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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:46:14 UTC

Update Date

2022-11-23 22:29:21 UTC

HMDB ID

HMDB0259834

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Viprostol

Description

methyl 7-[2-(4-ethenyl-4-hydroxyoct-1-en-1-yl)-3-hydroxy-5-oxocyclopentyl]hept-5-enoate 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 methyl 7-[2-(4-ethenyl-4-hydroxyoct-1-en-1-yl)-3-hydroxy-5-oxocyclopentyl]hept-5-enoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Viprostol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Viprostol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309122100462D          

 28 28  0  0  0  0            999 V2000
   -3.9427    5.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1581    6.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5450    5.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7604    5.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1473    5.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    4.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2504    5.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8635    4.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482    4.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031    5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281    5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9830    4.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7677    4.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1735    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    6.2534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6993    4.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4444    3.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5952    6.0086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 25  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  2  0  0  0  0
  5 28  1  0  0  0  0
M  END

HMDB0259834
     RDKit          3D
VIPROSTOL
 64 64  0  0  0  0  0  0  0  0999 V2000
   -2.6596    3.0087    0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3933    2.2995    1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0916    1.0414    0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666    0.9797   -0.7673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3239   -0.1050    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252   -0.0807    0.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082   -1.0461   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181   -0.9412   -0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163   -1.0390   -2.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834    0.1567   -2.6421 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504   -2.1471   -2.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1836   -2.9180   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5724   -4.0632   -1.1508 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8587   -2.0471   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568   -1.4989    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610   -0.7695   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1830   -1.1745   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245   -0.4590   -1.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3034    0.0414   -1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0488    0.9919   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3257    1.4943    0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1852    2.0607   -0.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6128    1.3521    1.9222 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8086    1.8207    2.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5030    1.1338    1.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3377   -0.0802    0.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7302    0.1807    1.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6800   -0.9671    1.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816    3.9051    0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5503    2.6797   -0.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5436    2.5886    2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8702    1.4497   -1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7913   -1.0430    0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333   -0.1303    2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3340    0.8107    0.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9796   -1.9352   -0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582    0.0177   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0331   -1.3109   -2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0094    0.9231   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5056   -2.7953   -3.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982   -1.7224   -2.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3416   -2.6423    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170   -2.3365    1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -0.8235    1.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5718    0.1089   -0.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6168   -2.0506   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2228   -1.1912   -2.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4583    0.3880   -2.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9421    0.4965   -1.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8564   -0.8559   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5348    1.8910   -0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3871    0.5542    0.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6222    1.9372    1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1446    1.0922    3.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6556    2.8181    2.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9878    1.9969    0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4880    1.3693    2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4960   -0.1511   -0.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9244   -1.0323    1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1751    1.0925    0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6877    0.3365    2.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5912   -1.3988    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7196   -0.5505    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5830   -1.7110    1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  3 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 14  8  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
 28 62  1  0
 28 63  1  0
 28 64  1  0
M  END


  Mrv1652309122100462D          

 28 28  0  0  0  0            999 V2000
   -3.9427    5.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1581    6.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5450    5.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7604    5.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1473    5.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    4.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2504    5.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8635    4.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482    4.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031    5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281    5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9830    4.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7677    4.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1735    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    6.2534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6993    4.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4444    3.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5952    6.0086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 25  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  2  0  0  0  0
  5 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259834

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(O)(CC=CC1C(O)CC(=O)C1CC=CCCCC(=O)OC)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C23H36O5/c1-4-6-15-23(27,5-2)16-11-13-19-18(20(24)17-21(19)25)12-9-7-8-10-14-22(26)28-3/h5,7,9,11,13,18-19,21,25,27H,2,4,6,8,10,12,14-17H2,1,3H3

> <INCHI_KEY>
TWCQWABAGCMHLL-UHFFFAOYSA-N

> <FORMULA>
C23H36O5

> <MOLECULAR_WEIGHT>
392.536

> <EXACT_MASS>
392.256274259

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
46.47591712370995

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 7-[2-(4-ethenyl-4-hydroxyoct-1-en-1-yl)-3-hydroxy-5-oxocyclopentyl]hept-5-enoate

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
3.870275269999999

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.37920917552466

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.679056767881804

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0334985869030096

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
113.41049999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 7-[2-(4-ethenyl-4-hydroxyoct-1-en-1-yl)-3-hydroxy-5-oxocyclopentyl]hept-5-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259834
     RDKit          3D
VIPROSTOL
 64 64  0  0  0  0  0  0  0  0999 V2000
   -2.6596    3.0087    0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3933    2.2995    1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0916    1.0414    0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666    0.9797   -0.7673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3239   -0.1050    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252   -0.0807    0.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082   -1.0461   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181   -0.9412   -0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163   -1.0390   -2.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834    0.1567   -2.6421 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504   -2.1471   -2.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1836   -2.9180   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5724   -4.0632   -1.1508 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8587   -2.0471   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568   -1.4989    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610   -0.7695   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1830   -1.1745   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245   -0.4590   -1.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3034    0.0414   -1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0488    0.9919   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3257    1.4943    0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1852    2.0607   -0.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6128    1.3521    1.9222 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8086    1.8207    2.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5030    1.1338    1.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3377   -0.0802    0.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7302    0.1807    1.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6800   -0.9671    1.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816    3.9051    0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5503    2.6797   -0.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5436    2.5886    2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8702    1.4497   -1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7913   -1.0430    0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333   -0.1303    2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3340    0.8107    0.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9796   -1.9352   -0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582    0.0177   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0331   -1.3109   -2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0094    0.9231   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5056   -2.7953   -3.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982   -1.7224   -2.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3416   -2.6423    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170   -2.3365    1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -0.8235    1.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5718    0.1089   -0.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6168   -2.0506   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2228   -1.1912   -2.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4583    0.3880   -2.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9421    0.4965   -1.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8564   -0.8559   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5348    1.8910   -0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3871    0.5542    0.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6222    1.9372    1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1446    1.0922    3.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6556    2.8181    2.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9878    1.9969    0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4880    1.3693    2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4960   -0.1511   -0.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9244   -1.0323    1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1751    1.0925    0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6877    0.3365    2.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5912   -1.3988    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7196   -0.5505    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5830   -1.7110    1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  3 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 14  8  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
 28 62  1  0
 28 63  1  0
 28 64  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0      -7.360  11.181   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.895  11.657   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.751  10.626   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.286  11.102   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.142  10.072   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.997   9.041   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.468   9.517   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.612   8.487   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.077   8.963   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.552  10.427   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.092  10.427   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.568   8.963   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.033   8.487   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.322   8.057   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.322   6.517   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.656   5.747   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.656   4.207   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.990   3.437   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.323   4.207   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.657   3.437   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.991   4.207   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.991   5.747   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      12.325   3.437   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      13.658   4.207   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.647  11.673   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -3.172   8.927   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.696   7.463   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.111  11.216   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   26   28                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   25                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25   10                                                            
CONECT   26    5   27                                                       
CONECT   27   26                                                            
CONECT   28    5                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

COMPND    HMDB0259834
HETATM    1  C1  UNL     1      -2.660   3.009   0.196  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.393   2.300   1.025  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.092   1.041   0.632  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.067   0.980  -0.767  1.00  0.00           O  
HETATM    5  C4  UNL     1      -3.324  -0.105   1.195  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.925  -0.081   0.641  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.408  -1.046  -0.055  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.018  -0.941  -0.563  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.016  -1.039  -2.065  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.383   0.157  -2.642  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.950  -2.147  -2.442  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.184  -2.918  -1.209  1.00  0.00           C  
HETATM   13  O3  UNL     1       1.572  -4.063  -1.151  1.00  0.00           O  
HETATM   14  C11 UNL     1       0.859  -2.047  -0.026  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.157  -1.499   0.537  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.961  -0.769  -0.457  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.183  -1.175  -0.766  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.024  -0.459  -1.767  1.00  0.00           C  
HETATM   19  C16 UNL     1       6.303   0.041  -1.179  1.00  0.00           C  
HETATM   20  C17 UNL     1       6.049   0.992  -0.030  1.00  0.00           C  
HETATM   21  C18 UNL     1       7.326   1.494   0.548  1.00  0.00           C  
HETATM   22  O4  UNL     1       8.185   2.061  -0.178  1.00  0.00           O  
HETATM   23  O5  UNL     1       7.613   1.352   1.922  1.00  0.00           O  
HETATM   24  C19 UNL     1       8.809   1.821   2.490  1.00  0.00           C  
HETATM   25  C20 UNL     1      -5.503   1.134   1.146  1.00  0.00           C  
HETATM   26  C21 UNL     1      -6.338  -0.080   0.820  1.00  0.00           C  
HETATM   27  C22 UNL     1      -7.730   0.181   1.406  1.00  0.00           C  
HETATM   28  C23 UNL     1      -8.680  -0.967   1.150  1.00  0.00           C  
HETATM   29  H1  UNL     1      -2.182   3.905   0.542  1.00  0.00           H  
HETATM   30  H2  UNL     1      -2.550   2.680  -0.824  1.00  0.00           H  
HETATM   31  H3  UNL     1      -3.544   2.589   2.079  1.00  0.00           H  
HETATM   32  H4  UNL     1      -4.870   1.450  -1.125  1.00  0.00           H  
HETATM   33  H5  UNL     1      -3.791  -1.043   0.774  1.00  0.00           H  
HETATM   34  H6  UNL     1      -3.233  -0.130   2.274  1.00  0.00           H  
HETATM   35  H7  UNL     1      -1.334   0.811   0.854  1.00  0.00           H  
HETATM   36  H8  UNL     1      -1.980  -1.935  -0.278  1.00  0.00           H  
HETATM   37  H9  UNL     1       0.458   0.018  -0.265  1.00  0.00           H  
HETATM   38  H10 UNL     1      -1.033  -1.311  -2.425  1.00  0.00           H  
HETATM   39  H11 UNL     1      -0.009   0.923  -2.140  1.00  0.00           H  
HETATM   40  H12 UNL     1       0.506  -2.795  -3.227  1.00  0.00           H  
HETATM   41  H13 UNL     1       1.898  -1.722  -2.853  1.00  0.00           H  
HETATM   42  H14 UNL     1       0.342  -2.642   0.732  1.00  0.00           H  
HETATM   43  H15 UNL     1       2.717  -2.336   1.001  1.00  0.00           H  
HETATM   44  H16 UNL     1       1.841  -0.823   1.371  1.00  0.00           H  
HETATM   45  H17 UNL     1       2.572   0.109  -0.952  1.00  0.00           H  
HETATM   46  H18 UNL     1       4.617  -2.051  -0.295  1.00  0.00           H  
HETATM   47  H19 UNL     1       5.223  -1.191  -2.577  1.00  0.00           H  
HETATM   48  H20 UNL     1       4.458   0.388  -2.235  1.00  0.00           H  
HETATM   49  H21 UNL     1       6.942   0.496  -1.952  1.00  0.00           H  
HETATM   50  H22 UNL     1       6.856  -0.856  -0.767  1.00  0.00           H  
HETATM   51  H23 UNL     1       5.535   1.891  -0.464  1.00  0.00           H  
HETATM   52  H24 UNL     1       5.387   0.554   0.719  1.00  0.00           H  
HETATM   53  H25 UNL     1       9.622   1.937   1.740  1.00  0.00           H  
HETATM   54  H26 UNL     1       9.145   1.092   3.239  1.00  0.00           H  
HETATM   55  H27 UNL     1       8.656   2.818   2.981  1.00  0.00           H  
HETATM   56  H28 UNL     1      -5.988   1.997   0.636  1.00  0.00           H  
HETATM   57  H29 UNL     1      -5.488   1.369   2.231  1.00  0.00           H  
HETATM   58  H30 UNL     1      -6.496  -0.151  -0.278  1.00  0.00           H  
HETATM   59  H31 UNL     1      -5.924  -1.032   1.141  1.00  0.00           H  
HETATM   60  H32 UNL     1      -8.175   1.093   0.970  1.00  0.00           H  
HETATM   61  H33 UNL     1      -7.688   0.337   2.507  1.00  0.00           H  
HETATM   62  H34 UNL     1      -8.591  -1.399   0.136  1.00  0.00           H  
HETATM   63  H35 UNL     1      -9.720  -0.551   1.209  1.00  0.00           H  
HETATM   64  H36 UNL     1      -8.583  -1.711   1.956  1.00  0.00           H  
CONECT    1    2    2   29   30
CONECT    2    3   31
CONECT    3    4    5   25
CONECT    4   32
CONECT    5    6   33   34
CONECT    6    7    7   35
CONECT    7    8   36
CONECT    8    9   14   37
CONECT    9   10   11   38
CONECT   10   39
CONECT   11   12   40   41
CONECT   12   13   13   14
CONECT   14   15   42
CONECT   15   16   43   44
CONECT   16   17   17   45
CONECT   17   18   46
CONECT   18   19   47   48
CONECT   19   20   49   50
CONECT   20   21   51   52
CONECT   21   22   22   23
CONECT   23   24
CONECT   24   53   54   55
CONECT   25   26   56   57
CONECT   26   27   58   59
CONECT   27   28   60   61
CONECT   28   62   63   64
END

HMDB0259834
     RDKit          3D
VIPROSTOL
 64 64  0  0  0  0  0  0  0  0999 V2000
   -2.6596    3.0087    0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3933    2.2995    1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0916    1.0414    0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666    0.9797   -0.7673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3239   -0.1050    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252   -0.0807    0.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082   -1.0461   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181   -0.9412   -0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163   -1.0390   -2.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834    0.1567   -2.6421 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504   -2.1471   -2.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1836   -2.9180   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5724   -4.0632   -1.1508 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8587   -2.0471   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568   -1.4989    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610   -0.7695   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1830   -1.1745   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245   -0.4590   -1.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3034    0.0414   -1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0488    0.9919   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3257    1.4943    0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1852    2.0607   -0.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6128    1.3521    1.9222 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8086    1.8207    2.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5030    1.1338    1.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3377   -0.0802    0.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7302    0.1807    1.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6800   -0.9671    1.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816    3.9051    0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5503    2.6797   -0.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5436    2.5886    2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8702    1.4497   -1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7913   -1.0430    0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333   -0.1303    2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3340    0.8107    0.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9796   -1.9352   -0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582    0.0177   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0331   -1.3109   -2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0094    0.9231   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5056   -2.7953   -3.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982   -1.7224   -2.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3416   -2.6423    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170   -2.3365    1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -0.8235    1.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5718    0.1089   -0.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6168   -2.0506   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2228   -1.1912   -2.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4583    0.3880   -2.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9421    0.4965   -1.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8564   -0.8559   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5348    1.8910   -0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3871    0.5542    0.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6222    1.9372    1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1446    1.0922    3.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6556    2.8181    2.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9878    1.9969    0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4880    1.3693    2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4960   -0.1511   -0.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9244   -1.0323    1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1751    1.0925    0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6877    0.3365    2.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5912   -1.3988    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7196   -0.5505    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5830   -1.7110    1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  3 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 14  8  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
 28 62  1  0
 28 63  1  0
 28 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 7-[2-(4-ethenyl-4-hydroxyoct-1-en-1-yl)-3-hydroxy-5-oxocyclopentyl]hept-5-enoic acid	Generator

Chemical Formula

C₂₃H₃₆O₅

Average Molecular Weight

392.536

Monoisotopic Molecular Weight

392.256274259

IUPAC Name

methyl 7-[2-(4-ethenyl-4-hydroxyoct-1-en-1-yl)-3-hydroxy-5-oxocyclopentyl]hept-5-enoate

Traditional Name

methyl 7-[2-(4-ethenyl-4-hydroxyoct-1-en-1-yl)-3-hydroxy-5-oxocyclopentyl]hept-5-enoate

CAS Registry Number

Not Available

SMILES

CCCCC(O)(CC=CC1C(O)CC(=O)C1CC=CCCCC(=O)OC)C=C

InChI Identifier

InChI=1S/C23H36O5/c1-4-6-15-23(27,5-2)16-11-13-19-18(20(24)17-21(19)25)12-9-7-8-10-14-22(26)28-3/h5,7,9,11,13,18-19,21,25,27H,2,4,6,8,10,12,14-17H2,1,3H3

InChI Key

TWCQWABAGCMHLL-UHFFFAOYSA-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
Fatty acid methyl ester
Fatty acid ester
Cyclopentanol
Methyl ester
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
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

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	4	ALOGPS
logP	3.87	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	14.68	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	113.41 m³·mol⁻¹	ChemAxon
Polarizability	46.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	203.588	32859911
AllCCS	[M+H-H2O]+	201.205	32859911
AllCCS	[M+Na]+	206.412	32859911
AllCCS	[M+NH4]+	205.783	32859911
AllCCS	[M-H]-	199.532	32859911
AllCCS	[M+Na-2H]-	201.489	32859911
AllCCS	[M+HCOO]-	203.796	32859911
DeepCCS	[M+H]+	198.86	30932474
DeepCCS	[M-H]-	196.431	30932474
DeepCCS	[M-2H]-	230.794	30932474
DeepCCS	[M+Na]+	206.142	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
VIPROSTOL	CCCCC(O)(CC=CC1C(O)CC(=O)C1CC=CCCCC(=O)OC)C=C	3397.1	Standard polar	33892256
VIPROSTOL	CCCCC(O)(CC=CC1C(O)CC(=O)C1CC=CCCCC(=O)OC)C=C	2455.5	Standard non polar	33892256
VIPROSTOL	CCCCC(O)(CC=CC1C(O)CC(=O)C1CC=CCCCC(=O)OC)C=C	2882.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
VIPROSTOL,3TMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)OC)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)(CCCC)O[Si](C)(C)C	2917.6	Semi standard non polar	33892256
VIPROSTOL,3TMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)OC)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)(CCCC)O[Si](C)(C)C	2900.6	Standard non polar	33892256
VIPROSTOL,3TMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)OC)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)(CCCC)O[Si](C)(C)C	3136.3	Standard polar	33892256
VIPROSTOL,3TMS,isomer #2	C=CC(CC=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CC=CCCCC(=O)OC)(CCCC)O[Si](C)(C)C	2903.3	Semi standard non polar	33892256
VIPROSTOL,3TMS,isomer #2	C=CC(CC=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CC=CCCCC(=O)OC)(CCCC)O[Si](C)(C)C	2859.7	Standard non polar	33892256
VIPROSTOL,3TMS,isomer #2	C=CC(CC=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CC=CCCCC(=O)OC)(CCCC)O[Si](C)(C)C	3210.8	Standard polar	33892256
VIPROSTOL,3TBDMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)OC)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)(CCCC)O[Si](C)(C)C(C)(C)C	3650.8	Semi standard non polar	33892256
VIPROSTOL,3TBDMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)OC)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)(CCCC)O[Si](C)(C)C(C)(C)C	3429.7	Standard non polar	33892256
VIPROSTOL,3TBDMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)OC)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)(CCCC)O[Si](C)(C)C(C)(C)C	3254.8	Standard polar	33892256
VIPROSTOL,3TBDMS,isomer #2	C=CC(CC=CC1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C1CC=CCCCC(=O)OC)(CCCC)O[Si](C)(C)C(C)(C)C	3632.3	Semi standard non polar	33892256
VIPROSTOL,3TBDMS,isomer #2	C=CC(CC=CC1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C1CC=CCCCC(=O)OC)(CCCC)O[Si](C)(C)C(C)(C)C	3299.0	Standard non polar	33892256
VIPROSTOL,3TBDMS,isomer #2	C=CC(CC=CC1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C1CC=CCCCC(=O)OC)(CCCC)O[Si](C)(C)C(C)(C)C	3314.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (Non-derivatized) - 70eV, Positive	splash10-08i0-9538000000-c55e096cd6d0f9098953	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viprostol GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

21234963

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76414106

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Viprostol (HMDB0259834)

MOL for HMDB0259834 (Viprostol)

3D MOL for HMDB0259834 (Viprostol)

3D SDF for HMDB0259834 (Viprostol)

3D-SDF for HMDB0259834 (Viprostol)

PDB for HMDB0259834 (Viprostol)

3D PDB for HMDB0259834 (Viprostol)

SMILES for HMDB0259834 (Viprostol)

INCHI for HMDB0259834 (Viprostol)

Structure for HMDB0259834 (Viprostol)

3D Structure for HMDB0259834 (Viprostol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra