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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2013-05-01 17:29:55 UTC

Update Date

2021-09-14 14:57:15 UTC

HMDB ID

HMDB0060045

Secondary Accession Numbers

HMDB60045

Metabolite Identification

Common Name

15-keto-PGF1alpha

Description

15-keto-PGF1alpha, also known as 15-oxo-PGF1alpha or 15K-PGF1a, 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. Thus, 15-keto-PGF1alpha is considered to be an eicosanoid lipid molecule. 15-keto-PGF1alpha is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0060045
     RDKit          3D
15-keto-PGF1alpha
 59 59  0  0  0  0  0  0  0  0999 V2000
    7.1024    0.1704    2.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0462   -0.8639    2.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527   -0.6697    3.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834    0.6460    2.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6556    0.8931    1.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6343   -0.0720    1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677   -0.9950    1.8944 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0506    0.0467   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1322   -0.7874   -0.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -0.7050   -1.9734 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6068   -1.9804   -2.7674 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8674   -2.1205   -3.3637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4931   -1.8467   -3.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2918   -0.6104   -3.3995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6930    0.4653   -4.0682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913   -0.5225   -1.9251 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3935    0.7681   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8790    0.9084   -1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -0.1670   -0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    0.0658   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4912    1.3787    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1005    1.5608    1.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6985    0.5507    2.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4573   -0.3462    1.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3891    0.6240    3.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0352   -0.3092    2.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4435    0.6393    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8278    0.9673    3.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4452   -1.8805    2.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7597   -0.8608    1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2766   -0.6562    4.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1757   -1.5178    3.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8540    1.4737    3.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3251    0.6887    3.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409    1.8982    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4538    1.0218    0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444    0.8409   -0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185   -1.5849    0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9304    0.1073   -2.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3521   -2.8765   -2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -1.4441   -4.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0122   -1.7002   -4.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500   -2.7390   -3.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610   -0.7123   -3.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9530    1.3335   -3.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4787   -1.3592   -1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696    1.6486   -1.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    0.7105   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1606    1.9087   -0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3117    0.8977   -2.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2029   -0.1479    0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170   -1.1771   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3379    0.1234   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6550   -0.7862   -0.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1458    2.1973   -0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6157    1.4162   -0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0085    1.5273    1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4224    2.5911    1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3599   -0.2581    4.2544 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 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
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  1
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  1
 15 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END

Prostaglandin E2
  Mrv0541 05011310292D          

 25 25  0  0  0  0            999 V2000
    0.9429   -5.0438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2754   -5.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5304   -6.3133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3554   -6.3133    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6103   -5.5287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3248   -5.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392   -5.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7537   -5.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4682   -5.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1826   -5.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8971   -5.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6116   -5.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6116   -4.2912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3261   -5.5287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429   -4.2188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0530   -6.8966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698   -6.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   -6.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -6.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2132   -6.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277   -6.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   -6.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3567   -6.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   -6.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -7.5508    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
  1  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  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
  1 15  1  6  0  0  0
  3 16  1  6  0  0  0
  4 17  1  1  0  0  0
 17 18  2  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  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060045

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(=O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O5/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/h12-13,16-19,22-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t16-,17-,18+,19-/m1/s1

> <INCHI_KEY>
QPXXPLNAYDQELM-QNXXGYPUSA-N

> <FORMULA>
C20H34O5

> <MOLECULAR_WEIGHT>
354.481

> <EXACT_MASS>
354.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.49402834963634

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]heptanoic acid

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
3.3843145619999992

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.518746318797039

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.405126541181198

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8676014997579005

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
98.45669999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-keto-PGF1α

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060045
     RDKit          3D
15-keto-PGF1alpha
 59 59  0  0  0  0  0  0  0  0999 V2000
    7.1024    0.1704    2.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0462   -0.8639    2.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527   -0.6697    3.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834    0.6460    2.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6556    0.8931    1.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6343   -0.0720    1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677   -0.9950    1.8944 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0506    0.0467   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1322   -0.7874   -0.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -0.7050   -1.9734 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6068   -1.9804   -2.7674 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8674   -2.1205   -3.3637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4931   -1.8467   -3.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2918   -0.6104   -3.3995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6930    0.4653   -4.0682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913   -0.5225   -1.9251 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3935    0.7681   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8790    0.9084   -1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -0.1670   -0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    0.0658   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4912    1.3787    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1005    1.5608    1.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6985    0.5507    2.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4573   -0.3462    1.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3891    0.6240    3.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0352   -0.3092    2.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4435    0.6393    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8278    0.9673    3.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4452   -1.8805    2.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7597   -0.8608    1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2766   -0.6562    4.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1757   -1.5178    3.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8540    1.4737    3.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3251    0.6887    3.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409    1.8982    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4538    1.0218    0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444    0.8409   -0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185   -1.5849    0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9304    0.1073   -2.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3521   -2.8765   -2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -1.4441   -4.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0122   -1.7002   -4.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500   -2.7390   -3.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610   -0.7123   -3.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9530    1.3335   -3.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4787   -1.3592   -1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696    1.6486   -1.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    0.7105   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1606    1.9087   -0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3117    0.8977   -2.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2029   -0.1479    0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170   -1.1771   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3379    0.1234   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6550   -0.7862   -0.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1458    2.1973   -0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6157    1.4162   -0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0085    1.5273    1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4224    2.5911    1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3599   -0.2581    4.2544 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 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
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  1
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  1
 15 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END

HEADER    PROTEIN                                 01-MAY-13   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Prostaglandin E2                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-MAY-13         0                                  
HETATM    1  C   UNK     0       1.760  -9.415   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.514 -10.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.990 -11.785   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.530 -11.785   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.006 -10.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.340  -9.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.673 -10.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.007  -9.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.341 -10.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.674  -9.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.008 -10.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.342  -9.550   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.342  -8.010   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      13.675 -10.320   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.760  -7.875   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.099 -12.874   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.864 -12.555   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.197 -11.785   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.531 -12.555   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.865 -11.785   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.198 -12.555   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.532 -11.785   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.866 -12.555   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.199 -11.785   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.531 -14.095   0.000  0.00  0.00           O+0
CONECT    1    2    5   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    1                                                            
CONECT   16    3                                                            
CONECT   17    4   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   19                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0060045
HETATM    1  C1  UNL     1       7.102   0.170   2.461  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.046  -0.864   2.252  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.853  -0.670   3.160  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.183   0.646   2.962  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.656   0.893   1.589  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.634  -0.072   1.137  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.268  -0.995   1.894  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.051   0.047  -0.189  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.132  -0.787  -0.650  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.520  -0.705  -1.973  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.607  -1.980  -2.767  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.867  -2.120  -3.364  1.00  0.00           O  
HETATM   13  C11 UNL     1      -0.493  -1.847  -3.800  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.292  -0.610  -3.400  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.693   0.465  -4.068  1.00  0.00           O  
HETATM   16  C13 UNL     1      -0.991  -0.523  -1.925  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.394   0.768  -1.310  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.879   0.908  -1.286  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.589  -0.167  -0.499  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.084   0.066  -0.535  1.00  0.00           C  
HETATM   21  C18 UNL     1      -5.491   1.379   0.049  1.00  0.00           C  
HETATM   22  C19 UNL     1      -5.101   1.561   1.486  1.00  0.00           C  
HETATM   23  C20 UNL     1      -5.699   0.551   2.384  1.00  0.00           C  
HETATM   24  O4  UNL     1      -6.457  -0.346   1.975  1.00  0.00           O  
HETATM   25  O5  UNL     1      -5.389   0.624   3.730  1.00  0.00           O  
HETATM   26  H1  UNL     1       8.035  -0.309   2.880  1.00  0.00           H  
HETATM   27  H2  UNL     1       7.443   0.639   1.496  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.828   0.967   3.177  1.00  0.00           H  
HETATM   29  H4  UNL     1       6.445  -1.880   2.458  1.00  0.00           H  
HETATM   30  H5  UNL     1       5.760  -0.861   1.181  1.00  0.00           H  
HETATM   31  H6  UNL     1       5.277  -0.656   4.202  1.00  0.00           H  
HETATM   32  H7  UNL     1       4.176  -1.518   3.098  1.00  0.00           H  
HETATM   33  H8  UNL     1       4.854   1.474   3.270  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.325   0.689   3.675  1.00  0.00           H  
HETATM   35  H10 UNL     1       3.141   1.898   1.625  1.00  0.00           H  
HETATM   36  H11 UNL     1       4.454   1.022   0.827  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.344   0.841  -0.883  1.00  0.00           H  
HETATM   38  H13 UNL     1       0.819  -1.585   0.010  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.930   0.107  -2.606  1.00  0.00           H  
HETATM   40  H15 UNL     1       0.352  -2.877  -2.151  1.00  0.00           H  
HETATM   41  H16 UNL     1       1.957  -1.444  -4.069  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.012  -1.700  -4.787  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.150  -2.739  -3.827  1.00  0.00           H  
HETATM   44  H19 UNL     1      -2.361  -0.712  -3.622  1.00  0.00           H  
HETATM   45  H20 UNL     1      -0.953   1.333  -3.722  1.00  0.00           H  
HETATM   46  H21 UNL     1      -1.479  -1.359  -1.395  1.00  0.00           H  
HETATM   47  H22 UNL     1      -0.870   1.649  -1.702  1.00  0.00           H  
HETATM   48  H23 UNL     1      -1.072   0.710  -0.227  1.00  0.00           H  
HETATM   49  H24 UNL     1      -3.161   1.909  -0.862  1.00  0.00           H  
HETATM   50  H25 UNL     1      -3.312   0.898  -2.325  1.00  0.00           H  
HETATM   51  H26 UNL     1      -3.203  -0.148   0.561  1.00  0.00           H  
HETATM   52  H27 UNL     1      -3.417  -1.177  -0.888  1.00  0.00           H  
HETATM   53  H28 UNL     1      -5.338   0.123  -1.633  1.00  0.00           H  
HETATM   54  H29 UNL     1      -5.655  -0.786  -0.156  1.00  0.00           H  
HETATM   55  H30 UNL     1      -5.146   2.197  -0.592  1.00  0.00           H  
HETATM   56  H31 UNL     1      -6.616   1.416  -0.000  1.00  0.00           H  
HETATM   57  H32 UNL     1      -4.008   1.527   1.637  1.00  0.00           H  
HETATM   58  H33 UNL     1      -5.422   2.591   1.778  1.00  0.00           H  
HETATM   59  H34 UNL     1      -5.360  -0.258   4.254  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    7    8
CONECT    8    9    9   37
CONECT    9   10   38
CONECT   10   11   16   39
CONECT   11   12   13   40
CONECT   12   41
CONECT   13   14   42   43
CONECT   14   15   16   44
CONECT   15   45
CONECT   16   17   46
CONECT   17   18   47   48
CONECT   18   19   49   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   55   56
CONECT   22   23   57   58
CONECT   23   24   24   25
CONECT   25   59
END

HMDB0060045
     RDKit          3D
15-keto-PGF1alpha
 59 59  0  0  0  0  0  0  0  0999 V2000
    7.1024    0.1704    2.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0462   -0.8639    2.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527   -0.6697    3.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834    0.6460    2.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6556    0.8931    1.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6343   -0.0720    1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677   -0.9950    1.8944 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0506    0.0467   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1322   -0.7874   -0.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -0.7050   -1.9734 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6068   -1.9804   -2.7674 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8674   -2.1205   -3.3637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4931   -1.8467   -3.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2918   -0.6104   -3.3995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6930    0.4653   -4.0682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913   -0.5225   -1.9251 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3935    0.7681   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8790    0.9084   -1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -0.1670   -0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    0.0658   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4912    1.3787    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1005    1.5608    1.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6985    0.5507    2.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4573   -0.3462    1.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3891    0.6240    3.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0352   -0.3092    2.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4435    0.6393    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8278    0.9673    3.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4452   -1.8805    2.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7597   -0.8608    1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2766   -0.6562    4.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1757   -1.5178    3.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8540    1.4737    3.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3251    0.6887    3.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409    1.8982    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4538    1.0218    0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444    0.8409   -0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185   -1.5849    0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9304    0.1073   -2.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3521   -2.8765   -2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -1.4441   -4.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0122   -1.7002   -4.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500   -2.7390   -3.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610   -0.7123   -3.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9530    1.3335   -3.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4787   -1.3592   -1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696    1.6486   -1.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    0.7105   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1606    1.9087   -0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3117    0.8977   -2.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2029   -0.1479    0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170   -1.1771   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3379    0.1234   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6550   -0.7862   -0.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1458    2.1973   -0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6157    1.4162   -0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0085    1.5273    1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4224    2.5911    1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3599   -0.2581    4.2544 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 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
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  1
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  1
 15 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
15-oxo-PGF1alpha	ChEBI
15-Oxoprostaglandin F1alpha	ChEBI
15K-PGF1a	ChEBI
9S,11R-Dihydroxy-15-oxo-13E-prostaenoic acid	ChEBI
15-oxo-PGF1a	Generator
15-oxo-PGF1Α	Generator
15-Oxoprostaglandin F1a	Generator
15-Oxoprostaglandin F1α	Generator
9S,11R-Dihydroxy-15-oxo-13E-prostaenoate	Generator
15-Keto-PGF1a	Generator
15-Keto-PGF1α	Generator

Chemical Formula

C₂₀H₃₄O₅

Average Molecular Weight

354.481

Monoisotopic Molecular Weight

354.240624198

IUPAC Name

7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]heptanoic acid

Traditional Name

15-keto-PGF1α

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O

InChI Identifier

InChI=1S/C20H34O5/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/h12-13,16-19,22-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t16-,17-,18+,19-/m1/s1

InChI Key

QPXXPLNAYDQELM-QNXXGYPUSA-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
Acryloyl-group
Cyclic alcohol
Alpha,beta-unsaturated ketone
Enone
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins Falpha (CHEBI:72593 )
Prostaglandins (LMFA03010150 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 20671299)

Cellular substructure

Membrane (HMDB: HMDB0060045)

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
Water Solubility	0.084 g/L	ALOGPS
logP	3.05	ALOGPS
logP	3.38	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	4.41	ChemAxon
pKa (Strongest Basic)	-2.9	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	98.46 m³·mol⁻¹	ChemAxon
Polarizability	41.49 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]+	202.889	30932474
DeepCCS	[M-H]-	200.494	30932474
DeepCCS	[M-2H]-	234.401	30932474
DeepCCS	[M+Na]+	209.496	30932474
AllCCS	[M+H]+	194.2	32859911
AllCCS	[M+H-H2O]+	191.6	32859911
AllCCS	[M+NH4]+	196.6	32859911
AllCCS	[M+Na]+	197.3	32859911
AllCCS	[M-H]-	192.2	32859911
AllCCS	[M+Na-2H]-	193.4	32859911
AllCCS	[M+HCOO]-	194.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15-keto-PGF1alpha	CCCCCC(=O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O	4542.8	Standard polar	33892256
15-keto-PGF1alpha	CCCCCC(=O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O	2676.8	Standard non polar	33892256
15-keto-PGF1alpha	CCCCCC(=O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O	2933.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
15-keto-PGF1alpha,1TMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O	2762.1	Semi standard non polar	33892256
15-keto-PGF1alpha,1TMS,isomer #2	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O	2769.0	Semi standard non polar	33892256
15-keto-PGF1alpha,1TMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2859.3	Semi standard non polar	33892256
15-keto-PGF1alpha,1TMS,isomer #4	CCCCC=C(/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	3142.4	Semi standard non polar	33892256
15-keto-PGF1alpha,2TMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O	2733.1	Semi standard non polar	33892256
15-keto-PGF1alpha,2TMS,isomer #2	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2742.2	Semi standard non polar	33892256
15-keto-PGF1alpha,2TMS,isomer #3	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	3012.9	Semi standard non polar	33892256
15-keto-PGF1alpha,2TMS,isomer #4	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2748.0	Semi standard non polar	33892256
15-keto-PGF1alpha,2TMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	3022.7	Semi standard non polar	33892256
15-keto-PGF1alpha,2TMS,isomer #6	CCCCC=C(/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3093.4	Semi standard non polar	33892256
15-keto-PGF1alpha,3TMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2718.7	Semi standard non polar	33892256
15-keto-PGF1alpha,3TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	3012.1	Semi standard non polar	33892256
15-keto-PGF1alpha,3TMS,isomer #3	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3017.7	Semi standard non polar	33892256
15-keto-PGF1alpha,3TMS,isomer #4	CCCCC=C(/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3011.9	Semi standard non polar	33892256
15-keto-PGF1alpha,4TMS,isomer #1	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3026.6	Semi standard non polar	33892256
15-keto-PGF1alpha,4TMS,isomer #1	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2793.4	Standard non polar	33892256
15-keto-PGF1alpha,4TMS,isomer #1	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3022.5	Standard polar	33892256
15-keto-PGF1alpha,1TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O	2981.8	Semi standard non polar	33892256
15-keto-PGF1alpha,1TBDMS,isomer #2	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O	2994.0	Semi standard non polar	33892256
15-keto-PGF1alpha,1TBDMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3137.0	Semi standard non polar	33892256
15-keto-PGF1alpha,1TBDMS,isomer #4	CCCCC=C(/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3391.5	Semi standard non polar	33892256
15-keto-PGF1alpha,2TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O	3211.7	Semi standard non polar	33892256
15-keto-PGF1alpha,2TBDMS,isomer #2	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3236.4	Semi standard non polar	33892256
15-keto-PGF1alpha,2TBDMS,isomer #3	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3472.6	Semi standard non polar	33892256
15-keto-PGF1alpha,2TBDMS,isomer #4	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3246.7	Semi standard non polar	33892256
15-keto-PGF1alpha,2TBDMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3479.2	Semi standard non polar	33892256
15-keto-PGF1alpha,2TBDMS,isomer #6	CCCCC=C(/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3605.2	Semi standard non polar	33892256
15-keto-PGF1alpha,3TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3456.3	Semi standard non polar	33892256
15-keto-PGF1alpha,3TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3676.0	Semi standard non polar	33892256
15-keto-PGF1alpha,3TBDMS,isomer #3	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3728.5	Semi standard non polar	33892256
15-keto-PGF1alpha,3TBDMS,isomer #4	CCCCC=C(/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3732.8	Semi standard non polar	33892256
15-keto-PGF1alpha,4TBDMS,isomer #1	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3899.6	Semi standard non polar	33892256
15-keto-PGF1alpha,4TBDMS,isomer #1	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3438.6	Standard non polar	33892256
15-keto-PGF1alpha,4TBDMS,isomer #1	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3306.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 15-keto-PGF1alpha GC-MS (Non-derivatized) - 70eV, Positive	splash10-05br-6498000000-d550ca6ff76dff5f59f2	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-keto-PGF1alpha GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-7113790000-3371d4af02e8e9feeeef	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-keto-PGF1alpha GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-keto-PGF1alpha GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 10V, Positive-QTOF	splash10-00kr-0019000000-7ff0c6c28a3bb4dfcb66	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 20V, Positive-QTOF	splash10-06du-2396000000-cb2b8fa7dffee9a2ae7f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 40V, Positive-QTOF	splash10-00bi-9160000000-93990e3891a476b17674	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 10V, Negative-QTOF	splash10-0udr-0009000000-b5f8a6973e032f001242	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 20V, Negative-QTOF	splash10-0f79-2069000000-78a7cb61b765ddb0934d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 40V, Negative-QTOF	splash10-0a4i-9440000000-5721d3453b1de7de31b8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 10V, Positive-QTOF	splash10-014r-0009000000-4672872e5a42a8a83a0e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 20V, Positive-QTOF	splash10-01bi-9355000000-d65a6c6ff38c75eb9139	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 40V, Positive-QTOF	splash10-052f-9200000000-9128e760445e91933003	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 10V, Negative-QTOF	splash10-0udr-0049000000-12686f1bb17a6f2a7eb9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 20V, Negative-QTOF	splash10-0udr-0096000000-7cd5d545436c25d161a1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-keto-PGF1alpha 40V, Negative-QTOF	splash10-01xw-9172000000-1ab9f06f99306f337e1d	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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 and Quantified	0.000026 +/- 0.000009 uM	Adult (>18 years old)	Both	Normal	20671299	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

5283118

PDB ID

Not Available

ChEBI ID

72593

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

Quehenberger O, Armando AM, Brown AH, Milne SB, Myers DS, Merrill AH, Bandyopadhyay S, Jones KN, Kelly S, Shaner RL, Sullards CM, Wang E, Murphy RC, Barkley RM, Leiker TJ, Raetz CR, Guan Z, Laird GM, Six DA, Russell DW, McDonald JG, Subramaniam S, Fahy E, Dennis EA: Lipidomics reveals a remarkable diversity of lipids in human plasma. J Lipid Res. 2010 Nov;51(11):3299-305. doi: 10.1194/jlr.M009449. Epub 2010 Jul 29. [PubMed:20671299 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 15-keto-PGF1alpha (HMDB0060045)

MOL for HMDB0060045 (15-keto-PGF1alpha)

3D MOL for HMDB0060045 (15-keto-PGF1alpha)

3D SDF for HMDB0060045 (15-keto-PGF1alpha)

3D-SDF for HMDB0060045 (15-keto-PGF1alpha)

PDB for HMDB0060045 (15-keto-PGF1alpha)

3D PDB for HMDB0060045 (15-keto-PGF1alpha)

SMILES for HMDB0060045 (15-keto-PGF1alpha)

INCHI for HMDB0060045 (15-keto-PGF1alpha)

Structure for HMDB0060045 (15-keto-PGF1alpha)

3D Structure for HMDB0060045 (15-keto-PGF1alpha)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra