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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:24:59 UTC

Update Date

2022-11-23 21:39:02 UTC

HMDB ID

HMDB0251112

Secondary Accession Numbers

None

Metabolite Identification

Common Name

15-Deoxy-16-hydroxy-16-vinyl-PGE2

Description

15-Deoxy-16-hydroxy-16-vinyl-PGE2 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 15-Deoxy-16-hydroxy-16-vinyl-PGE2. This compound has been identified in human blood as reported by (PMID: 31557052 ). 15-deoxy-16-hydroxy-16-vinyl-pge2 is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 15-Deoxy-16-hydroxy-16-vinyl-PGE2 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

  Mrv1652309112110252D          

 27 27  0  0  0  0            999 V2000
   -3.5811   -2.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4096   -1.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6249   -1.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4534   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6688   -0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8842    0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126    0.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0720    1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435    1.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3085    2.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040    3.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9110    3.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5240    3.6265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9972    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7117    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1406    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8551    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5695    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2840    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7130    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985    1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1290    2.4452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138   -0.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6069   -1.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237    0.5792    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
 10 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
  5 27  1  0  0  0  0
M  END

HMDB0251112
     RDKit          3D
Dhv-PGE2
 61 61  0  0  0  0  0  0  0  0999 V2000
   -4.2532   -2.1651   -2.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6630   -1.0476   -2.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802   -0.2020   -1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945    1.0684   -1.9610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6747   -0.8902   -1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -0.0903   -0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2525    0.4190   -0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234    1.1927    0.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    1.4647    1.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    0.3274    2.7111 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465    2.3402    2.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3228    1.6350    2.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3076    1.6956    3.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2112    0.7866    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.6239    1.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4559   -1.5178    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4613   -2.2346   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8259   -2.3178    0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8684   -1.8808   -0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6561   -0.4444   -0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7229   -0.1172   -1.9410 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6148   -0.9347   -2.2966 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7515    1.1569   -2.5060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8588   -0.0332   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1654    0.6224   -0.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0589    0.7940    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3471    1.4434    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7570   -2.7810   -2.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2863   -2.5377   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6779   -0.7438   -3.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9067    1.7853   -1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0736   -0.9007   -2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780   -1.9169   -0.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4405    0.0864    0.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240    0.2463   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105    2.2644    0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8771    1.9871    1.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928    0.4765    3.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401    2.4654    3.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941    3.3323    2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0252    1.2212    0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930   -1.0190    2.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5527   -0.6568    1.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4922   -1.6081   -0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2595   -2.8604   -0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0453   -3.4191    0.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345   -1.8391    1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8469   -1.8983    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9425   -2.5581   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6332   -0.2768   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7423    0.2516   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8734    1.1792   -3.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332   -1.0037    0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3727    0.6478    0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7216    0.0068   -1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0215    1.6324   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5815    1.3966    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3135   -0.2387    0.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9128    1.7166    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0240    0.8071   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1332    2.4140   -0.3050 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
  3 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 14  8  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
M  END

  Mrv1652309112110252D          

 27 27  0  0  0  0            999 V2000
   -3.5811   -2.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4096   -1.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6249   -1.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4534   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6688   -0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8842    0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126    0.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0720    1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435    1.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3085    2.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040    3.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9110    3.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5240    3.6265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9972    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7117    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1406    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8551    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5695    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2840    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7130    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985    1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1290    2.4452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138   -0.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6069   -1.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237    0.5792    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
 10 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
  5 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251112

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O5/c1-3-5-14-22(27,4-2)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)26/h4,6,8,10,12,17-18,20,24,27H,2-3,5,7,9,11,13-16H2,1H3,(H,25,26)

> <INCHI_KEY>
RUFIPEVZPSRREO-UHFFFAOYSA-N

> <FORMULA>
C22H34O5

> <MOLECULAR_WEIGHT>
378.509

> <EXACT_MASS>
378.240624195

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.186824552873844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.45

> <JCHEM_LOGP>
3.724381213999999

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.679056771725538

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.303361014530772

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0335010302176353

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
108.64139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.29e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251112
     RDKit          3D
Dhv-PGE2
 61 61  0  0  0  0  0  0  0  0999 V2000
   -4.2532   -2.1651   -2.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6630   -1.0476   -2.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802   -0.2020   -1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945    1.0684   -1.9610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6747   -0.8902   -1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -0.0903   -0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2525    0.4190   -0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234    1.1927    0.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    1.4647    1.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    0.3274    2.7111 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465    2.3402    2.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3228    1.6350    2.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3076    1.6956    3.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2112    0.7866    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.6239    1.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4559   -1.5178    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4613   -2.2346   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8259   -2.3178    0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8684   -1.8808   -0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6561   -0.4444   -0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7229   -0.1172   -1.9410 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6148   -0.9347   -2.2966 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7515    1.1569   -2.5060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8588   -0.0332   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1654    0.6224   -0.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0589    0.7940    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3471    1.4434    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7570   -2.7810   -2.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2863   -2.5377   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6779   -0.7438   -3.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9067    1.7853   -1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0736   -0.9007   -2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780   -1.9169   -0.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4405    0.0864    0.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240    0.2463   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105    2.2644    0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8771    1.9871    1.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928    0.4765    3.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401    2.4654    3.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941    3.3323    2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0252    1.2212    0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930   -1.0190    2.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5527   -0.6568    1.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4922   -1.6081   -0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2595   -2.8604   -0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0453   -3.4191    0.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345   -1.8391    1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8469   -1.8983    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9425   -2.5581   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6332   -0.2768   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7423    0.2516   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8734    1.1792   -3.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332   -1.0037    0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3727    0.6478    0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7216    0.0068   -1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0215    1.6324   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5815    1.3966    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3135   -0.2387    0.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9128    1.7166    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0240    0.8071   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1332    2.4140   -0.3050 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
  3 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 14  8  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -6.685  -4.348   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.364  -2.842   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.900  -2.366   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.580  -0.859   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.115  -0.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.650   0.092   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.330   1.599   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.134   2.075   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.455   3.581   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.576   4.725   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.194   6.059   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.700   5.739   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.845   6.769   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.861   4.207   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.195   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.529   4.207   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.862   3.437   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.196   4.207   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.530   3.437   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.863   4.207   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.197   3.437   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.531   4.207   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      11.197   1.897   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.107   4.564   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.639  -1.848   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.133  -2.168   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -3.591   1.081   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   25   27                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   24                                                  
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                                                            
CONECT   24   10                                                            
CONECT   25    5   26                                                       
CONECT   26   25                                                            
CONECT   27    5                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

COMPND    HMDB0251112
HETATM    1  C1  UNL     1      -4.253  -2.165  -2.102  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.663  -1.048  -2.466  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.980  -0.202  -1.461  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.695   1.068  -1.961  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.675  -0.890  -1.119  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.950  -0.090  -0.116  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.253   0.419  -0.306  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.923   1.193   0.698  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.042   1.465   1.946  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.118   0.327   2.711  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.046   2.340   2.707  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.323   1.635   2.532  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.308   1.696   3.243  1.00  0.00           O  
HETATM   14  C11 UNL     1       2.211   0.787   1.272  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.495  -0.624   1.583  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.456  -1.518   0.424  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.461  -2.235  -0.031  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.826  -2.318   0.490  1.00  0.00           C  
HETATM   19  C16 UNL     1       5.868  -1.881  -0.522  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.656  -0.444  -0.960  1.00  0.00           C  
HETATM   21  C18 UNL     1       6.723  -0.117  -1.941  1.00  0.00           C  
HETATM   22  O4  UNL     1       7.615  -0.935  -2.297  1.00  0.00           O  
HETATM   23  O5  UNL     1       6.751   1.157  -2.506  1.00  0.00           O  
HETATM   24  C19 UNL     1      -3.859  -0.033  -0.263  1.00  0.00           C  
HETATM   25  C20 UNL     1      -5.165   0.622  -0.637  1.00  0.00           C  
HETATM   26  C21 UNL     1      -6.059   0.794   0.582  1.00  0.00           C  
HETATM   27  C22 UNL     1      -7.347   1.443   0.201  1.00  0.00           C  
HETATM   28  H1  UNL     1      -4.757  -2.781  -2.870  1.00  0.00           H  
HETATM   29  H2  UNL     1      -4.286  -2.538  -1.097  1.00  0.00           H  
HETATM   30  H3  UNL     1      -3.678  -0.744  -3.523  1.00  0.00           H  
HETATM   31  H4  UNL     1      -2.907   1.785  -1.290  1.00  0.00           H  
HETATM   32  H5  UNL     1      -1.074  -0.901  -2.058  1.00  0.00           H  
HETATM   33  H6  UNL     1      -1.878  -1.917  -0.823  1.00  0.00           H  
HETATM   34  H7  UNL     1      -1.441   0.086   0.829  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.724   0.246  -1.266  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.010   2.264   0.270  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.877   1.987   1.690  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.093   0.477   3.679  1.00  0.00           H  
HETATM   39  H12 UNL     1       0.740   2.465   3.767  1.00  0.00           H  
HETATM   40  H13 UNL     1       1.094   3.332   2.212  1.00  0.00           H  
HETATM   41  H14 UNL     1       3.025   1.221   0.613  1.00  0.00           H  
HETATM   42  H15 UNL     1       1.893  -1.019   2.444  1.00  0.00           H  
HETATM   43  H16 UNL     1       3.553  -0.657   1.994  1.00  0.00           H  
HETATM   44  H17 UNL     1       1.492  -1.608  -0.091  1.00  0.00           H  
HETATM   45  H18 UNL     1       3.259  -2.860  -0.925  1.00  0.00           H  
HETATM   46  H19 UNL     1       5.045  -3.419   0.650  1.00  0.00           H  
HETATM   47  H20 UNL     1       5.034  -1.839   1.437  1.00  0.00           H  
HETATM   48  H21 UNL     1       6.847  -1.898   0.002  1.00  0.00           H  
HETATM   49  H22 UNL     1       5.942  -2.558  -1.377  1.00  0.00           H  
HETATM   50  H23 UNL     1       4.633  -0.277  -1.367  1.00  0.00           H  
HETATM   51  H24 UNL     1       5.742   0.252  -0.093  1.00  0.00           H  
HETATM   52  H25 UNL     1       6.873   1.179  -3.516  1.00  0.00           H  
HETATM   53  H26 UNL     1      -4.033  -1.004   0.203  1.00  0.00           H  
HETATM   54  H27 UNL     1      -3.373   0.648   0.498  1.00  0.00           H  
HETATM   55  H28 UNL     1      -5.722   0.007  -1.361  1.00  0.00           H  
HETATM   56  H29 UNL     1      -5.021   1.632  -1.063  1.00  0.00           H  
HETATM   57  H30 UNL     1      -5.582   1.397   1.364  1.00  0.00           H  
HETATM   58  H31 UNL     1      -6.314  -0.239   0.943  1.00  0.00           H  
HETATM   59  H32 UNL     1      -7.913   1.717   1.129  1.00  0.00           H  
HETATM   60  H33 UNL     1      -8.024   0.807  -0.399  1.00  0.00           H  
HETATM   61  H34 UNL     1      -7.133   2.414  -0.305  1.00  0.00           H  
CONECT    1    2    2   28   29
CONECT    2    3   30
CONECT    3    4    5   24
CONECT    4   31
CONECT    5    6   32   33
CONECT    6    7    7   34
CONECT    7    8   35
CONECT    8    9   14   36
CONECT    9   10   11   37
CONECT   10   38
CONECT   11   12   39   40
CONECT   12   13   13   14
CONECT   14   15   41
CONECT   15   16   42   43
CONECT   16   17   17   44
CONECT   17   18   45
CONECT   18   19   46   47
CONECT   19   20   48   49
CONECT   20   21   50   51
CONECT   21   22   22   23
CONECT   23   52
CONECT   24   25   53   54
CONECT   25   26   55   56
CONECT   26   27   57   58
CONECT   27   59   60   61
END

HMDB0251112
     RDKit          3D
Dhv-PGE2
 61 61  0  0  0  0  0  0  0  0999 V2000
   -4.2532   -2.1651   -2.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6630   -1.0476   -2.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802   -0.2020   -1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945    1.0684   -1.9610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6747   -0.8902   -1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -0.0903   -0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2525    0.4190   -0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234    1.1927    0.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    1.4647    1.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    0.3274    2.7111 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465    2.3402    2.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3228    1.6350    2.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3076    1.6956    3.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2112    0.7866    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.6239    1.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4559   -1.5178    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4613   -2.2346   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8259   -2.3178    0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8684   -1.8808   -0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6561   -0.4444   -0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7229   -0.1172   -1.9410 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6148   -0.9347   -2.2966 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7515    1.1569   -2.5060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8588   -0.0332   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1654    0.6224   -0.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0589    0.7940    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3471    1.4434    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7570   -2.7810   -2.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2863   -2.5377   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6779   -0.7438   -3.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9067    1.7853   -1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0736   -0.9007   -2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780   -1.9169   -0.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4405    0.0864    0.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240    0.2463   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105    2.2644    0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8771    1.9871    1.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928    0.4765    3.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401    2.4654    3.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941    3.3323    2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0252    1.2212    0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930   -1.0190    2.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5527   -0.6568    1.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4922   -1.6081   -0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2595   -2.8604   -0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0453   -3.4191    0.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345   -1.8391    1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8469   -1.8983    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9425   -2.5581   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6332   -0.2768   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7423    0.2516   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8734    1.1792   -3.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332   -1.0037    0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3727    0.6478    0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7216    0.0068   -1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0215    1.6324   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5815    1.3966    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3135   -0.2387    0.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9128    1.7166    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0240    0.8071   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1332    2.4140   -0.3050 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
  3 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 14  8  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-[2-(4-Ethenyl-4-hydroxyoct-1-en-1-yl)-3-hydroxy-5-oxocyclopentyl]hept-5-enoate	HMDB

Chemical Formula

C₂₂H₃₄O₅

Average Molecular Weight

378.509

Monoisotopic Molecular Weight

378.240624195

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H34O5/c1-3-5-14-22(27,4-2)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)26/h4,6,8,10,12,17-18,20,24,27H,2-3,5,7,9,11,13-16H2,1H3,(H,25,26)

InChI Key

RUFIPEVZPSRREO-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
Long-chain fatty acid
Hydroxy fatty acid
Branched fatty acid
Fatty acid
Unsaturated fatty acid
Cyclopentanol
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
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)

Source

Exogenous

Exogenous (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	3.45	ALOGPS
logP	3.72	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	108.64 m³·mol⁻¹	ChemAxon
Polarizability	44.19 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
DeepCCS	[M+H]+	196.655	30932474
DeepCCS	[M-H]-	194.297	30932474
DeepCCS	[M-2H]-	228.008	30932474
DeepCCS	[M+Na]+	203.285	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dhv-PGE2	CCCCC(O)(CC=CC1C(O)CC(=O)C1CC=CCCCC(O)=O)C=C	3959.1	Standard polar	33892256
Dhv-PGE2	CCCCC(O)(CC=CC1C(O)CC(=O)C1CC=CCCCC(O)=O)C=C	2621.2	Standard non polar	33892256
Dhv-PGE2	CCCCC(O)(CC=CC1C(O)CC(=O)C1CC=CCCCC(O)=O)C=C	2882.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dhv-PGE2,4TMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)(CCCC)O[Si](C)(C)C	2917.6	Semi standard non polar	33892256
Dhv-PGE2,4TMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)(CCCC)O[Si](C)(C)C	2947.0	Standard non polar	33892256
Dhv-PGE2,4TMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)(CCCC)O[Si](C)(C)C	3044.6	Standard polar	33892256
Dhv-PGE2,4TMS,isomer #2	C=CC(CC=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CC=CCCCC(=O)O[Si](C)(C)C)(CCCC)O[Si](C)(C)C	2904.0	Semi standard non polar	33892256
Dhv-PGE2,4TMS,isomer #2	C=CC(CC=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CC=CCCCC(=O)O[Si](C)(C)C)(CCCC)O[Si](C)(C)C	2904.5	Standard non polar	33892256
Dhv-PGE2,4TMS,isomer #2	C=CC(CC=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CC=CCCCC(=O)O[Si](C)(C)C)(CCCC)O[Si](C)(C)C	3120.0	Standard polar	33892256
Dhv-PGE2,4TBDMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)O[Si](C)(C)C(C)(C)C)=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	3863.3	Semi standard non polar	33892256
Dhv-PGE2,4TBDMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)O[Si](C)(C)C(C)(C)C)=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	3616.2	Standard non polar	33892256
Dhv-PGE2,4TBDMS,isomer #1	C=CC(CC=CC1C(CC=CCCCC(=O)O[Si](C)(C)C(C)(C)C)=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	3257.2	Standard polar	33892256
Dhv-PGE2,4TBDMS,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)O[Si](C)(C)C(C)(C)C)(CCCC)O[Si](C)(C)C(C)(C)C	3827.8	Semi standard non polar	33892256
Dhv-PGE2,4TBDMS,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)O[Si](C)(C)C(C)(C)C)(CCCC)O[Si](C)(C)C(C)(C)C	3475.2	Standard non polar	33892256
Dhv-PGE2,4TBDMS,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)O[Si](C)(C)C(C)(C)C)(CCCC)O[Si](C)(C)C(C)(C)C	3309.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-08g3-9336000000-12339a8115a0a31a8a16	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 10V, Positive-QTOF	splash10-0006-0019000000-c651a8c26b6a169ac213	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 20V, Positive-QTOF	splash10-0006-1239000000-d3c67e918d9f42510660	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 40V, Positive-QTOF	splash10-001j-8922000000-e7c72c2c7a4fa79c44d0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 10V, Negative-QTOF	splash10-0a6r-0009000000-e815ba56a7a0fe1bf9b5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 20V, Negative-QTOF	splash10-055f-0049000000-f68f3a977053706091a6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-16-hydroxy-16-vinyl-PGE2 40V, Negative-QTOF	splash10-000t-3169000000-7d39c5434b97fc5ec294	2021-10-12	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

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

57107445

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 15-Deoxy-16-hydroxy-16-vinyl-PGE2 (HMDB0251112)

MOL for HMDB0251112 (15-Deoxy-16-hydroxy-16-vinyl-PGE2)

3D MOL for HMDB0251112 (15-Deoxy-16-hydroxy-16-vinyl-PGE2)

3D SDF for HMDB0251112 (15-Deoxy-16-hydroxy-16-vinyl-PGE2)

3D-SDF for HMDB0251112 (15-Deoxy-16-hydroxy-16-vinyl-PGE2)

PDB for HMDB0251112 (15-Deoxy-16-hydroxy-16-vinyl-PGE2)

3D PDB for HMDB0251112 (15-Deoxy-16-hydroxy-16-vinyl-PGE2)

SMILES for HMDB0251112 (15-Deoxy-16-hydroxy-16-vinyl-PGE2)

INCHI for HMDB0251112 (15-Deoxy-16-hydroxy-16-vinyl-PGE2)

Structure for HMDB0251112 (15-Deoxy-16-hydroxy-16-vinyl-PGE2)

3D Structure for HMDB0251112 (15-Deoxy-16-hydroxy-16-vinyl-PGE2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra