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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (131)transporters (1) Show 132 proteins XML

enzymes (131)transporters (1) Show 132 proteins

Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-19 06:01:08 UTC

Update Date

2022-11-30 20:10:11 UTC

HMDB ID

HMDB0297049

Secondary Accession Numbers

None

Metabolite Identification

Common Name

DG(2:0/0:0/PGF1alpha)

Description

DG(2:0/0:0/PGF1alpha) 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. Based on a literature review very few articles have been published on DG(2:0/0:0/PGF1alpha).

Structure

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


  Mrv1652309192108012D          

 33 33  0  0  1  0            999 V2000
   -0.0285   -9.0134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4575   -9.0134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430  -10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6859   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004   -9.0134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1149   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294   -9.0134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438  -10.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2583   -9.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9728   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6872   -9.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1162   -9.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8306   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5451   -9.0134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6314   -8.1929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0183   -7.6408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4383   -8.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8508   -8.7358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6713   -8.8221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2988   -9.3489    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4703  -10.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8572  -10.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0288  -11.5149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4157  -12.0669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8134  -11.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9849  -12.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7695  -12.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9411  -13.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7257  -13.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004   -8.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  6 33  1  1  0  0  0
M  END

HMDB0297049
     RDKit          3D
DG(2:0/0:0/PGF1alpha)
 77 77  0  0  0  0  0  0  0  0999 V2000
   -4.3061    2.2573    1.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1447    2.5897    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    3.3517   -0.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5125    2.8625   -1.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4125    1.6586   -2.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3152    0.3072   -1.9170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3338   -0.1065   -1.0768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0141   -0.1578   -1.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8912   -0.9482   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -1.4311    0.1689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4982   -1.0684    1.6588 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1832   -1.2693    2.0341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -2.2263    2.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5967   -3.3882    1.5904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3764   -3.5172    2.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5030   -2.9247    0.1763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4292   -3.5280   -0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9729   -3.1536   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9095   -3.8999   -1.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344   -3.5860   -0.9844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6487   -2.1373   -1.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1186   -1.8663   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3656   -0.3940   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1050    0.1060   -2.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8635    0.4002   -0.0043 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0932    1.7640   -0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8034    2.4601   -0.5359 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1172    3.8298   -0.6930 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937    2.2785    0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318    3.0151    0.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4942    3.1042    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2871    3.8846    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563    2.4842    2.0930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228    1.5153    2.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1506    1.9334    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6426    3.2209    1.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4363    1.7781    0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5178    3.3180    1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    3.6214   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8201    4.3981   -0.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6639    3.7273   -2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5689    2.8652   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5562    1.7291   -3.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    1.6928   -3.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5389   -0.3866   -2.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0518    0.5313   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0589    0.1186   -1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927   -1.2492    0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7879   -0.9194   -0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9122   -0.0935    1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -0.5008    2.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1717   -2.2476    3.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3571   -2.1430    2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -4.3178    1.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2954   -4.4229    2.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760   -3.2758   -0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6888   -3.3923   -1.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5073   -4.6446   -0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1895   -2.0781   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874   -3.4996    0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6789   -3.5757   -2.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6610   -4.9657   -1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9560   -4.1347   -1.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6809   -3.9853   -0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0874   -1.4478   -0.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -1.8340   -2.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8034   -2.4911   -1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3108   -2.0722    0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5133    2.1920    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8705    1.9407   -0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3639    2.1677   -1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9656    4.0525   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1794    2.6649    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5775    1.1908    0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3156    4.1876    1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860    4.7825    0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2554    3.2983   -0.1568 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
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 31 32  1  0
 31 33  2  0
 16 10  1  0
  1 34  1  0
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  3 40  1  0
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  5 44  1  0
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 29 74  1  0
 32 75  1  0
 32 76  1  0
 32 77  1  0
M  END


  Mrv1652309192108012D          

 33 33  0  0  1  0            999 V2000
   -0.0285   -9.0134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4575   -9.0134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430  -10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6859   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004   -9.0134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1149   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294   -9.0134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438  -10.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2583   -9.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9728   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6872   -9.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8306   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5451   -9.0134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6314   -8.1929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    9.4383   -8.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8508   -8.7358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6713   -8.8221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0288  -11.5149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    9.9849  -12.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7695  -12.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9411  -13.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7257  -13.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004   -8.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  6 33  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0297049

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)OC[C@H](O)COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H44O8/c1-3-4-7-10-19(27)13-14-22-21(23(29)15-24(22)30)11-8-5-6-9-12-25(31)33-17-20(28)16-32-18(2)26/h13-14,19-24,27-30H,3-12,15-17H2,1-2H3/b14-13+/t19-,20+,21+,22+,23-,24+/m0/s1

> <INCHI_KEY>
UXBLUBFHAIZYSP-VCHFTVDVSA-N

> <FORMULA>
C25H44O8

> <MOLECULAR_WEIGHT>
472.619

> <EXACT_MASS>
472.303618377

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
54.73506981138172

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-3-(acetyloxy)-2-hydroxypropyl 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]heptanoate

> <ALOGPS_LOGP>
2.88

> <JCHEM_LOGP>
2.2395585863333314

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.561117360552785

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.578361833574203

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263113144743189

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
125.5295

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-(acetyloxy)-2-hydroxypropyl 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]heptanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0297049
     RDKit          3D
DG(2:0/0:0/PGF1alpha)
 77 77  0  0  0  0  0  0  0  0999 V2000
   -4.3061    2.2573    1.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1447    2.5897    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    3.3517   -0.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5125    2.8625   -1.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4125    1.6586   -2.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3152    0.3072   -1.9170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3338   -0.1065   -1.0768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0141   -0.1578   -1.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8912   -0.9482   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -1.4311    0.1689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4982   -1.0684    1.6588 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1832   -1.2693    2.0341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -2.2263    2.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5967   -3.3882    1.5904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3764   -3.5172    2.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5030   -2.9247    0.1763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4292   -3.5280   -0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9729   -3.1536   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9095   -3.8999   -1.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344   -3.5860   -0.9844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6487   -2.1373   -1.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1186   -1.8663   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3656   -0.3940   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1050    0.1060   -2.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8635    0.4002   -0.0043 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0932    1.7640   -0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8034    2.4601   -0.5359 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1172    3.8298   -0.6930 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937    2.2785    0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318    3.0151    0.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4942    3.1042    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2871    3.8846    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563    2.4842    2.0930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228    1.5153    2.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1506    1.9334    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6426    3.2209    1.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4363    1.7781    0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5178    3.3180    1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    3.6214   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8201    4.3981   -0.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6639    3.7273   -2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5689    2.8652   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5562    1.7291   -3.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    1.6928   -3.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5389   -0.3866   -2.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0518    0.5313   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0589    0.1186   -1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927   -1.2492    0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7879   -0.9194   -0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9122   -0.0935    1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -0.5008    2.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1717   -2.2476    3.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3571   -2.1430    2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -4.3178    1.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2954   -4.4229    2.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760   -3.2758   -0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6888   -3.3923   -1.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5073   -4.6446   -0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1895   -2.0781   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874   -3.4996    0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6789   -3.5757   -2.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6610   -4.9657   -1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9560   -4.1347   -1.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6809   -3.9853   -0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0874   -1.4478   -0.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -1.8340   -2.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8034   -2.4911   -1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3108   -2.0722    0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5133    2.1920    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8705    1.9407   -0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3639    2.1677   -1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9656    4.0525   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1794    2.6649    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5775    1.1908    0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3156    4.1876    1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860    4.7825    0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2554    3.2983   -0.1568 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 16 10  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  6
  7 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  6
 11 50  1  6
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  6
 15 55  1  0
 16 56  1  6
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 19 62  1  0
 20 63  1  0
 20 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  0
 22 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  6
 28 72  1  0
 29 73  1  0
 29 74  1  0
 32 75  1  0
 32 76  1  0
 32 77  1  0
M  END

HEADER    PROTEIN                                 19-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-SEP-21         0                                  
HETATM    1  O   UNK     0      -0.053 -16.825   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.387 -17.595   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.721 -16.825   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.387 -19.135   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.280 -17.595   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.614 -16.825   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.948 -17.595   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.281 -16.825   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.615 -17.595   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.615 -19.135   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.949 -16.825   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.282 -17.595   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.616 -16.825   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.950 -17.595   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.284 -16.825   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.617 -17.595   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.951 -16.825   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.112 -15.293   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.967 -14.263   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      17.618 -14.973   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.388 -16.307   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      19.920 -16.468   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      17.358 -17.451   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.678 -18.958   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.533 -19.988   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.854 -21.494   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      15.709 -22.525   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      18.318 -21.970   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.638 -23.477   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.103 -23.953   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      20.423 -25.459   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      21.888 -25.935   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.614 -15.285   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7   33                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   17   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33    6                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

COMPND    HMDB0297049
HETATM    1  C1  UNL     1      -4.306   2.257   1.390  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.145   2.590   0.479  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.524   3.352  -0.722  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.513   2.863  -1.671  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.412   1.659  -2.472  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.315   0.307  -1.917  1.00  0.00           C  
HETATM    7  O1  UNL     1      -5.334  -0.107  -1.077  1.00  0.00           O  
HETATM    8  C7  UNL     1      -3.014  -0.158  -1.419  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.891  -0.948  -0.352  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.587  -1.431   0.169  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.498  -1.068   1.659  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.183  -1.269   2.034  1.00  0.00           O  
HETATM   13  C11 UNL     1      -2.301  -2.226   2.282  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.597  -3.388   1.590  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.376  -3.517   2.241  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.503  -2.925   0.176  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.429  -3.528  -0.647  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.973  -3.154  -0.319  1.00  0.00           C  
HETATM   19  C16 UNL     1       1.909  -3.900  -1.280  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.334  -3.586  -0.984  1.00  0.00           C  
HETATM   21  C18 UNL     1       3.649  -2.137  -1.143  1.00  0.00           C  
HETATM   22  C19 UNL     1       5.119  -1.866  -0.809  1.00  0.00           C  
HETATM   23  C20 UNL     1       5.366  -0.394  -1.007  1.00  0.00           C  
HETATM   24  O4  UNL     1       5.105   0.106  -2.121  1.00  0.00           O  
HETATM   25  O5  UNL     1       5.864   0.400  -0.004  1.00  0.00           O  
HETATM   26  C21 UNL     1       6.093   1.764  -0.194  1.00  0.00           C  
HETATM   27  C22 UNL     1       4.803   2.460  -0.536  1.00  0.00           C  
HETATM   28  O6  UNL     1       5.117   3.830  -0.693  1.00  0.00           O  
HETATM   29  C23 UNL     1       3.794   2.279   0.586  1.00  0.00           C  
HETATM   30  O7  UNL     1       2.632   3.015   0.240  1.00  0.00           O  
HETATM   31  C24 UNL     1       1.494   3.104   0.993  1.00  0.00           C  
HETATM   32  C25 UNL     1       0.287   3.885   0.611  1.00  0.00           C  
HETATM   33  O8  UNL     1       1.456   2.484   2.093  1.00  0.00           O  
HETATM   34  H1  UNL     1      -4.023   1.515   2.163  1.00  0.00           H  
HETATM   35  H2  UNL     1      -5.151   1.933   0.770  1.00  0.00           H  
HETATM   36  H3  UNL     1      -4.643   3.221   1.869  1.00  0.00           H  
HETATM   37  H4  UNL     1      -2.436   1.778   0.344  1.00  0.00           H  
HETATM   38  H5  UNL     1      -2.518   3.318   1.153  1.00  0.00           H  
HETATM   39  H6  UNL     1      -2.528   3.621  -1.235  1.00  0.00           H  
HETATM   40  H7  UNL     1      -3.820   4.398  -0.340  1.00  0.00           H  
HETATM   41  H8  UNL     1      -4.664   3.727  -2.439  1.00  0.00           H  
HETATM   42  H9  UNL     1      -5.569   2.865  -1.217  1.00  0.00           H  
HETATM   43  H10 UNL     1      -3.556   1.729  -3.247  1.00  0.00           H  
HETATM   44  H11 UNL     1      -5.309   1.693  -3.205  1.00  0.00           H  
HETATM   45  H12 UNL     1      -4.539  -0.387  -2.862  1.00  0.00           H  
HETATM   46  H13 UNL     1      -6.052   0.531  -0.943  1.00  0.00           H  
HETATM   47  H14 UNL     1      -2.059   0.119  -1.897  1.00  0.00           H  
HETATM   48  H15 UNL     1      -3.793  -1.249   0.153  1.00  0.00           H  
HETATM   49  H16 UNL     1      -0.788  -0.919  -0.355  1.00  0.00           H  
HETATM   50  H17 UNL     1      -1.912  -0.094   1.894  1.00  0.00           H  
HETATM   51  H18 UNL     1       0.263  -0.501   2.419  1.00  0.00           H  
HETATM   52  H19 UNL     1      -2.172  -2.248   3.373  1.00  0.00           H  
HETATM   53  H20 UNL     1      -3.357  -2.143   2.007  1.00  0.00           H  
HETATM   54  H21 UNL     1      -2.207  -4.318   1.663  1.00  0.00           H  
HETATM   55  H22 UNL     1      -0.295  -4.423   2.664  1.00  0.00           H  
HETATM   56  H23 UNL     1      -2.476  -3.276  -0.310  1.00  0.00           H  
HETATM   57  H24 UNL     1      -0.689  -3.392  -1.714  1.00  0.00           H  
HETATM   58  H25 UNL     1      -0.507  -4.645  -0.484  1.00  0.00           H  
HETATM   59  H26 UNL     1       1.190  -2.078  -0.463  1.00  0.00           H  
HETATM   60  H27 UNL     1       1.287  -3.500   0.682  1.00  0.00           H  
HETATM   61  H28 UNL     1       1.679  -3.576  -2.326  1.00  0.00           H  
HETATM   62  H29 UNL     1       1.661  -4.966  -1.219  1.00  0.00           H  
HETATM   63  H30 UNL     1       3.956  -4.135  -1.751  1.00  0.00           H  
HETATM   64  H31 UNL     1       3.681  -3.985  -0.005  1.00  0.00           H  
HETATM   65  H32 UNL     1       3.087  -1.448  -0.505  1.00  0.00           H  
HETATM   66  H33 UNL     1       3.492  -1.834  -2.198  1.00  0.00           H  
HETATM   67  H34 UNL     1       5.803  -2.491  -1.380  1.00  0.00           H  
HETATM   68  H35 UNL     1       5.311  -2.072   0.280  1.00  0.00           H  
HETATM   69  H36 UNL     1       6.513   2.192   0.769  1.00  0.00           H  
HETATM   70  H37 UNL     1       6.871   1.941  -0.994  1.00  0.00           H  
HETATM   71  H38 UNL     1       4.364   2.168  -1.505  1.00  0.00           H  
HETATM   72  H39 UNL     1       5.966   4.052  -0.219  1.00  0.00           H  
HETATM   73  H40 UNL     1       4.179   2.665   1.543  1.00  0.00           H  
HETATM   74  H41 UNL     1       3.578   1.191   0.640  1.00  0.00           H  
HETATM   75  H42 UNL     1      -0.316   4.188   1.478  1.00  0.00           H  
HETATM   76  H43 UNL     1       0.686   4.783   0.052  1.00  0.00           H  
HETATM   77  H44 UNL     1      -0.255   3.298  -0.157  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4   39   40
CONECT    4    5   41   42
CONECT    5    6   43   44
CONECT    6    7    8   45
CONECT    7   46
CONECT    8    9    9   47
CONECT    9   10   48
CONECT   10   11   16   49
CONECT   11   12   13   50
CONECT   12   51
CONECT   13   14   52   53
CONECT   14   15   16   54
CONECT   15   55
CONECT   16   17   56
CONECT   17   18   57   58
CONECT   18   19   59   60
CONECT   19   20   61   62
CONECT   20   21   63   64
CONECT   21   22   65   66
CONECT   22   23   67   68
CONECT   23   24   24   25
CONECT   25   26
CONECT   26   27   69   70
CONECT   27   28   29   71
CONECT   28   72
CONECT   29   30   73   74
CONECT   30   31
CONECT   31   32   33   33
CONECT   32   75   76   77
END

HMDB0297049
     RDKit          3D
DG(2:0/0:0/PGF1alpha)
 77 77  0  0  0  0  0  0  0  0999 V2000
   -4.3061    2.2573    1.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1447    2.5897    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    3.3517   -0.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5125    2.8625   -1.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4125    1.6586   -2.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3152    0.3072   -1.9170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3338   -0.1065   -1.0768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0141   -0.1578   -1.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8912   -0.9482   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -1.4311    0.1689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4982   -1.0684    1.6588 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1832   -1.2693    2.0341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -2.2263    2.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5967   -3.3882    1.5904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3764   -3.5172    2.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5030   -2.9247    0.1763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4292   -3.5280   -0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9729   -3.1536   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9095   -3.8999   -1.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344   -3.5860   -0.9844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6487   -2.1373   -1.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1186   -1.8663   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3656   -0.3940   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1050    0.1060   -2.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8635    0.4002   -0.0043 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0932    1.7640   -0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8034    2.4601   -0.5359 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1172    3.8298   -0.6930 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937    2.2785    0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318    3.0151    0.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4942    3.1042    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2871    3.8846    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563    2.4842    2.0930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228    1.5153    2.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1506    1.9334    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6426    3.2209    1.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4363    1.7781    0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5178    3.3180    1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    3.6214   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8201    4.3981   -0.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6639    3.7273   -2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5689    2.8652   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5562    1.7291   -3.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    1.6928   -3.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5389   -0.3866   -2.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0518    0.5313   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0589    0.1186   -1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927   -1.2492    0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7879   -0.9194   -0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9122   -0.0935    1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -0.5008    2.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1717   -2.2476    3.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3571   -2.1430    2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -4.3178    1.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2954   -4.4229    2.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760   -3.2758   -0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6888   -3.3923   -1.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5073   -4.6446   -0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1895   -2.0781   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874   -3.4996    0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6789   -3.5757   -2.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6610   -4.9657   -1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9560   -4.1347   -1.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6809   -3.9853   -0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0874   -1.4478   -0.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -1.8340   -2.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8034   -2.4911   -1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3108   -2.0722    0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5133    2.1920    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8705    1.9407   -0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3639    2.1677   -1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9656    4.0525   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1794    2.6649    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5775    1.1908    0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3156    4.1876    1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860    4.7825    0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2554    3.2983   -0.1568 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 16 10  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  6
  7 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  6
 11 50  1  6
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  6
 15 55  1  0
 16 56  1  6
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 19 62  1  0
 20 63  1  0
 20 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  0
 22 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  6
 28 72  1  0
 29 73  1  0
 29 74  1  0
 32 75  1  0
 32 76  1  0
 32 77  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2R)-3-(Acetyloxy)-2-hydroxypropyl 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]heptanoic acid	HMDB

Chemical Formula

C₂₅H₄₄O₈

Average Molecular Weight

472.619

Monoisotopic Molecular Weight

472.303618377

IUPAC Name

(2R)-3-(acetyloxy)-2-hydroxypropyl 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]heptanoate

Traditional Name

(2R)-3-(acetyloxy)-2-hydroxypropyl 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]heptanoate

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)OC[C@H](O)COC(C)=O

InChI Identifier

InChI=1S/C25H44O8/c1-3-4-7-10-19(27)13-14-22-21(23(29)15-24(22)30)11-8-5-6-9-12-25(31)33-17-20(28)16-32-18(2)26/h13-14,19-24,27-30H,3-12,15-17H2,1-2H3/b14-13+/t19-,20+,21+,22+,23-,24+/m0/s1

InChI Key

UXBLUBFHAIZYSP-VCHFTVDVSA-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
Diradylglycerol
Diacylglycerol
1,3-acyl-sn-glycerol
Fatty alcohol
Glycerolipid
Fatty acid ester
Dicarboxylic acid or derivatives
Cyclopentanol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0297049)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	2.88	ALOGPS
logP	2.24	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	13.58	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	125.53 m³·mol⁻¹	ChemAxon
Polarizability	54.74 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
AllCCS	[M+H]+	222.186	32859911
AllCCS	[M+H-H2O]+	220.485	32859911
AllCCS	[M+Na]+	224.178	32859911
AllCCS	[M+NH4]+	223.737	32859911
AllCCS	[M-H]-	216.025	32859911
AllCCS	[M+Na-2H]-	218.523	32859911
AllCCS	[M+HCOO]-	221.425	32859911
DeepCCS	[M+H]+	211.951	30932474
DeepCCS	[M-H]-	209.574	30932474
DeepCCS	[M-2H]-	242.812	30932474
DeepCCS	[M+Na]+	217.864	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.508 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.61 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2916.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	165.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	190.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	197.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	589.4 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	582.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	188.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1208.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	562.4 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	1652.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	360.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	435.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	270.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	109.9 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	61.0 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(2:0/0:0/PGF1alpha) 10V, Positive-QTOF	splash10-000j-0006900000-25c93c1dc5059acc5769	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(2:0/0:0/PGF1alpha) 20V, Positive-QTOF	splash10-0002-7219200000-bc22858129c7ad000795	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(2:0/0:0/PGF1alpha) 40V, Positive-QTOF	splash10-05mo-9600000000-5171570f6d99b20ab4b8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(2:0/0:0/PGF1alpha) 10V, Negative-QTOF	splash10-08fr-9001500000-59dedfa09af30a7905f7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(2:0/0:0/PGF1alpha) 20V, Negative-QTOF	splash10-0a4i-9003000000-836cdcab8a4fb8d291e6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(2:0/0:0/PGF1alpha) 40V, Negative-QTOF	splash10-0pbi-6249000000-f3bf89ac06e3d715227d	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157005156

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Only showing the first 10 proteins. There are 132 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Diacylglycerol kinase theta

General function:: Involved in diacylglycerol kinase activity
Specific function:: Phosphorylates diacylglycerol (DAG) to generate phosphatidic acid (PA). May regulate the activity of protein kinase C by controlling the balance between these two signaling lipids. Activated in the nucleus in response to alpha-thrombin and nerve growth factor. May be involved in cAMP- induced activation of NR5A1 and subsequent steroidogenic gene transcription by delivering PA as ligand for NR5A1. Acts synergistically with NR5A1 on CYP17 transcriptional activity
Gene Name:: DGKQ
Uniprot ID:: P52824
Molecular weight:: 101154.0

Enzyme Details

2. Pancreatic triacylglycerol lipase

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: PNLIP
Uniprot ID:: P16233
Molecular weight:: 51156.48

Enzyme Details

3. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB1
Uniprot ID:: Q9NQ66
Molecular weight:: 138565.805

Enzyme Details

4. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-4

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. This form has a role in retina signal transduction.
Gene Name:: PLCB4
Uniprot ID:: Q15147
Molecular weight:: 136105.065

Enzyme Details

5. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-2

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB2
Uniprot ID:: Q00722
Molecular weight:: 134023.21

Enzyme Details

6. Diacylglycerol kinase gamma

General function:: Involved in diacylglycerol kinase activity
Specific function:: Reverses the normal flow of glycerolipid biosynthesis by phosphorylating diacylglycerol back to phosphatidic acid
Gene Name:: DGKG
Uniprot ID:: P49619
Molecular weight:: 89095.3

Enzyme Details

7. Hepatic triacylglycerol lipase

General function:: Involved in catalytic activity
Specific function:: Hepatic lipase has the capacity to catalyze hydrolysis of phospholipids, mono-, di-, and triglycerides, and acyl-CoA thioesters. It is an important enzyme in HDL metabolism. Hepatic lipase binds heparin.
Gene Name:: LIPC
Uniprot ID:: P11150
Molecular weight:: 55914.1

Enzyme Details

8. Lysosomal acid lipase/cholesteryl ester hydrolase

General function:: Involved in lipid metabolic process
Specific function:: Crucial for the intracellular hydrolysis of cholesteryl esters and triglycerides that have been internalized via receptor-mediated endocytosis of lipoprotein particles. Important in mediating the effect of LDL (low density lipoprotein) uptake on suppression of hydroxymethylglutaryl-CoA reductase and activation of endogenous cellular cholesteryl ester formation.
Gene Name:: LIPA
Uniprot ID:: P38571
Molecular weight:: 45418.71

Enzyme Details

9. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-3

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB3
Uniprot ID:: Q01970
Molecular weight:: 138797.725

Enzyme Details

10. Inactive pancreatic lipase-related protein 1

General function:: Involved in catalytic activity
Specific function:: May function as inhibitor of dietary triglyceride digestion. Lacks detectable lipase activity towards triglycerides, diglycerides, phosphatidylcholine, galactolipids or cholesterol esters (in vitro) (By similarity).
Gene Name:: PNLIPRP1
Uniprot ID:: P54315
Molecular weight:: Not Available

Transporters

Enzyme Details

1. Long-chain fatty acid transport protein 1

General function:: Lipid transport and metabolism
Specific function:: Involved in translocation of long-chain fatty acids (LFCA) across the plasma membrane. The LFCA import appears to be hormone-regulated in a tissue-specific manner. In adipocytes, but not myocytes, insulin induces a rapid translocation of FATP1 from intracellular compartments to the plasma membrane, paralleled by increased LFCA uptake. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane- associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LFCA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism. Has acyl-CoA ligase activity for long-chain and very-long-chain fatty acids
Gene Name:: SLC27A1
Uniprot ID:: Q6PCB7
Molecular weight:: 71107.5

Only showing the first 10 proteins. There are 132 proteins in total.

Show all enzymes and transporters

Showing metabocard for DG(2:0/0:0/PGF1alpha) (HMDB0297049)

MOL for HMDB0297049 (DG(2:0/0:0/PGF1alpha))

3D MOL for HMDB0297049 (DG(2:0/0:0/PGF1alpha))

3D SDF for HMDB0297049 (DG(2:0/0:0/PGF1alpha))

3D-SDF for HMDB0297049 (DG(2:0/0:0/PGF1alpha))

PDB for HMDB0297049 (DG(2:0/0:0/PGF1alpha))

3D PDB for HMDB0297049 (DG(2:0/0:0/PGF1alpha))

SMILES for HMDB0297049 (DG(2:0/0:0/PGF1alpha))

INCHI for HMDB0297049 (DG(2:0/0:0/PGF1alpha))

Structure for HMDB0297049 (DG(2:0/0:0/PGF1alpha))

3D Structure for HMDB0297049 (DG(2:0/0:0/PGF1alpha))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra

Enzymes

Transporters