Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 09:57:11 UTC

Update Date

2022-03-07 02:49:20 UTC

HMDB ID

HMDB0004049

Secondary Accession Numbers

HMDB04049

Metabolite Identification

Common Name

20-Hydroxy-PGF2a

Description

20-Hydroxy PGF2a is the omega-oxidation product of PGF2alpha via P450 omega-oxidation. Prostaglandin F2a (PGF2) is one of the earliest discovered and most common prostaglandins is actively biosynthesized in various organs of mammals and exhibits a variety of biological activities, including contraction of pulmonary arteries. PGF2 is mainly synthesized directly from PGH2 by PGH2 9,11-endoperoxide reductase. A small amount of PGF2 is also produced from PGE2 by PGE2 9-ketoreductase. A PGF2 epimer has been reported to exhibit various biological activities, and its levels are increased in bronchoalveolar lavage fluid, plasma, and urine in patients with mastocytosis and bronchial asthma. PGF2 is synthesized from PGD2 by PGD2 11-ketoreductase. (PMID: 16475787 , 3473507 ).

Structure

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


  Mrv0541 02231219522D          

 26 26  0  0  1  0            999 V2000
   16.6545  -14.0022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9901  -13.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8105  -13.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9821  -14.1417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2676  -14.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3626  -12.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5776  -12.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1696  -12.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7216  -12.2801    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.5286  -12.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0806  -11.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8876  -12.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4396  -11.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2466  -11.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4666  -11.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7987  -10.9554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9901  -11.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5776  -11.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7526  -11.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3401  -10.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5150  -10.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1026   -9.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2776   -9.6760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5151   -8.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8475  -14.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7357  -14.4773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  5  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  2  1  0  0  0  0
  8  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9 15  1  1  0  0  0
 16 14  1  0  0  0  0
 17  7  1  0  0  0  0
 18 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  2  0  0  0  0
 24 22  1  0  0  0  0
  1 25  1  6  0  0  0
  4 26  1  6  0  0  0
M  END

HMDB0004049
     RDKit          3D
20-Hydroxy-PGF2a
 60 60  0  0  0  0  0  0  0  0999 V2000
   -7.3966    2.6013    0.3512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4103    2.5346    1.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4569    3.1494    2.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935    1.8039    0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3666    2.6723   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0991    1.9801   -0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2166    1.5968    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882    0.3446    0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3795   -0.7507   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4115   -1.5793   -0.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -2.3241   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8005   -1.6534    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633   -1.8935   -0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2589   -1.2015    0.4511 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3167   -1.4798   -0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0972    0.2681    0.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3282    0.8964    1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779    0.7601    0.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5900    1.3143   -1.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3412    2.7985   -1.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1085    3.1172   -0.4712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1897   -3.1160    0.8128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3842   -4.1799    1.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3395   -3.5807   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2392   -2.8170   -1.3740 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4401   -3.4649   -2.2955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2267    3.7078    2.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5721    1.4616    1.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5131    0.8903    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0938    3.6085    0.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9547    2.9761   -1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5378    2.8225   -1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2848    1.2644   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8059    2.3944    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2224    0.1678    1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8278   -1.4900    0.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3125   -0.5272   -0.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0631   -1.0693   -1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0491   -3.1584   -0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464   -0.9159    1.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1302   -2.6392   -0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5554   -1.5986    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4595   -2.4461   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7527    0.7494   -0.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702    0.5162    1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951    1.9679    1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300    0.3606    2.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3455    1.3996    0.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0592   -0.2527    0.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6135    1.0875   -1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9017    0.8018   -1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    3.1311   -2.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750    3.3508   -0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0121    4.1013   -0.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4876   -2.5575    1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3343   -4.3639    0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2920   -3.4465    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -4.6693   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087   -2.5059   -1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4533   -2.9156   -3.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 11 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 10  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  1
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  1
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  6
 26 60  1  0
M  END


  Mrv0541 02231219522D          

 26 26  0  0  1  0            999 V2000
   16.6545  -14.0022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9901  -13.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8105  -13.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9821  -14.1417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2676  -14.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3626  -12.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5776  -12.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1696  -12.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7216  -12.2801    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.5286  -12.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0806  -11.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8876  -12.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4396  -11.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2466  -11.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4666  -11.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7987  -10.9554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9901  -11.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5776  -11.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7526  -11.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3401  -10.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5150  -10.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1026   -9.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2776   -9.6760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5151   -8.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8475  -14.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7357  -14.4773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  5  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  2  1  0  0  0  0
  8  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9 15  1  1  0  0  0
 16 14  1  0  0  0  0
 17  7  1  0  0  0  0
 18 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  2  0  0  0  0
 24 22  1  0  0  0  0
  1 25  1  6  0  0  0
  4 26  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0004049

> <DATABASE_NAME>
hmdb

> <SMILES>
OCCCCC[C@H](O)\C=C\C1[C@H](O)C[C@H](O)C1C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O6/c21-13-7-3-4-8-15(22)11-12-17-16(18(23)14-19(17)24)9-5-1-2-6-10-20(25)26/h1,5,11-12,15-19,21-24H,2-4,6-10,13-14H2,(H,25,26)/b5-1-,12-11+/t15-,16?,17?,18-,19+/m0/s1

> <INCHI_KEY>
XQXUYZDBZCLAQO-BFDMEJFDSA-N

> <FORMULA>
C20H34O6

> <MOLECULAR_WEIGHT>
370.4804

> <EXACT_MASS>
370.23553882

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
42.09281552912412

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(3R,5S)-2-[(1E,3S)-3,8-dihydroxyoct-1-en-1-yl]-3,5-dihydroxycyclopentyl]hept-5-enoic acid

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
1.1743758006666656

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.513964334215405

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.355294243871843

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4708029285112976

> <JCHEM_POLAR_SURFACE_AREA>
118.22000000000001

> <JCHEM_REFRACTIVITY>
102.3994

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20-hydroxy-PGF2a

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004049
     RDKit          3D
20-Hydroxy-PGF2a
 60 60  0  0  0  0  0  0  0  0999 V2000
   -7.3966    2.6013    0.3512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4103    2.5346    1.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4569    3.1494    2.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935    1.8039    0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3666    2.6723   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0991    1.9801   -0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2166    1.5968    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882    0.3446    0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3795   -0.7507   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4115   -1.5793   -0.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -2.3241   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8005   -1.6534    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633   -1.8935   -0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2589   -1.2015    0.4511 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3167   -1.4798   -0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0972    0.2681    0.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3282    0.8964    1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779    0.7601    0.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5900    1.3143   -1.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3412    2.7985   -1.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1085    3.1172   -0.4712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1897   -3.1160    0.8128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3842   -4.1799    1.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3395   -3.5807   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2392   -2.8170   -1.3740 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4401   -3.4649   -2.2955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2267    3.7078    2.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5721    1.4616    1.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5131    0.8903    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0938    3.6085    0.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9547    2.9761   -1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5378    2.8225   -1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2848    1.2644   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8059    2.3944    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2224    0.1678    1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8278   -1.4900    0.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3125   -0.5272   -0.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0631   -1.0693   -1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0491   -3.1584   -0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464   -0.9159    1.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1302   -2.6392   -0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5554   -1.5986    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4595   -2.4461   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7527    0.7494   -0.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702    0.5162    1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951    1.9679    1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300    0.3606    2.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3455    1.3996    0.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0592   -0.2527    0.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6135    1.0875   -1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9017    0.8018   -1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    3.1311   -2.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750    3.3508   -0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0121    4.1013   -0.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4876   -2.5575    1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3343   -4.3639    0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2920   -3.4465    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -4.6693   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087   -2.5059   -1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4533   -2.9156   -3.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 11 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 10  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  1
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  1
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  6
 26 60  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      31.088 -26.137   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      31.715 -24.731   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      33.246 -24.891   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.567 -26.398   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.233 -27.168   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      34.277 -23.747   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      30.945 -23.397   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      35.783 -24.067   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      36.814 -22.923   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      38.320 -23.243   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      39.350 -22.099   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      40.857 -22.419   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      41.887 -21.274   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      43.394 -21.595   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      36.338 -21.458   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      44.424 -20.450   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      31.715 -22.063   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.945 -20.730   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.405 -20.730   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.635 -19.396   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.095 -19.396   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.325 -18.062   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      24.785 -18.062   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      27.095 -16.728   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      29.582 -26.458   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      34.973 -27.024   0.000  0.00  0.00           O+0
CONECT    1    2    5   25                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    1                                                       
CONECT    6    3    8                                                       
CONECT    7    2   17                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   16                                                       
CONECT   15    9                                                            
CONECT   16   14                                                            
CONECT   17    7   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    1                                                            
CONECT   26    4                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0004049
HETATM    1  O1  UNL     1      -7.397   2.601   0.351  1.00  0.00           O  
HETATM    2  C1  UNL     1      -6.410   2.535   1.111  1.00  0.00           C  
HETATM    3  O2  UNL     1      -6.457   3.149   2.344  1.00  0.00           O  
HETATM    4  C2  UNL     1      -5.193   1.804   0.704  1.00  0.00           C  
HETATM    5  C3  UNL     1      -4.367   2.672  -0.204  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.099   1.980  -0.661  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.217   1.597   0.434  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.888   0.345   0.663  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.380  -0.751  -0.153  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.411  -1.579  -0.910  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.366  -2.324  -0.192  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.800  -1.653   0.335  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.063  -1.894  -0.094  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.259  -1.201   0.451  1.00  0.00           C  
HETATM   15  O3  UNL     1       4.317  -1.480  -0.406  1.00  0.00           O  
HETATM   16  C13 UNL     1       3.097   0.268   0.577  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.328   0.896   1.136  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.578   0.760   0.354  1.00  0.00           C  
HETATM   19  C16 UNL     1       5.590   1.314  -1.031  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.341   2.798  -1.005  1.00  0.00           C  
HETATM   21  O4  UNL     1       4.108   3.117  -0.471  1.00  0.00           O  
HETATM   22  C18 UNL     1      -1.190  -3.116   0.813  1.00  0.00           C  
HETATM   23  O5  UNL     1      -0.384  -4.180   1.224  1.00  0.00           O  
HETATM   24  C19 UNL     1      -2.339  -3.581  -0.067  1.00  0.00           C  
HETATM   25  C20 UNL     1      -2.239  -2.817  -1.374  1.00  0.00           C  
HETATM   26  O6  UNL     1      -1.440  -3.465  -2.295  1.00  0.00           O  
HETATM   27  H1  UNL     1      -7.227   3.708   2.672  1.00  0.00           H  
HETATM   28  H2  UNL     1      -4.572   1.462   1.532  1.00  0.00           H  
HETATM   29  H3  UNL     1      -5.513   0.890   0.120  1.00  0.00           H  
HETATM   30  H4  UNL     1      -4.094   3.609   0.331  1.00  0.00           H  
HETATM   31  H5  UNL     1      -4.955   2.976  -1.093  1.00  0.00           H  
HETATM   32  H6  UNL     1      -2.538   2.822  -1.208  1.00  0.00           H  
HETATM   33  H7  UNL     1      -3.285   1.264  -1.453  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.806   2.394   1.098  1.00  0.00           H  
HETATM   35  H9  UNL     1      -1.222   0.168   1.536  1.00  0.00           H  
HETATM   36  H10 UNL     1      -2.828  -1.490   0.620  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.313  -0.527  -0.751  1.00  0.00           H  
HETATM   38  H12 UNL     1      -1.063  -1.069  -1.838  1.00  0.00           H  
HETATM   39  H13 UNL     1      -0.049  -3.158  -0.934  1.00  0.00           H  
HETATM   40  H14 UNL     1       0.746  -0.916   1.116  1.00  0.00           H  
HETATM   41  H15 UNL     1       2.130  -2.639  -0.875  1.00  0.00           H  
HETATM   42  H16 UNL     1       3.555  -1.599   1.450  1.00  0.00           H  
HETATM   43  H17 UNL     1       4.459  -2.446  -0.427  1.00  0.00           H  
HETATM   44  H18 UNL     1       2.753   0.749  -0.367  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.270   0.516   1.310  1.00  0.00           H  
HETATM   46  H20 UNL     1       4.195   1.968   1.445  1.00  0.00           H  
HETATM   47  H21 UNL     1       4.530   0.361   2.120  1.00  0.00           H  
HETATM   48  H22 UNL     1       6.346   1.400   0.920  1.00  0.00           H  
HETATM   49  H23 UNL     1       6.059  -0.253   0.417  1.00  0.00           H  
HETATM   50  H24 UNL     1       6.613   1.088  -1.454  1.00  0.00           H  
HETATM   51  H25 UNL     1       4.902   0.802  -1.740  1.00  0.00           H  
HETATM   52  H26 UNL     1       5.300   3.131  -2.078  1.00  0.00           H  
HETATM   53  H27 UNL     1       6.175   3.351  -0.521  1.00  0.00           H  
HETATM   54  H28 UNL     1       4.012   4.101  -0.478  1.00  0.00           H  
HETATM   55  H29 UNL     1      -1.488  -2.557   1.694  1.00  0.00           H  
HETATM   56  H30 UNL     1       0.334  -4.364   0.568  1.00  0.00           H  
HETATM   57  H31 UNL     1      -3.292  -3.446   0.444  1.00  0.00           H  
HETATM   58  H32 UNL     1      -2.181  -4.669  -0.226  1.00  0.00           H  
HETATM   59  H33 UNL     1      -3.209  -2.506  -1.755  1.00  0.00           H  
HETATM   60  H34 UNL     1      -1.453  -2.916  -3.121  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8    8   34
CONECT    8    9   35
CONECT    9   10   36   37
CONECT   10   11   25   38
CONECT   11   12   22   39
CONECT   12   13   13   40
CONECT   13   14   41
CONECT   14   15   16   42
CONECT   15   43
CONECT   16   17   44   45
CONECT   17   18   46   47
CONECT   18   19   48   49
CONECT   19   20   50   51
CONECT   20   21   52   53
CONECT   21   54
CONECT   22   23   24   55
CONECT   23   56
CONECT   24   25   57   58
CONECT   25   26   59
CONECT   26   60
END

HMDB0004049
     RDKit          3D
20-Hydroxy-PGF2a
 60 60  0  0  0  0  0  0  0  0999 V2000
   -7.3966    2.6013    0.3512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4103    2.5346    1.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4569    3.1494    2.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935    1.8039    0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3666    2.6723   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0991    1.9801   -0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2166    1.5968    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882    0.3446    0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3795   -0.7507   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4115   -1.5793   -0.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -2.3241   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8005   -1.6534    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633   -1.8935   -0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2589   -1.2015    0.4511 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3167   -1.4798   -0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0972    0.2681    0.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3282    0.8964    1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779    0.7601    0.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5900    1.3143   -1.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3412    2.7985   -1.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1085    3.1172   -0.4712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1897   -3.1160    0.8128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3842   -4.1799    1.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3395   -3.5807   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2392   -2.8170   -1.3740 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4401   -3.4649   -2.2955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2267    3.7078    2.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5721    1.4616    1.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5131    0.8903    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0938    3.6085    0.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9547    2.9761   -1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5378    2.8225   -1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2848    1.2644   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8059    2.3944    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2224    0.1678    1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8278   -1.4900    0.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3125   -0.5272   -0.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0631   -1.0693   -1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0491   -3.1584   -0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464   -0.9159    1.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1302   -2.6392   -0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5554   -1.5986    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4595   -2.4461   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7527    0.7494   -0.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702    0.5162    1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951    1.9679    1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300    0.3606    2.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3455    1.3996    0.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0592   -0.2527    0.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6135    1.0875   -1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9017    0.8018   -1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    3.1311   -2.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750    3.3508   -0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0121    4.1013   -0.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4876   -2.5575    1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3343   -4.3639    0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2920   -3.4465    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -4.6693   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087   -2.5059   -1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4533   -2.9156   -3.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 11 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 10  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  1
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  1
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  6
 26 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
20-Hydroxy-PGF2alpha	HMDB
9S,11S,15S,20-Tetrahydroxy-5Z,13E-prostadienoate	HMDB
9S,11S,15S,20-Tetrahydroxy-5Z,13E-prostadienoic acid	HMDB
(5Z)-7-[(3R,5S)-2-[(1E,3S)-3,8-Dihydroxyoct-1-en-1-yl]-3,5-dihydroxycyclopentyl]hept-5-enoate	HMDB

Chemical Formula

C₂₀H₃₄O₆

Average Molecular Weight

370.4804

Monoisotopic Molecular Weight

370.23553882

IUPAC Name

(5Z)-7-[(3R,5S)-2-[(1E,3S)-3,8-dihydroxyoct-1-en-1-yl]-3,5-dihydroxycyclopentyl]hept-5-enoic acid

Traditional Name

20-hydroxy-PGF2a

CAS Registry Number

Not Available

SMILES

OCCCCC[C@H](O)\C=C\C1[C@H](O)C[C@H](O)C1C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H34O6/c21-13-7-3-4-8-15(22)11-12-17-16(18(23)14-19(17)24)9-5-1-2-6-10-20(25)26/h1,5,11-12,15-19,21-24H,2-4,6-10,13-14H2,(H,25,26)/b5-1-,12-11+/t15-,16?,17?,18-,19+/m0/s1

InChI Key

XQXUYZDBZCLAQO-BFDMEJFDSA-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
Hydroxy fatty acid
Cyclopentanol
Fatty acid
Unsaturated fatty acid
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0004049)
Membrane (HMDB: HMDB0004049)

Source

Exogenous

Exogenous (HMDB: HMDB0004049)

Food

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)

Endogenous

Endogenous (HMDB: HMDB0004049)

Process

Not Available

Role

Not Available

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

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	2.6	ALOGPS
logP	1.17	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	118.22 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	102.4 m³·mol⁻¹	ChemAxon
Polarizability	42.09 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]+	191.841	31661259
DarkChem	[M-H]-	190.052	31661259
DeepCCS	[M+H]+	200.729	30932474
DeepCCS	[M-H]-	198.158	30932474
DeepCCS	[M-2H]-	232.662	30932474
DeepCCS	[M+Na]+	207.891	30932474
AllCCS	[M+H]+	195.0	32859911
AllCCS	[M+H-H2O]+	192.5	32859911
AllCCS	[M+NH4]+	197.3	32859911
AllCCS	[M+Na]+	198.0	32859911
AllCCS	[M-H]-	193.5	32859911
AllCCS	[M+Na-2H]-	194.9	32859911
AllCCS	[M+HCOO]-	196.5	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.	4.88 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2894 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.71 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	160.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2146.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	190.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	133.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	151.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	383.9 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	370.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	422.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	905.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	402.0 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	1124.5 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	293.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	558.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	232.5 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	78.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
20-Hydroxy-PGF2a	OCCCCC[C@H](O)\C=C\C1[C@H](O)C[C@H](O)C1C\C=C/CCCC(O)=O	4752.7	Standard polar	33892256
20-Hydroxy-PGF2a	OCCCCC[C@H](O)\C=C\C1[C@H](O)C[C@H](O)C1C\C=C/CCCC(O)=O	2797.9	Standard non polar	33892256
20-Hydroxy-PGF2a	OCCCCC[C@H](O)\C=C\C1[C@H](O)C[C@H](O)C1C\C=C/CCCC(O)=O	3230.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
20-Hydroxy-PGF2a,1TMS,isomer #1	C[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O	3239.8	Semi standard non polar	33892256
20-Hydroxy-PGF2a,1TMS,isomer #2	C[Si](C)(C)O[C@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)CCCCCO	3238.5	Semi standard non polar	33892256
20-Hydroxy-PGF2a,1TMS,isomer #3	C[Si](C)(C)O[C@@H]1C[C@H](O)C(C/C=C\CCCC(=O)O)C1/C=C/[C@@H](O)CCCCCO	3168.2	Semi standard non polar	33892256
20-Hydroxy-PGF2a,1TMS,isomer #4	C[Si](C)(C)O[C@H]1C[C@@H](O)C(/C=C/[C@@H](O)CCCCCO)C1C/C=C\CCCC(=O)O	3181.6	Semi standard non polar	33892256
20-Hydroxy-PGF2a,1TMS,isomer #5	C[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@@H](O)CCCCCO)[C@H](O)C[C@@H]1O	3157.1	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TMS,isomer #1	C[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)O[Si](C)(C)C	3216.9	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TMS,isomer #10	C[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@@H](O)CCCCCO)[C@H](O)C[C@@H]1O[Si](C)(C)C	3102.7	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TMS,isomer #2	C[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O	3147.8	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TMS,isomer #3	C[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O	3127.8	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TMS,isomer #4	C[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C	3120.0	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TMS,isomer #5	C[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@H](CCCCCO)O[Si](C)(C)C)[C@H](O)C[C@@H]1O	3150.1	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TMS,isomer #6	C[Si](C)(C)O[C@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O)CCCCCO	3141.8	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TMS,isomer #7	C[Si](C)(C)O[C@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C)CCCCCO	3125.3	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TMS,isomer #8	C[Si](C)(C)O[C@H]1C[C@@H](O[Si](C)(C)C)C(/C=C/[C@@H](O)CCCCCO)C1C/C=C\CCCC(=O)O	3104.4	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TMS,isomer #9	C[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@@H](O)CCCCCO)[C@H](O[Si](C)(C)C)C[C@@H]1O	3092.6	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TMS,isomer #1	C[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C	3093.0	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TMS,isomer #10	C[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@@H](O)CCCCCO)[C@H](O[Si](C)(C)C)C[C@@H]1O[Si](C)(C)C	3022.3	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TMS,isomer #2	C[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	3070.8	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TMS,isomer #3	C[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3066.7	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TMS,isomer #4	C[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O	3033.6	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TMS,isomer #5	C[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C	3024.6	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TMS,isomer #6	C[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	3038.4	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TMS,isomer #7	C[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@H](CCCCCO)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C[C@@H]1O	3025.8	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TMS,isomer #8	C[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@H](CCCCCO)O[Si](C)(C)C)[C@H](O)C[C@@H]1O[Si](C)(C)C	3033.1	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TMS,isomer #9	C[Si](C)(C)O[C@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)CCCCCO	3054.7	Semi standard non polar	33892256
20-Hydroxy-PGF2a,4TMS,isomer #1	C[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	3022.4	Semi standard non polar	33892256
20-Hydroxy-PGF2a,4TMS,isomer #2	C[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3018.2	Semi standard non polar	33892256
20-Hydroxy-PGF2a,4TMS,isomer #3	C[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2998.8	Semi standard non polar	33892256
20-Hydroxy-PGF2a,4TMS,isomer #4	C[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2971.2	Semi standard non polar	33892256
20-Hydroxy-PGF2a,4TMS,isomer #5	C[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@H](CCCCCO)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C[C@@H]1O[Si](C)(C)C	2976.5	Semi standard non polar	33892256
20-Hydroxy-PGF2a,5TMS,isomer #1	C[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=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	2975.9	Semi standard non polar	33892256
20-Hydroxy-PGF2a,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O	3488.8	Semi standard non polar	33892256
20-Hydroxy-PGF2a,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)CCCCCO	3473.7	Semi standard non polar	33892256
20-Hydroxy-PGF2a,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@H](O)C(C/C=C\CCCC(=O)O)C1/C=C/[C@@H](O)CCCCCO	3389.2	Semi standard non polar	33892256
20-Hydroxy-PGF2a,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1C[C@@H](O)C(/C=C/[C@@H](O)CCCCCO)C1C/C=C\CCCC(=O)O	3404.9	Semi standard non polar	33892256
20-Hydroxy-PGF2a,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@@H](O)CCCCCO)[C@H](O)C[C@@H]1O	3419.8	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3733.9	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@@H](O)CCCCCO)[C@H](O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3585.7	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O	3664.7	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O	3622.3	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C	3602.4	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@H](CCCCCO)O[Si](C)(C)C(C)(C)C)[C@H](O)C[C@@H]1O	3656.6	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)CCCCCO	3616.0	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)CCCCCO	3604.4	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)C(/C=C/[C@@H](O)CCCCCO)C1C/C=C\CCCC(=O)O	3505.1	Semi standard non polar	33892256
20-Hydroxy-PGF2a,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@@H](O)CCCCCO)[C@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O	3573.8	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3892.4	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@@H](O)CCCCCO)[C@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O[Si](C)(C)C(C)(C)C	3719.7	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3827.0	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3829.5	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O	3788.1	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C	3783.4	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3722.7	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@H](CCCCCO)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O	3790.1	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@H](CCCCCO)O[Si](C)(C)C(C)(C)C)[C@H](O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3791.2	Semi standard non polar	33892256
20-Hydroxy-PGF2a,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@H](/C=C/C1C(C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)CCCCCO	3738.0	Semi standard non polar	33892256
20-Hydroxy-PGF2a,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=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	3998.9	Semi standard non polar	33892256
20-Hydroxy-PGF2a,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=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	4002.7	Semi standard non polar	33892256
20-Hydroxy-PGF2a,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCCCCC[C@@H](/C=C/C1C(C/C=C\CCCC(=O)O)[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	3966.7	Semi standard non polar	33892256
20-Hydroxy-PGF2a,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCCCCC[C@H](O)/C=C/C1C(C/C=C\CCCC(=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	3930.9	Semi standard non polar	33892256
20-Hydroxy-PGF2a,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CCC/C=C\CC1C(/C=C/[C@H](CCCCCO)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	3925.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 20-Hydroxy-PGF2a GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ufs-3469000000-3f5a7231cd9b56fcebd1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 20-Hydroxy-PGF2a GC-MS (4 TMS) - 70eV, Positive	splash10-006x-5200096000-ddce0e328076a6fe60b8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 20-Hydroxy-PGF2a 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 - 20-Hydroxy-PGF2a 10V, Positive-QTOF	splash10-0f79-0009000000-1d81707163f20b507508	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-PGF2a 20V, Positive-QTOF	splash10-000i-1259000000-f6121b2ed0a3a0d74f72	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-PGF2a 40V, Positive-QTOF	splash10-052o-9685000000-e42643c4019d54ff6c3d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-PGF2a 10V, Negative-QTOF	splash10-0gb9-0009000000-a1b4bc08db3ab712c5cb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-PGF2a 20V, Negative-QTOF	splash10-0uk9-0009000000-58c6c3a1c07703c62697	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-PGF2a 40V, Negative-QTOF	splash10-0a4i-9424000000-45a7ea56b9501fdba04d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-PGF2a 10V, Positive-QTOF	splash10-000i-0019000000-d2a5534feb9ee398345d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-PGF2a 20V, Positive-QTOF	splash10-000i-5597000000-e389242415be41c2f926	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-PGF2a 40V, Positive-QTOF	splash10-0awl-9600000000-178b4fb1e089fb46b2ba	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-PGF2a 10V, Negative-QTOF	splash10-014i-0009000000-cd4fd4502522ad420988	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-PGF2a 20V, Negative-QTOF	splash10-0le9-0029000000-e550fd86d0fc4b1d2248	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-PGF2a 40V, Negative-QTOF	splash10-0540-6695000000-0c2fa2da89d82b1d11a1	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023291

KNApSAcK ID

Not Available

Chemspider ID

35013056

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477777

PDB ID

Not Available

ChEBI ID

174935

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Komoto J, Yamada T, Watanabe K, Woodward DF, Takusagawa F: Prostaglandin F2alpha formation from prostaglandin H2 by prostaglandin F synthase (PGFS): crystal structure of PGFS containing bimatoprost. Biochemistry. 2006 Feb 21;45(7):1987-96. [PubMed:16475787 ]
Devereux TR, Fouts JR, Eling TE: Metabolism of prostaglandin PG-F2 alpha by freshly isolated alveolar type II cells from lungs of adult male or pregnant rabbits. Prostaglandins Leukot Med. 1987 Apr;27(1):43-52. [PubMed:3473507 ]

Showing metabocard for 20-Hydroxy-PGF2a (HMDB0004049)

MOL for HMDB0004049 (20-Hydroxy-PGF2a)

3D MOL for HMDB0004049 (20-Hydroxy-PGF2a)

3D SDF for HMDB0004049 (20-Hydroxy-PGF2a)

3D-SDF for HMDB0004049 (20-Hydroxy-PGF2a)

PDB for HMDB0004049 (20-Hydroxy-PGF2a)

3D PDB for HMDB0004049 (20-Hydroxy-PGF2a)

SMILES for HMDB0004049 (20-Hydroxy-PGF2a)

INCHI for HMDB0004049 (20-Hydroxy-PGF2a)

Structure for HMDB0004049 (20-Hydroxy-PGF2a)

3D Structure for HMDB0004049 (20-Hydroxy-PGF2a)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra