470  -0.041  -1.295  1.00  0.00           C  
HETATM   22  C18 UNL     1       5.843  -0.448  -0.899  1.00  0.00           C  
HETATM   23  C19 UNL     1       6.946   0.535  -0.978  1.00  0.00           C  
HETATM   24  C20 UNL     1       6.876   1.736  -0.145  1.00  0.00           C  
HETATM   25  O5  UNL     1       7.015   2.898  -0.606  1.00  0.00           O  
HETATM   26  O6  UNL     1       6.646   1.645   1.236  1.00  0.00           O  
HETATM   27  H1  UNL     1      -7.650   2.020  -0.242  1.00  0.00           H  
HETATM   28  H2  UNL     1      -8.542   1.042  -1.434  1.00  0.00           H  
HETATM   29  H3  UNL     1      -7.268   2.159  -1.990  1.00  0.00           H  
HETATM   30  H4  UNL     1      -7.187  -0.565  -0.655  1.00  0.00           H  
HETATM   31  H5  UNL     1      -6.109   0.118  -1.996  1.00  0.00           H  
HETATM   32  H6  UNL     1      -6.119   0.726   0.975  1.00  0.00           H  
HETATM   33  H7  UNL     1      -5.031   1.576  -0.119  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.802  -0.294   0.899  1.00  0.00           H  
HETATM   35  H9  UNL     1      -5.125  -1.452   0.501  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.582  -1.165  -1.939  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.346   0.087  -1.479  1.00  0.00           H  
HETATM   38  H12 UNL     1      -2.328  -2.063  -1.938  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.523  -2.985  -0.775  1.00  0.00           H  
HETATM   40  H14 UNL     1      -1.739  -2.328   0.921  1.00  0.00           H  
HETATM   41  H15 UNL     1      -1.283   0.149  -0.715  1.00  0.00           H  
HETATM   42  H16 UNL     1      -0.441   0.701   1.686  1.00  0.00           H  
HETATM   43  H17 UNL     1       0.077  -2.331   1.840  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.451  -2.312   3.333  1.00  0.00           H  
HETATM   45  H19 UNL     1       1.579  -1.667   3.455  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.652  -0.173   3.873  1.00  0.00           H  
HETATM   47  H21 UNL     1       2.892  -0.423   2.162  1.00  0.00           H  
HETATM   48  H22 UNL     1       2.212   1.971   1.810  1.00  0.00           H  
HETATM   49  H23 UNL     1       1.527  -1.108   0.308  1.00  0.00           H  
HETATM   50  H24 UNL     1       0.592   0.773  -1.041  1.00  0.00           H  
HETATM   51  H25 UNL     1       0.819   1.893   0.306  1.00  0.00           H  
HETATM   52  H26 UNL     1       4.570   1.959  -0.666  1.00  0.00           H  
HETATM   53  H27 UNL     1       4.113   0.846   0.605  1.00  0.00           H  
HETATM   54  H28 UNL     1       3.837  -0.966  -1.286  1.00  0.00           H  
HETATM   55  H29 UNL     1       4.468   0.257  -2.378  1.00  0.00           H  
HETATM   56  H30 UNL     1       5.770  -0.740   0.208  1.00  0.00           H  
HETATM   57  H31 UNL     1       6.137  -1.434  -1.368  1.00  0.00           H  
HETATM   58  H32 UNL     1       7.132   0.814  -2.062  1.00  0.00           H  
HETATM   59  H33 UNL     1       7.937   0.036  -0.709  1.00  0.00           H  
HETATM   60  H34 UNL     1       7.431   1.569   1.896  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7    8   38
CONECT    7   39
CONECT    8    9    9   40
CONECT    9   10   41
CONECT   10   11   16   42
CONECT   11   12   13   43
CONECT   12   44
CONECT   13   14   45   46
CONECT   14   15   16   47
CONECT   15   48
CONECT   16   17   49
CONECT   17   18   50   51
CONECT   18   19   19   20
CONECT   20   21   52   53
CONECT   21   22   54   55
CONECT   22   23   56   57
CONECT   23   24   58   59
CONECT   24   25   25   26
CONECT   26   60
END

HMDB0002886
     RDKit          3D
6-Keto-prostaglandin F1a
 60 60  0  0  0  0  0  0  0  0999 V2000
   -7.5651    1.4663   -1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5827    0.3111   -1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5447    0.5953    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5890   -0.5399    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8695   -0.8111   -1.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8798   -1.9626   -0.9984 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5317   -3.1157   -0.6351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8885   -1.6492    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -0.5460    0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -0.2732    1.1599 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1192   -1.3280    2.2303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2738   -1.3855    3.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -0.7895    3.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8926    0.0265    2.0709 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8302    1.3470    2.4643 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431   -0.1192    0.7323 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3055    1.0043   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399    1.4426   -0.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4131    2.2626   -1.7128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9338    1.0476   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4704   -0.0413   -1.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8428   -0.4477   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9464    0.5348   -0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8757    1.7362   -0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0152    2.8984   -0.6059 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6457    1.6448    1.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6496    2.0197   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5417    1.0415   -1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2682    2.1592   -1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1871   -0.5646   -0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1093    0.1180   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1194    0.7264    0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0308    1.5756   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8023   -0.2945    0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253   -1.4521    0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825   -1.1650   -1.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3459    0.0875   -1.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3283   -2.0633   -1.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5231   -2.9852   -0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -2.3276    0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2829    0.1490   -0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4411    0.7011    1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0770   -2.3308    1.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515   -2.3124    3.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -1.6665    3.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6524   -0.1728    3.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8920   -0.4225    2.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    1.9714    1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5273   -1.1080    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5916    0.7725   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190    1.8932    0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5699    1.9589   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127    0.8463    0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8373   -0.9656   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4682    0.2569   -2.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7700   -0.7396    0.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -1.4342   -1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1322    0.8141   -2.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9371    0.0361   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4311    1.5686    1.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 16 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  6
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  1
 11 43  1  6
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  6
 15 48  1  0
 16 49  1  6
 17 50  1  0
 17 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 26 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Keto-PGF1a	ChEBI
6-Keto-PGF1alpha	ChEBI
6-Keto-prostaglandin F1alpha	ChEBI
6-Ketoprostaglandin F1alpha	ChEBI
6-oxo-PGF1alpha	ChEBI
6-oxo-Prostaglandin F1alpha	ChEBI
6-Keto-PGF1α	Generator
6-Keto-prostaglandin F1α	Generator
6-Ketoprostaglandin F1a	Generator
6-Ketoprostaglandin F1α	Generator
6-oxo-PGF1a	Generator
6-oxo-PGF1Α	Generator
6-oxo-Prostaglandin F1a	Generator
6-oxo-Prostaglandin F1α	Generator
6 oxo PGF1 alpha	MeSH
6 Oxoprostaglandin F1 alpha	MeSH
6-Keto-PGF1 alpha	MeSH
6-oxo-PGF1 alpha	MeSH
F1 alpha, 6-Oxoprostaglandin	MeSH
alpha, 6-Keto-PGF1	MeSH
alpha, 6-Oxoprostaglandin F1	MeSH
6 Keto PGF1 alpha	MeSH
6-Ketoprostaglandin F1 alpha	MeSH
6-Oxoprostaglandin F1 alpha	MeSH
F1 alpha, 6-Ketoprostaglandin	MeSH
alpha, 6-Ketoprostaglandin F1	MeSH
alpha, 6-oxo-PGF1	MeSH
6 Ketoprostaglandin F1 alpha	MeSH
6-Oxoprostaglandin F1alpha	ChEBI, HMDB
6-Oxoprostaglandin F1a	Generator, HMDB
6-Oxoprostaglandin F1α	Generator, HMDB
6-oxo-9S,11R,15S-Trihydroxy-13E-prostenoate	HMDB
6-oxo-9S,11R,15S-Trihydroxy-13E-prostenoic acid	HMDB

Chemical Formula

C₂₀H₃₄O₆

Average Molecular Weight

370.4804

Monoisotopic Molecular Weight

370.23553882

IUPAC Name

7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoic acid

Traditional Name

6 keto PGF1 α

CAS Registry Number

58962-34-8

SMILES

CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(O)=O

InChI Identifier

InChI=1S/C20H34O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-19,21,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+,19-/m0/s1

InChI Key

KFGOFTHODYBSGM-ZUNNJUQCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Fatty alcohol
Hydroxy fatty acid
Keto fatty acid
Cyclopentanol
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins Falpha (CHEBI:28158 )
Prostaglandins (C05961 )
Prostaglandins (LMFA03010001 )

Ontology

Physiological effect

Health effect

Intervention

Cardiopulmonary Resuscitation (HMDB: HMDB0002886)

Adipose tissue (HMDB: HMDB0002886)
Adipose tissue (HMDB: HMDB0002886)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 7634804)
Cerebrospinal Fluid (CSF) (PMID: 2835791)
Cerebrospinal fluid (HMDB: HMDB0002886)

Cellular substructure

Organ

Cell

Hematocyte

Platelet (HMDB: HMDB0002886)

Excreta

Biofluid or Excreta

Urine (PMID: 6589104)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002886)

Source

Endogenous

Endogenous (HMDB: HMDB0002886)

Animal

Animal (HMDB: HMDB0002886)

Exogenous

Food

Food (HMDB: HMDB0002886)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0002886)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0002886)
Arachidonic Acid Metabolism (PathBank: SMP0087315)

Disease pathway

Leukotriene C4 Synthesis Deficiency (PathBank: SMP0120510)

Rheumatoid arthritis (HMDB: HMDB0002886)

Drug action pathway

Piroxicam Action Pathway (PathBank: SMP0000077)
Acetylsalicylic Acid Action Pathway (PathBank: SMP0000083)
Etodolac Action Pathway (PathBank: SMP0000084)
Ketoprofen Action Pathway (PathBank: SMP0000085)
Ibuprofen Action Pathway (PathBank: SMP0000086)
Rofecoxib Action Pathway (PathBank: SMP0000087)
Diclofenac Action Pathway (PathBank: SMP0000093)
Sulindac Action Pathway (PathBank: SMP0000094)
Celecoxib Action Pathway (PathBank: SMP0000096)
Ketorolac Action Pathway (PathBank: SMP0000098)
Suprofen Action Pathway (PathBank: SMP0000101)
Bromfenac Action Pathway (PathBank: SMP0000102)
Indomethacin Action Pathway (PathBank: SMP0000104)
Mefenamic Acid Action Pathway (PathBank: SMP0000109)
Oxaprozin Action Pathway (PathBank: SMP0000113)
Nabumetone Action Pathway (PathBank: SMP0000114)
Naproxen Action Pathway (PathBank: SMP0000120)
Diflunisal Action Pathway (PathBank: SMP0000289)
Meloxicam Action Pathway (PathBank: SMP0000106)
Valdecoxib Action Pathway (PathBank: SMP0000116)
Antipyrine Action Pathway (PathBank: SMP0000692)
Antrafenine Action Pathway (PathBank: SMP0000693)
Carprofen Action Pathway (PathBank: SMP0000694)
Etoricoxib Action Pathway (PathBank: SMP0000695)
Fenoprofen Action Pathway (PathBank: SMP0000696)
Flurbiprofen Action Pathway (PathBank: SMP0000697)
Magnesium salicylate Action Pathway (PathBank: SMP0000698)
Lumiracoxib Action Pathway (PathBank: SMP0000699)
Lornoxicam Action Pathway (PathBank: SMP0000700)
Phenylbutazone Action Pathway (PathBank: SMP0000701)
Nepafenac Action Pathway (PathBank: SMP0000702)
Trisalicylate-choline Action Pathway (PathBank: SMP0000703)
Tolmetin Action Pathway (PathBank: SMP0000704)
Tiaprofenic Acid Action Pathway (PathBank: SMP0000705)
Tenoxicam Action Pathway (PathBank: SMP0000706)
Salsalate Action Pathway (PathBank: SMP0000707)
Salicylate-sodium Action Pathway (PathBank: SMP0000708)
Salicylic Acid Action Pathway (PathBank: SMP0000709)
Acetaminophen Action Pathway (PathBank: SMP0000710)

Cellular process

Cell signaling (HMDB: HMDB0002886)

Biochemical process

Lipid transport (HMDB: HMDB0002886)

Multicellular process

Inflammatory response (HMDB: HMDB0002886)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	196.7	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001910
[M+H]+	Not Available	179.1	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001910

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.46 g/L	ALOGPS
logP	1.75	ALOGPS
logP	1.79	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	4.14	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	100 m³·mol⁻¹	ChemAxon
Polarizability	42.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	191.246	31661259
DarkChem	[M-H]-	192.528	31661259
DeepCCS	[M+H]+	202.817	30932474
DeepCCS	[M-H]-	200.422	30932474
DeepCCS	[M-2H]-	233.629	30932474
DeepCCS	[M+Na]+	208.73	30932474
AllCCS	[M+H]+	197.4	32859911
AllCCS	[M+H-H2O]+	194.9	32859911
AllCCS	[M+NH4]+	199.7	32859911
AllCCS	[M+Na]+	200.4	32859911
AllCCS	[M-H]-	194.3	32859911
AllCCS	[M+Na-2H]-	195.4	32859911
AllCCS	[M+HCOO]-	196.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.97 minutes	32390414
Predicted by Siyang on May 30, 2022	11.5651 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.6 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	91.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2386.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	182.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	161.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	165.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	459.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	439.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	189.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	996.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	447.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1303.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	281.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	340.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	350.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	182.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	77.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Keto-prostaglandin F1a	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(O)=O	4722.4	Standard polar	33892256
6-Keto-prostaglandin F1a	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(O)=O	2818.5	Standard non polar	33892256
6-Keto-prostaglandin F1a	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(O)=O	3036.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Keto-prostaglandin F1a,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C	2999.0	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,1TMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O	2885.7	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,1TMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O	2860.5	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,1TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C	2951.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,1TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C	3072.3	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,1TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O	3042.9	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C	2870.6	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #10	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C	2835.9	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #11	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C	2989.9	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #12	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O	2972.6	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #13	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3030.5	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #14	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C[C@H]1O	3017.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C	2865.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2957.5	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3050.0	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #5	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C	3036.7	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O	2840.1	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #7	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C	2859.5	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #8	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C	3005.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TMS,isomer #9	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C	2992.3	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C	2837.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #10	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C	2820.5	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #11	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C	2932.2	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #12	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2944.4	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #13	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2960.4	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #14	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C	2958.3	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #15	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2950.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #16	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O	2933.2	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2844.6	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2962.6	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #4	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2959.3	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #5	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2841.4	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #6	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2958.4	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #7	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2950.0	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #8	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3027.9	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TMS,isomer #9	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C	3021.3	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2842.5	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2932.3	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2940.9	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2944.5	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TMS,isomer #5	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2943.4	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TMS,isomer #6	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2939.5	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TMS,isomer #7	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2924.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TMS,isomer #8	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2899.1	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TMS,isomer #9	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2894.7	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,5TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2942.7	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,5TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2802.4	Standard non polar	33892256
6-Keto-prostaglandin F1a,5TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3009.7	Standard polar	33892256
6-Keto-prostaglandin F1a,5TMS,isomer #2	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2947.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,5TMS,isomer #2	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2750.1	Standard non polar	33892256
6-Keto-prostaglandin F1a,5TMS,isomer #2	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3028.6	Standard polar	33892256
6-Keto-prostaglandin F1a,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3271.7	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O	3120.1	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O	3091.6	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,1TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C	3228.4	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,1TBDMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3326.2	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,1TBDMS,isomer #6	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O	3293.1	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3381.0	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #10	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C	3327.1	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #11	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3449.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #12	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O	3424.3	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #13	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3534.6	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #14	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O	3506.1	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3363.7	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3512.3	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3573.4	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #5	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3534.6	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O	3298.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #7	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C	3351.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #8	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3468.9	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,2TBDMS,isomer #9	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C	3437.0	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3581.0	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #10	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C	3541.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #11	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3621.0	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #12	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3613.3	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #13	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3678.9	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #14	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C	3652.1	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #15	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3664.0	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #16	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O	3634.6	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3637.6	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3690.5	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #4	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3665.5	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #5	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3613.2	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #6	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3689.7	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #7	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3661.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #8	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3786.4	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,3TBDMS,isomer #9	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3766.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3794.0	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3855.7	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3834.3	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TBDMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3895.2	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TBDMS,isomer #5	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3863.7	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TBDMS,isomer #6	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3886.2	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TBDMS,isomer #7	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3853.4	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TBDMS,isomer #8	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3841.8	Semi standard non polar	33892256
6-Keto-prostaglandin F1a,4TBDMS,isomer #9	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3810.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 6-Keto-prostaglandin F1a GC-MS (1 MEOX; 4 TMS)	splash10-0fj0-4920000000-106328b50f1f2f297ec4	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 6-Keto-prostaglandin F1a GC-MS (Non-derivatized)	splash10-0fj0-4920000000-106328b50f1f2f297ec4	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Keto-prostaglandin F1a GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fbc-7889000000-c51e44d63bd792b1ec6d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Keto-prostaglandin F1a GC-MS (4 TMS) - 70eV, Positive	splash10-0006-4100279000-1636439cbaa3cd775a98	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Keto-prostaglandin F1a GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 10V, Positive-QTOF	splash10-0f79-0019000000-cc7bcdd01a8e316b6f16	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 20V, Positive-QTOF	splash10-000i-3269000000-48cfefe23c0a5753c60b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 40V, Positive-QTOF	splash10-0596-9451000000-dd83fb4bf88cd772a8c1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 10V, Negative-QTOF	splash10-0gb9-0019000000-93edc1e964871bcde0a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 20V, Negative-QTOF	splash10-0pvi-2289000000-3e28055c2f4d8dfcd540	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 40V, Negative-QTOF	splash10-0a4i-9431000000-747a8063fb8f9cdcc3c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 10V, Positive-QTOF	splash10-0f79-0019000000-704513759e9fd1ad8e9b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 20V, Positive-QTOF	splash10-052r-9366000000-7750caf5dc0451a37f06	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 40V, Positive-QTOF	splash10-0a4l-9400000000-21328656b96a98f4c9f8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 10V, Negative-QTOF	splash10-0gc0-0009000000-b634e12e6a20562bd35f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 20V, Negative-QTOF	splash10-1030-0297000000-896903bc299e1df75493	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Keto-prostaglandin F1a 40V, Negative-QTOF	splash10-0a6r-9640000000-b2f2f57806964f492154	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Urine

Tissue Locations

Adipose Tissue
Kidney
Liver
Placenta
Platelet

Pathways

Name	SMPDB/PathBank	KEGG
Arachidonic Acid Metabolism

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000081 (0.0-0.00016) uM	Adult (>18 years old)	Both	Normal	7634804	details
Blood	Detected and Quantified	0.000575 +/- 0.000337 uM	Adult (>18 years old)	Both	Normal	18953024 21359215	details
Blood	Detected and Quantified	0.000359 +/- 0.000023 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.0000607 +/- 0.000028 uM	Adult (>18 years old)	Both	Normal	21359215	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00199 +/- 0.00012 uM	Adult (>18 years old)	Both	Normal	John W. Newman, U...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00008913 uM	Adult (>18 years old)	Both	Normal	6593432	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00009264 +/- 0.00001134 uM	Not Specified	Not Specified	Normal	8905750	details
Urine	Detected and Quantified	0.00000026 (0.00000021 - 0.0000032) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	6589104	details
Urine	Detected and Quantified	0.0023 +/- 0.00039 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9373880	details
Urine	Detected and Quantified	0.0026 +/- 0.00048 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9373880	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.00074 +/- 0.00017 uM	Adult (>18 years old)	Both	Cardiopulmonary resuscitation	7634804	details
Blood	Detected and Quantified	0.00099 +/- 0.00027 uM	Adult (>18 years old)	Both	Cardiopulmonary resuscitation	7634804	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00153 (0.000675-0.00314) uM	Children (1-13 years old)	Not Specified	closed head injury	2835791	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.000335 uM	Children (1-13 years old)	Not Specified	closed head injury	2835791	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00009994 uM	Children (1-13 years old)	Not Specified	gunshot wound	2835791	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.000173 +/- 0.000227 uM	Children (1-13 years old)	Not Specified	hydrocephalus	2835791	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00115 (0.000891-0.00140) uM	Children (1-13 years old)	Not Specified	Hypoxia/Ischemia	2835791	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00309 (0.000313-0.00548) uM	Children (1-13 years old)	Not Specified	meningitis	2835791	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.000579 +/- 0.00005391 uM	Not Specified	Not Specified	subarachnoid hemorrhage with cerebral vasospasm	3132538	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.000828 +/- 0.000240 uM	Not Specified	Not Specified	subarachnoid hemorrhage without cerebral vasospasm	3132538	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.000452 +/- 0.000108 uM	Adult (>18 years old)	Not Specified	Spinal cord injuries (acute stage)	8905750	details
Urine	Detected and Quantified	0.00000035 (0.00000033-0.00000037) umol/mmol creatinine	Adult (>18 years old)	Both	Rheumatoid arthritis	6589104	details

Associated Disorders and Diseases

Disease References

Cardiopulmonary resuscitation
Strohmenger HU, Lindner KH, Keller A, Lindner IM, Bothner U, Georgieff M: Concentrations of prolactin and prostaglandins during and after cardiopulmonary resuscitation. Crit Care Med. 1995 Aug;23(8):1347-55. [PubMed:7634804 ]
Hydrocephalus
Westcott JY, Murphy RC, Stenmark K: Eicosanoids in human ventricular cerebrospinal fluid following severe brain injury. Prostaglandins. 1987 Dec;34(6):877-87. [PubMed:2835791 ]
Ischemia
Westcott JY, Murphy RC, Stenmark K: Eicosanoids in human ventricular cerebrospinal fluid following severe brain injury. Prostaglandins. 1987 Dec;34(6):877-87. [PubMed:2835791 ]
Meningitis
Westcott JY, Murphy RC, Stenmark K: Eicosanoids in human ventricular cerebrospinal fluid following severe brain injury. Prostaglandins. 1987 Dec;34(6):877-87. [PubMed:2835791 ]
Rheumatoid arthritis
Laitinen O, Seppala E, Nissila M, Vapaatalo H: Plasma levels and urinary excretion of prostaglandins in patients with rheumatoid arthritis. Clin Rheumatol. 1983 Dec;2(4):401-6. [PubMed:6589104 ]

Associated OMIM IDs

180300 (Rheumatoid arthritis)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023077

KNApSAcK ID

Not Available

Chemspider ID

4444411

KEGG Compound ID

C05961

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6782

PubChem Compound

5280888

PDB ID

Not Available

ChEBI ID

28158

Food Biomarker Ontology

Not Available

VMH ID

CE0955

MarkerDB ID

MDB00000405

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

de la Cruz JP, Guerrero A, Gonzalez-Correa JA, Marquez E, Nacle I, Sanchez de la Cuesta F: Effects of two preparations of 75-mg extended-release aspirin on platelet aggregation, prostanoids and nitric oxide production in humans. Eur J Clin Pharmacol. 2002 Jan;57(11):775-80. [PubMed:11871383 ]
Laitinen O, Seppala E, Nissila M, Vapaatalo H: Plasma levels and urinary excretion of prostaglandins in patients with rheumatoid arthritis. Clin Rheumatol. 1983 Dec;2(4):401-6. [PubMed:6589104 ]
Jawerbaum A, Rosello Catafau J, Gonzalez ET, Novaro V, Gomez G, Gelpi E, Gimeno MA: Eicosanoid production by placental and amnion tissues from control and non-insulin-dependent diabetic rats. Influence of oxytocin in the incubating medium. Prostaglandins Leukot Essent Fatty Acids. 1997 Jun;56(6):425-9. [PubMed:9223652 ]
Cerletti C, Dell'Elba G, Manarini S, Pecce R, Di Castelnuovo A, Scorpiglione N, Feliziani V, de Gaetano G: Pharmacokinetic and pharmacodynamic differences between two low dosages of aspirin may affect therapeutic outcomes. Clin Pharmacokinet. 2003;42(12):1059-70. [PubMed:12959636 ]
Katori M, Majima M, Harada Y: Possible background mechanisms of the effectiveness of cyclooxygenase-2 inhibitors in the treatment of rheumatoid arthritis. Inflamm Res. 1998 Oct;47 Suppl 2:S107-11. [PubMed:9831332 ]
Fain JN, Ballou LR, Bahouth SW: Obesity is induced in mice heterozygous for cyclooxygenase-2. Prostaglandins Other Lipid Mediat. 2001 Jul;65(4):199-209. [PubMed:11444591 ]
Rogov VA, Shilov EM, Kozlovskaia NL, Gordovskaia NB, Sidorova IS, Krylova MIu, Artem'eva VB: [Endothelium and platelets in pregnant women with chronic glomerulonephritis and therapeutic efficacy of acetylsalicylic acid and dipiridamol]. Ter Arkh. 2004;76(12):58-64. [PubMed:15724929 ]
Wubert J, Reder E, Kaser A, Weber PC, Lorenz RL: Simultaneous solid phase extraction, derivatization, and gas chromatographic mass spectrometric quantification of thromboxane and prostacyclin metabolites, prostaglandins, and isoprostanes in urine. Anal Chem. 1997 Jun 1;69(11):2143-6. [PubMed:9183177 ]
Miao XY: [Plasma level and effects of thromboxane A2 and 6-keto-PGF1 alpha in patients with acute obstructive suppurative cholangitis]. Zhonghua Wai Ke Za Zhi. 1990 Apr;28(4):228-30, 253-4. [PubMed:2379443 ]
Terada K, Hayashi G, Hokama Y: C-reactive protein and 6-keto prostaglandin F 1-alpha in patients with gynecologic cancer. Gynecol Oncol. 1990 Feb;36(2):212-4. [PubMed:2298410 ]
Symons JD: Longitudinal and cross-sectional studies of the relationship between 6-keto PGF1 alpha and high density lipoproteins. Prostaglandins Leukot Essent Fatty Acids. 1990 Feb;39(2):159-65. [PubMed:2111556 ]
Wang GQ, Zou ZZ, Yu DP: [A study of the role of plasma thromboxane B2 and 6-keto-prostaglandin F1 alpha in epidemic hemorrhagic fever]. Zhonghua Nei Ke Za Zhi. 1990 Mar;29(3):138-40, 188. [PubMed:1976492 ]

Showing metabocard for 6-Keto-prostaglandin F1a (HMDB0002886)

MOL for HMDB0002886 (6-Keto-prostaglandin F1a)

3D MOL for HMDB0002886 (6-Keto-prostaglandin F1a)

3D SDF for HMDB0002886 (6-Keto-prostaglandin F1a)

3D-SDF for HMDB0002886 (6-Keto-prostaglandin F1a)

PDB for HMDB0002886 (6-Keto-prostaglandin F1a)

3D PDB for HMDB0002886 (6-Keto-prostaglandin F1a)

SMILES for HMDB0002886 (6-Keto-prostaglandin F1a)

INCHI for HMDB0002886 (6-Keto-prostaglandin F1a)

Structure for HMDB0002886 (6-Keto-prostaglandin F1a)

3D Structure for HMDB0002886 (6-Keto-prostaglandin F1a)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra