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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:55:56 UTC

Update Date

2021-09-26 22:57:41 UTC

HMDB ID

HMDB0247796

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid

Description

7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 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 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7-[(1r,2r,3r)-3-hydroxy-2-[(3s)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 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

  Mrv1533004161520032D          

 25 25  0  0  0  0            999 V2000
   -0.5662   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8628   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5772   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062   -6.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7206   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1496   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2358   -3.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6227   -3.4477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0428   -3.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4553   -4.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2758   -4.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033   -5.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0748   -5.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8594   -6.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0309   -7.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8155   -7.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9871   -8.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7717   -8.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9432   -9.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7278   -9.4034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3301   -9.7005    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
  6  7  1  0  0  0  0
  8  6  1  4  0  0  0
  8  9  2  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
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END

HMDB0247796
     RDKit          3D
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-hept...
 57 57  0  0  0  0  0  0  0  0999 V2000
    5.7542   -1.6939    1.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9551   -0.2270    1.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275    0.5666    0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4242    0.3311   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063    1.1187   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9815    0.9936   -2.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6843   -0.3216   -2.5621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705    1.6774   -1.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355    1.0756   -0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046    1.7069    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3321    1.5297    1.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6960    1.7990    1.9366 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0664    0.0543    1.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678   -0.4546    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062   -1.5655    0.1966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0916    0.7376   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2682    1.2334    0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667    0.4257    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5880   -0.6221   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8748   -1.3690   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4329   -1.3935   -1.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7432   -2.1781   -1.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6667   -1.4673   -0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2522   -0.4598   -1.1413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8565   -1.9181    0.6136 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2317   -1.9075    0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6902   -1.9536    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2749   -2.2924    2.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511    0.1089    2.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9602   -0.0907    2.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9920    1.6273    0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5485    0.2125   -0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7354    0.6761    0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2910   -0.7552   -0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3882    2.2050   -1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1028    0.8658   -2.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1186    1.5479   -3.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5144   -0.7542   -2.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5365    2.6796   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506    0.0819   -0.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1303    2.7123   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862    2.1921    2.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162    2.6262    2.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6808   -0.1274    2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0033   -0.4399    2.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848    0.6262   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4671    2.2872    0.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9620    1.2135    1.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828    0.7044    1.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662   -0.9615   -0.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6485   -0.8735    0.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7890   -2.4169    0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5897   -0.3991   -2.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7798   -1.9755   -2.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2016   -2.2995   -2.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5110   -3.1671   -1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5492   -1.5320    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END

  Mrv1533004161520032D          

 25 25  0  0  0  0            999 V2000
   -0.5662   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8628   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5772   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062   -6.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7206   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1496   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2358   -3.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6227   -3.4477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0428   -3.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4553   -4.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2758   -4.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033   -5.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0748   -5.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8594   -6.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0309   -7.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8155   -7.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9871   -8.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7717   -8.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9432   -9.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7278   -9.4034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3301   -9.7005    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
  6  7  1  0  0  0  0
  8  6  1  4  0  0  0
  8  9  2  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
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247796

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)

> <INCHI_KEY>
XEYBRNLFEZDVAW-UHFFFAOYSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.471

> <EXACT_MASS>
352.22497413

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.914023960859836

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
3.2252701369999994

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.678908140463108

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.303359525644919

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263175986188916

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
99.43509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-prostaglandin E2

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247796
     RDKit          3D
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-hept...
 57 57  0  0  0  0  0  0  0  0999 V2000
    5.7542   -1.6939    1.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9551   -0.2270    1.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275    0.5666    0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4242    0.3311   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063    1.1187   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9815    0.9936   -2.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6843   -0.3216   -2.5621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705    1.6774   -1.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355    1.0756   -0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046    1.7069    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3321    1.5297    1.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6960    1.7990    1.9366 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0664    0.0543    1.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678   -0.4546    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062   -1.5655    0.1966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0916    0.7376   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2682    1.2334    0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667    0.4257    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5880   -0.6221   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8748   -1.3690   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4329   -1.3935   -1.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7432   -2.1781   -1.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6667   -1.4673   -0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2522   -0.4598   -1.1413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8565   -1.9181    0.6136 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2317   -1.9075    0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6902   -1.9536    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2749   -2.2924    2.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511    0.1089    2.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9602   -0.0907    2.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9920    1.6273    0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5485    0.2125   -0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7354    0.6761    0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2910   -0.7552   -0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3882    2.2050   -1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1028    0.8658   -2.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1186    1.5479   -3.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5144   -0.7542   -2.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5365    2.6796   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506    0.0819   -0.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1303    2.7123   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862    2.1921    2.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162    2.6262    2.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6808   -0.1274    2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0033   -0.4399    2.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848    0.6262   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4671    2.2872    0.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9620    1.2135    1.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828    0.7044    1.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662   -0.9615   -0.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6485   -0.8735    0.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7890   -2.4169    0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5897   -0.3991   -2.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7798   -1.9755   -2.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2016   -2.2995   -2.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5110   -3.1671   -1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5492   -1.5320    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -1.057  -8.998   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.277  -9.768   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.610  -8.998   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.944  -9.768   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.278  -8.998   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.612  -9.768   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.612 -11.308   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.945  -8.998   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.279  -9.768   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.613  -8.998   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.774  -7.466   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.629  -6.436   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.280  -7.146   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.050  -8.480   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.581  -8.641   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      11.019  -9.624   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.340 -11.130   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.804 -11.606   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.124 -13.113   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.589 -13.589   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.909 -15.095   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.374 -15.571   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.694 -17.077   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      18.159 -17.553   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      15.550 -18.108   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                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0247796
HETATM    1  C1  UNL     1       5.754  -1.694   1.309  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.955  -0.227   1.604  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.828   0.567   0.322  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.424   0.331  -0.250  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.306   1.119  -1.518  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.982   0.994  -2.210  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.684  -0.322  -2.562  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.871   1.677  -1.522  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.235   1.076  -0.534  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.105   1.707   0.201  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.332   1.530   1.672  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.696   1.799   1.937  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.066   0.054   1.897  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.468  -0.455   0.612  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.406  -1.566   0.197  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.092   0.738  -0.032  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.268   1.233   0.754  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.467   0.426   0.576  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.588  -0.622  -0.202  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.875  -1.369  -0.296  1.00  0.00           C  
HETATM   21  C18 UNL     1      -5.433  -1.393  -1.695  1.00  0.00           C  
HETATM   22  C19 UNL     1      -6.743  -2.178  -1.632  1.00  0.00           C  
HETATM   23  C20 UNL     1      -7.667  -1.467  -0.695  1.00  0.00           C  
HETATM   24  O4  UNL     1      -8.252  -0.460  -1.141  1.00  0.00           O  
HETATM   25  O5  UNL     1      -7.856  -1.918   0.614  1.00  0.00           O  
HETATM   26  H1  UNL     1       6.232  -1.907   0.318  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.690  -1.954   1.213  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.275  -2.292   2.082  1.00  0.00           H  
HETATM   29  H4  UNL     1       5.151   0.109   2.314  1.00  0.00           H  
HETATM   30  H5  UNL     1       6.960  -0.091   2.034  1.00  0.00           H  
HETATM   31  H6  UNL     1       5.992   1.627   0.538  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.549   0.212  -0.437  1.00  0.00           H  
HETATM   33  H8  UNL     1       3.735   0.676   0.541  1.00  0.00           H  
HETATM   34  H9  UNL     1       4.291  -0.755  -0.394  1.00  0.00           H  
HETATM   35  H10 UNL     1       4.388   2.205  -1.214  1.00  0.00           H  
HETATM   36  H11 UNL     1       5.103   0.866  -2.249  1.00  0.00           H  
HETATM   37  H12 UNL     1       3.119   1.548  -3.197  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.514  -0.754  -2.893  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.537   2.680  -1.794  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.551   0.082  -0.248  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.130   2.712  -0.123  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.286   2.192   2.313  1.00  0.00           H  
HETATM   43  H18 UNL     1       1.816   2.626   2.441  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.681  -0.127   2.672  1.00  0.00           H  
HETATM   45  H20 UNL     1       1.003  -0.440   2.201  1.00  0.00           H  
HETATM   46  H21 UNL     1      -1.285   0.626  -1.097  1.00  0.00           H  
HETATM   47  H22 UNL     1      -2.467   2.287   0.430  1.00  0.00           H  
HETATM   48  H23 UNL     1      -1.962   1.214   1.836  1.00  0.00           H  
HETATM   49  H24 UNL     1      -4.383   0.704   1.147  1.00  0.00           H  
HETATM   50  H25 UNL     1      -2.766  -0.962  -0.805  1.00  0.00           H  
HETATM   51  H26 UNL     1      -5.648  -0.873   0.355  1.00  0.00           H  
HETATM   52  H27 UNL     1      -4.789  -2.417   0.061  1.00  0.00           H  
HETATM   53  H28 UNL     1      -5.590  -0.399  -2.118  1.00  0.00           H  
HETATM   54  H29 UNL     1      -4.780  -1.976  -2.385  1.00  0.00           H  
HETATM   55  H30 UNL     1      -7.202  -2.300  -2.632  1.00  0.00           H  
HETATM   56  H31 UNL     1      -6.511  -3.167  -1.180  1.00  0.00           H  
HETATM   57  H32 UNL     1      -8.549  -1.532   1.213  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    8   37
CONECT    7   38
CONECT    8    9    9   39
CONECT    9   10   40
CONECT   10   11   16   41
CONECT   11   12   13   42
CONECT   12   43
CONECT   13   14   44   45
CONECT   14   15   15   16
CONECT   16   17   46
CONECT   17   18   47   48
CONECT   18   19   19   49
CONECT   19   20   50
CONECT   20   21   51   52
CONECT   21   22   53   54
CONECT   22   23   55   56
CONECT   23   24   24   25
CONECT   25   57
END

HMDB0247796
     RDKit          3D
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-hept...
 57 57  0  0  0  0  0  0  0  0999 V2000
    5.7542   -1.6939    1.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9551   -0.2270    1.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275    0.5666    0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4242    0.3311   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063    1.1187   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9815    0.9936   -2.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6843   -0.3216   -2.5621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705    1.6774   -1.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355    1.0756   -0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046    1.7069    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3321    1.5297    1.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6960    1.7990    1.9366 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0664    0.0543    1.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678   -0.4546    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062   -1.5655    0.1966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0916    0.7376   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2682    1.2334    0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667    0.4257    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5880   -0.6221   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8748   -1.3690   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4329   -1.3935   -1.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7432   -2.1781   -1.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6667   -1.4673   -0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2522   -0.4598   -1.1413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8565   -1.9181    0.6136 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2317   -1.9075    0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6902   -1.9536    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2749   -2.2924    2.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511    0.1089    2.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9602   -0.0907    2.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9920    1.6273    0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5485    0.2125   -0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7354    0.6761    0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2910   -0.7552   -0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3882    2.2050   -1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1028    0.8658   -2.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1186    1.5479   -3.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5144   -0.7542   -2.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5365    2.6796   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506    0.0819   -0.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1303    2.7123   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862    2.1921    2.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162    2.6262    2.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6808   -0.1274    2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0033   -0.4399    2.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848    0.6262   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4671    2.2872    0.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9620    1.2135    1.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828    0.7044    1.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662   -0.9615   -0.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6485   -0.8735    0.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7890   -2.4169    0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5897   -0.3991   -2.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7798   -1.9755   -2.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2016   -2.2995   -2.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5110   -3.1671   -1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5492   -1.5320    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoate	Generator
7-[3-Hydroxy-2-(3-hydroxyoct-1-en-1-yl)-5-oxocyclopentyl]hept-5-enoate	HMDB

Chemical Formula

C₂₀H₃₂O₅

Average Molecular Weight

352.471

Monoisotopic Molecular Weight

352.22497413

IUPAC Name

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

Traditional Name

(-)-prostaglandin E2

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)

InChI Key

XEYBRNLFEZDVAW-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
Cyclopentanol
Fatty acid
Unsaturated fatty acid
Cyclic alcohol
Ketone
Cyclic ketone
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
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	3.31	ALOGPS
logP	3.23	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-1.6	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	12	ChemAxon
Refractivity	99.44 m³·mol⁻¹	ChemAxon
Polarizability	40.91 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]+	193.786	30932474
DeepCCS	[M-H]-	191.428	30932474
DeepCCS	[M-2H]-	224.314	30932474
DeepCCS	[M+Na]+	199.88	30932474
AllCCS	[M+H]+	192.6	32859911
AllCCS	[M+H-H2O]+	189.9	32859911
AllCCS	[M+NH4]+	195.1	32859911
AllCCS	[M+Na]+	195.8	32859911
AllCCS	[M-H]-	191.2	32859911
AllCCS	[M+Na-2H]-	192.5	32859911
AllCCS	[M+HCOO]-	194.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid	CCCCCC(O)C=CC1C(O)CC(=O)C1CC=CCCCC(O)=O	4392.5	Standard polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid	CCCCCC(O)C=CC1C(O)CC(=O)C1CC=CCCCC(O)=O	2610.6	Standard non polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid	CCCCCC(O)C=CC1C(O)CC(=O)C1CC=CCCCC(O)=O	2787.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TMS,isomer #1	CCCCCC(C=CC1C(CC=CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C	2816.5	Semi standard non polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TMS,isomer #1	CCCCCC(C=CC1C(CC=CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C	2855.2	Standard non polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TMS,isomer #1	CCCCCC(C=CC1C(CC=CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C	2924.6	Standard polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TMS,isomer #2	CCCCCC(C=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CC=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2812.7	Semi standard non polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TMS,isomer #2	CCCCCC(C=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CC=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2836.1	Standard non polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TMS,isomer #2	CCCCCC(C=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CC=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3006.8	Standard polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TBDMS,isomer #1	CCCCCC(C=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)O[Si](C)(C)C(C)(C)C	3762.6	Semi standard non polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TBDMS,isomer #1	CCCCCC(C=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)O[Si](C)(C)C(C)(C)C	3545.8	Standard non polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TBDMS,isomer #1	CCCCCC(C=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)O[Si](C)(C)C(C)(C)C	3183.8	Standard polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TBDMS,isomer #2	CCCCCC(C=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)O[Si](C)(C)C(C)(C)C	3734.6	Semi standard non polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TBDMS,isomer #2	CCCCCC(C=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)O[Si](C)(C)C(C)(C)C	3418.3	Standard non polar	33892256
7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid,4TBDMS,isomer #2	CCCCCC(C=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)O[Si](C)(C)C(C)(C)C	3236.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a73-5395000000-02aad995307bb6a67f94	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 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 - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 10V, Positive-QTOF	splash10-00kr-0019000000-2995c7f479a1c83b88ff	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 20V, Positive-QTOF	splash10-00kr-2197000000-d86ebf8e1f3a1e917bf9	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 40V, Positive-QTOF	splash10-0lmv-9210000000-2ed5873ef884dc7588db	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 10V, Negative-QTOF	splash10-0ue9-0019000000-91d7a3ea87ad4517957a	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 20V, Negative-QTOF	splash10-0f89-2049000000-5aa5e314059c605c3f43	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 40V, Negative-QTOF	splash10-0a4i-9321000000-5ce569dcf9f1e401d679	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 10V, Positive-QTOF	splash10-014i-0009000000-ad725525d25ad576536d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 20V, Positive-QTOF	splash10-014i-4289000000-1d06c57536d9cf1761f9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 40V, Positive-QTOF	splash10-014u-9800000000-a2144167462af022d6f9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 10V, Negative-QTOF	splash10-00lr-0049000000-1d1e45c7e0b65ddd683e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 20V, Negative-QTOF	splash10-001i-0097000000-dcf0f9c6213818037863	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid 40V, Negative-QTOF	splash10-001i-8590000000-6ae1006cdd7f50388698	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

153

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

158

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 7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid (HMDB0247796)

MOL for HMDB0247796 (7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid)

3D MOL for HMDB0247796 (7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid)

3D SDF for HMDB0247796 (7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid)

3D-SDF for HMDB0247796 (7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid)

PDB for HMDB0247796 (7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid)

3D PDB for HMDB0247796 (7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid)

SMILES for HMDB0247796 (7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid)

INCHI for HMDB0247796 (7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid)

Structure for HMDB0247796 (7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid)

3D Structure for HMDB0247796 (7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra