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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:45 UTC

Update Date

2021-09-14 15:47:04 UTC

HMDB ID

HMDB0002277

Secondary Accession Numbers

HMDB02277

Metabolite Identification

Common Name

2,3-Dinor-6-keto-prostaglandin F1 a

Description

2,3-dinor-6-keto-prostaglandin F1 alpha is a major urinary prostacyclin metabolite, and is significantly higher in 9 patients with severe atherosclerosis and evidence of platelet activation. Prostacyclin is a potent vasodilator and platelet inhibitor produced by vascular endothelium. Endogenous production of prostacyclin under physiologic conditions is extremely low, far below the capacity of vascular tissue to generate this substance in response to stimulation in vitro. This may reflect a low frequency or intensity of stimulation of prostacyclin production. PGI2 synthase (PGIS), a catalyst of PGI2 formation from prostaglandin H2, is widely distributed and predominantly found in vascular endothelial and smooth muscle cells. PGI2 plays an important cardioprotective role increasingly appreciated in recent years in light of adverse effects of COX-2 inhibitors in clinical trials. This cardioprotection is thought to be mediated, in part, by prostacyclin inhibition of platelet aggregation. Multiple lines of evidence suggest that prostacyclin additionally protects from cardiovascular disease by pleiotropic effects on vascular smooth muscle. PGI2 inhibits proliferation of cultured vascular SMCs by inhibiting cell cycle progression from G1 to S phase. (PMID: 6231483 , 7000774 , 6231483 , 16303599 , 16533160 , 17073611 , 17164138 )Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

Structure

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

HMDB0002277
     RDKit          3D
2,3-Dinor-6-keto-prostaglandin F1 a
 54 54  0  0  0  0  0  0  0  0999 V2000
    5.6585    2.3078   -0.7758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329    1.3766   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0658   -0.0357   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9956   -0.9893    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4661   -0.6921    1.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3887   -1.7065    1.8136 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9403   -2.9815    1.7841 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2578   -1.6071    0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3082   -0.7049    0.9381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570   -0.4443    0.0829 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0550   -1.4890   -0.9767 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0321   -1.8204   -1.7323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5741   -2.6971   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184   -2.1968    1.0807 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2607   -2.7174    1.4636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0805   -0.6893    0.9966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3628   -0.2980    0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700    1.1293   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6258    1.9672    0.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7427    1.5463   -0.6549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7531    3.0180   -0.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6061    3.8808    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4967    3.3957    1.3233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860    5.2540    0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2246    3.0455   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690    1.7163   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0301    2.8880    0.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957    1.6976    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977    1.4398   -1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4181   -0.3042   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9501   -0.0819    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634   -0.9138   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3822   -2.0301    0.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2812   -0.7682    2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    0.3057    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9611   -1.5292    2.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8940   -3.3567    0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2401   -2.2917   -0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4598   -0.0692    1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705    0.5502   -0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8353   -1.1316   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0484   -2.7311   -2.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938   -3.1512   -0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088   -3.5108   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377   -2.4611    1.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7742   -3.0455    0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9658   -0.1989    1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6351   -0.8900   -0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1676   -0.4888    1.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9702    0.9180   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5991    1.3883    0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6600    3.3108   -1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021    3.1724   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512    5.7150   -0.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 16 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  1
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  6
 11 41  1  6
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  1
 15 46  1  0
 16 47  1  1
 17 48  1  0
 17 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

  Mrv0541 02231219282D          

 24 24  0  0  1  0            999 V2000
    9.1827   -8.8582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5322   -7.1512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0801   -4.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1027   -5.5794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6612   -6.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4127   -7.4062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0801   -6.9212    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6676   -8.1908    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7475   -7.4062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4927   -8.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6280   -7.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0801   -6.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0151   -7.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7946   -5.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7946   -4.8588    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5091   -4.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2304   -7.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5091   -3.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2235   -3.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0589   -6.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2235   -2.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2743   -6.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9380   -1.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1866   -8.5102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  6  0  0  0
  9  2  1  1  0  0  0
 15  3  1  1  0  0  0
  4 22  1  0  0  0  0
  5 22  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 11  1  6  0  0  0
  7  9  1  0  0  0  0
  7 12  1  1  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 18  1  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 13 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002277

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=O)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O6/c1-2-3-4-5-12(19)6-8-14-15(17(22)11-16(14)21)10-13(20)7-9-18(23)24/h6,8,12,14-17,19,21-22H,2-5,7,9-11H2,1H3,(H,23,24)/b8-6+/t12-,14+,15+,16-,17-/m0/s1

> <INCHI_KEY>
DNKGWNLXBRCUCF-FNQTXCPHSA-N

> <FORMULA>
C18H30O6

> <MOLECULAR_WEIGHT>
342.4272

> <EXACT_MASS>
342.204238692

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.9419593015005

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-4-oxopentanoic acid

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
0.9046210186666667

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.508760672398797

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2551504269314036

> <JCHEM_PKA_STRONGEST_BASIC>
-1.626314631019019

> <JCHEM_POLAR_SURFACE_AREA>
115.06

> <JCHEM_REFRACTIVITY>
90.7935

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-4-oxopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002277
     RDKit          3D
2,3-Dinor-6-keto-prostaglandin F1 a
 54 54  0  0  0  0  0  0  0  0999 V2000
    5.6585    2.3078   -0.7758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329    1.3766   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0658   -0.0357   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9956   -0.9893    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4661   -0.6921    1.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3887   -1.7065    1.8136 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9403   -2.9815    1.7841 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2578   -1.6071    0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3082   -0.7049    0.9381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570   -0.4443    0.0829 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0550   -1.4890   -0.9767 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0321   -1.8204   -1.7323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5741   -2.6971   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184   -2.1968    1.0807 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2607   -2.7174    1.4636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0805   -0.6893    0.9966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3628   -0.2980    0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700    1.1293   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6258    1.9672    0.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7427    1.5463   -0.6549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7531    3.0180   -0.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6061    3.8808    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4967    3.3957    1.3233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860    5.2540    0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2246    3.0455   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690    1.7163   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0301    2.8880    0.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957    1.6976    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977    1.4398   -1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4181   -0.3042   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9501   -0.0819    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634   -0.9138   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3822   -2.0301    0.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2812   -0.7682    2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    0.3057    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9611   -1.5292    2.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8940   -3.3567    0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2401   -2.2917   -0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4598   -0.0692    1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705    0.5502   -0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8353   -1.1316   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0484   -2.7311   -2.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938   -3.1512   -0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088   -3.5108   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377   -2.4611    1.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7742   -3.0455    0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9658   -0.1989    1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6351   -0.8900   -0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1676   -0.4888    1.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9702    0.9180   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5991    1.3883    0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6600    3.3108   -1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021    3.1724   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512    5.7150   -0.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 16 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  1
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  6
 11 41  1  6
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  1
 15 46  1  0
 16 47  1  1
 17 48  1  0
 17 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      17.141 -16.535   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      21.527 -13.349   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      18.816  -8.300   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      11.392 -10.415   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      10.568 -12.952   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      17.570 -13.825   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.816 -12.920   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.046 -15.289   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.062 -13.825   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.586 -15.289   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.106 -13.349   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.816 -11.380   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.962 -14.379   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.150 -10.610   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.150  -9.070   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.484  -8.300   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.497 -13.904   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.484  -6.760   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.817  -5.990   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.177 -12.397   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.817  -4.450   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.712 -11.921   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.151  -3.680   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      15.282 -15.886   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   15                                                            
CONECT    4   22                                                            
CONECT    5   22                                                            
CONECT    6    7    8   11                                                  
CONECT    7    6    9   12                                                  
CONECT    8    1    6   10                                                  
CONECT    9    2    7   10                                                  
CONECT   10    8    9                                                       
CONECT   11    6   13                                                       
CONECT   12    7   14                                                       
CONECT   13   11   17   24                                                  
CONECT   14   12   15                                                       
CONECT   15    3   14   16                                                  
CONECT   16   15   18                                                       
CONECT   17   13   20                                                       
CONECT   18   16   19                                                       
CONECT   19   18   21                                                       
CONECT   20   17   22                                                       
CONECT   21   19   23                                                       
CONECT   22    4    5   20                                                  
CONECT   23   21                                                            
CONECT   24   13                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0002277
HETATM    1  C1  UNL     1       5.659   2.308  -0.776  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.533   1.377  -0.340  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.066  -0.036  -0.323  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.996  -0.989   0.099  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.466  -0.692   1.471  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.389  -1.706   1.814  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.940  -2.982   1.784  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.258  -1.607   0.800  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.308  -0.705   0.938  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.857  -0.444   0.083  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.055  -1.489  -0.977  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.032  -1.820  -1.732  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.574  -2.697  -0.242  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.018  -2.197   1.081  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.261  -2.717   1.464  1.00  0.00           O  
HETATM   16  C13 UNL     1      -2.080  -0.689   0.997  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.363  -0.298   0.369  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.470   1.129  -0.007  1.00  0.00           C  
HETATM   19  O4  UNL     1      -2.626   1.967   0.166  1.00  0.00           O  
HETATM   20  C16 UNL     1      -4.743   1.546  -0.655  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.753   3.018  -0.986  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.606   3.881   0.177  1.00  0.00           C  
HETATM   23  O5  UNL     1      -4.497   3.396   1.323  1.00  0.00           O  
HETATM   24  O6  UNL     1      -4.586   5.254   0.022  1.00  0.00           O  
HETATM   25  H1  UNL     1       5.225   3.046  -1.485  1.00  0.00           H  
HETATM   26  H2  UNL     1       6.469   1.716  -1.247  1.00  0.00           H  
HETATM   27  H3  UNL     1       6.030   2.888   0.101  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.196   1.698   0.653  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.698   1.440  -1.069  1.00  0.00           H  
HETATM   30  H6  UNL     1       5.418  -0.304  -1.333  1.00  0.00           H  
HETATM   31  H7  UNL     1       5.950  -0.082   0.360  1.00  0.00           H  
HETATM   32  H8  UNL     1       3.163  -0.914  -0.631  1.00  0.00           H  
HETATM   33  H9  UNL     1       4.382  -2.030   0.105  1.00  0.00           H  
HETATM   34  H10 UNL     1       4.281  -0.768   2.210  1.00  0.00           H  
HETATM   35  H11 UNL     1       2.998   0.306   1.542  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.961  -1.529   2.803  1.00  0.00           H  
HETATM   37  H13 UNL     1       2.894  -3.357   0.885  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.240  -2.292  -0.028  1.00  0.00           H  
HETATM   39  H15 UNL     1       0.460  -0.069   1.861  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.870   0.550  -0.369  1.00  0.00           H  
HETATM   41  H17 UNL     1      -1.835  -1.132  -1.726  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.048  -2.731  -2.061  1.00  0.00           H  
HETATM   43  H19 UNL     1      -2.394  -3.151  -0.847  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.809  -3.511  -0.171  1.00  0.00           H  
HETATM   45  H21 UNL     1      -1.238  -2.461   1.828  1.00  0.00           H  
HETATM   46  H22 UNL     1      -3.774  -3.045   0.663  1.00  0.00           H  
HETATM   47  H23 UNL     1      -1.966  -0.199   1.962  1.00  0.00           H  
HETATM   48  H24 UNL     1      -3.635  -0.890  -0.527  1.00  0.00           H  
HETATM   49  H25 UNL     1      -4.168  -0.489   1.114  1.00  0.00           H  
HETATM   50  H26 UNL     1      -4.970   0.918  -1.535  1.00  0.00           H  
HETATM   51  H27 UNL     1      -5.599   1.388   0.064  1.00  0.00           H  
HETATM   52  H28 UNL     1      -5.660   3.311  -1.548  1.00  0.00           H  
HETATM   53  H29 UNL     1      -3.902   3.172  -1.712  1.00  0.00           H  
HETATM   54  H30 UNL     1      -3.751   5.715  -0.370  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    8   36
CONECT    7   37
CONECT    8    9    9   38
CONECT    9   10   39
CONECT   10   11   16   40
CONECT   11   12   13   41
CONECT   12   42
CONECT   13   14   43   44
CONECT   14   15   16   45
CONECT   15   46
CONECT   16   17   47
CONECT   17   18   48   49
CONECT   18   19   19   20
CONECT   20   21   50   51
CONECT   21   22   52   53
CONECT   22   23   23   24
CONECT   24   54
END

HMDB0002277
     RDKit          3D
2,3-Dinor-6-keto-prostaglandin F1 a
 54 54  0  0  0  0  0  0  0  0999 V2000
    5.6585    2.3078   -0.7758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329    1.3766   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0658   -0.0357   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9956   -0.9893    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4661   -0.6921    1.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3887   -1.7065    1.8136 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9403   -2.9815    1.7841 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2578   -1.6071    0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3082   -0.7049    0.9381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570   -0.4443    0.0829 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0550   -1.4890   -0.9767 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0321   -1.8204   -1.7323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5741   -2.6971   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184   -2.1968    1.0807 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2607   -2.7174    1.4636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0805   -0.6893    0.9966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3628   -0.2980    0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700    1.1293   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6258    1.9672    0.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7427    1.5463   -0.6549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7531    3.0180   -0.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6061    3.8808    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4967    3.3957    1.3233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860    5.2540    0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2246    3.0455   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690    1.7163   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0301    2.8880    0.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957    1.6976    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977    1.4398   -1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4181   -0.3042   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9501   -0.0819    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634   -0.9138   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3822   -2.0301    0.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2812   -0.7682    2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    0.3057    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9611   -1.5292    2.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8940   -3.3567    0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2401   -2.2917   -0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4598   -0.0692    1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705    0.5502   -0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8353   -1.1316   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0484   -2.7311   -2.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938   -3.1512   -0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088   -3.5108   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377   -2.4611    1.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7742   -3.0455    0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9658   -0.1989    1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6351   -0.8900   -0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1676   -0.4888    1.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9702    0.9180   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5991    1.3883    0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6600    3.3108   -1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021    3.1724   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512    5.7150   -0.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 16 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  1
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  6
 11 41  1  6
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  1
 15 46  1  0
 16 47  1  1
 17 48  1  0
 17 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-Dinor-11b-PGF2a	HMDB
2,3-Dinor-6-keto-prostaglandin F1 alpha	HMDB
9S,11S,13S-Trihydroxy-2,3-dinor-5Z,13E-prostadienoate	HMDB
9S,11S,13S-Trihydroxy-2,3-dinor-5Z,13E-prostadienoic acid	HMDB
5-[(1R,2R,3S,5S)-3,5-Dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-4-oxopentanoate	Generator, HMDB
2,3-Dinor-6-keto-prostaglandin F1 a	Generator
2,3-Dinor-6-keto-prostaglandin F1 α	Generator, HMDB

Chemical Formula

C₁₈H₃₀O₆

Average Molecular Weight

342.4272

Monoisotopic Molecular Weight

342.204238692

IUPAC Name

5-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-4-oxopentanoic acid

Traditional Name

5-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-4-oxopentanoic acid

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=O)CCC(O)=O

InChI Identifier

InChI=1S/C18H30O6/c1-2-3-4-5-12(19)6-8-14-15(17(22)11-16(14)21)10-13(20)7-9-18(23)24/h6,8,12,14-17,19,21-22H,2-5,7,9-11H2,1H3,(H,23,24)/b8-6+/t12-,14+,15+,16-,17-/m0/s1

InChI Key

DNKGWNLXBRCUCF-FNQTXCPHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Fatty alcohol
Medium-chain keto acid
Gamma-keto acid
Cyclopentanol
Keto acid
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

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	0.91 g/L	ALOGPS
logP	1.1	ALOGPS
logP	0.9	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	4.26	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	90.79 m³·mol⁻¹	ChemAxon
Polarizability	37.94 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
DarkChem	[M+H]+	183.425	31661259
DarkChem	[M-H]-	188.287	31661259
DeepCCS	[M+H]+	193.788	30932474
DeepCCS	[M-H]-	191.392	30932474
DeepCCS	[M-2H]-	224.472	30932474
DeepCCS	[M+Na]+	199.701	30932474
AllCCS	[M+H]+	187.9	32859911
AllCCS	[M+H-H2O]+	185.1	32859911
AllCCS	[M+NH4]+	190.4	32859911
AllCCS	[M+Na]+	191.2	32859911
AllCCS	[M-H]-	186.5	32859911
AllCCS	[M+Na-2H]-	187.4	32859911
AllCCS	[M+HCOO]-	188.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dinor-6-keto-prostaglandin F1 a	CCCCC[C@H](O)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=O)CCC(O)=O	4564.3	Standard polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a	CCCCC[C@H](O)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=O)CCC(O)=O	2610.1	Standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a	CCCCC[C@H](O)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=O)CCC(O)=O	2844.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dinor-6-keto-prostaglandin F1 a,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O)O[Si](C)(C)C	2817.1	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,1TMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O	2715.2	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,1TMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCC(=O)O	2684.6	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,1TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C	2765.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,1TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C	2843.2	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,1TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C	2860.3	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O)O[Si](C)(C)C	2724.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #10	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C	2685.3	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #11	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C	2769.9	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #12	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C	2788.3	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #13	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2812.0	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #14	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2821.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCC(=O)O)O[Si](C)(C)C	2712.6	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2793.6	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2850.6	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #5	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2868.4	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCC(=O)O	2667.4	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #7	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C	2712.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #8	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C	2790.1	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TMS,isomer #9	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C	2806.6	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCC(=O)O)O[Si](C)(C)C	2680.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #10	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C	2662.2	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #11	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C	2747.6	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #12	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C	2762.4	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #13	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2761.9	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #14	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2776.3	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #15	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2749.5	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #16	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2755.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2708.0	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2762.1	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2797.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #5	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2692.1	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #6	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2770.5	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #7	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2792.3	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #8	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2819.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TMS,isomer #9	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2833.2	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2680.9	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2728.6	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2768.2	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2759.6	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TMS,isomer #5	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2778.0	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TMS,isomer #6	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2756.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TMS,isomer #7	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2757.1	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TMS,isomer #8	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2714.1	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TMS,isomer #9	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2728.6	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,5TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2754.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,5TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2640.1	Standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,5TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2830.9	Standard polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,5TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2764.3	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,5TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2622.1	Standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,5TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2862.7	Standard polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O)O[Si](C)(C)C(C)(C)C	3081.1	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O	2947.1	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCC(=O)O	2916.0	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,1TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C	3027.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,1TBDMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C	3102.5	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,1TBDMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C	3097.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O)O[Si](C)(C)C(C)(C)C	3226.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #10	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C	3168.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #11	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C	3229.1	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #12	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C	3223.2	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #13	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3313.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #14	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3290.6	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCC(=O)O)O[Si](C)(C)C(C)(C)C	3196.4	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3320.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3351.4	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #5	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3345.2	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #6	CCCCC[C@H](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]1CC(=O)CCC(=O)O	3126.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #7	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C	3193.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #8	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C	3250.5	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,2TBDMS,isomer #9	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C	3235.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #1	CCCCC[C@@H](/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]1CC(=O)CCC(=O)O)O[Si](C)(C)C(C)(C)C	3413.3	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #10	CCCCC[C@H](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]1CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C	3380.5	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #11	CCCCC[C@H](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]1CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C	3428.1	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #12	CCCCC[C@H](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]1C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C	3410.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #13	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3475.0	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #14	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3451.9	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #15	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3459.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #16	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3433.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3469.4	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3500.0	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3474.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #5	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3450.9	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #6	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3491.4	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #7	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3465.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #8	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3570.9	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,3TBDMS,isomer #9	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3555.4	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TBDMS,isomer #1	CCCCC[C@@H](/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]1CC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3625.8	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TBDMS,isomer #2	CCCCC[C@@H](/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]1CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3685.9	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TBDMS,isomer #3	CCCCC[C@@H](/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]1C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3639.5	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TBDMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3697.3	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TBDMS,isomer #5	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3672.7	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TBDMS,isomer #6	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3694.2	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TBDMS,isomer #7	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3661.1	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TBDMS,isomer #8	CCCCC[C@H](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]1CC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3653.5	Semi standard non polar	33892256
2,3-Dinor-6-keto-prostaglandin F1 a,4TBDMS,isomer #9	CCCCC[C@H](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]1C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3625.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a GC-MS (Non-derivatized) - 70eV, Positive	splash10-0g6s-5794000000-c431118366d6b27b19e2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a GC-MS (4 TMS) - 70eV, Positive	splash10-01b9-7123279000-aba6541dffc6155997c6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 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 - 2,3-Dinor-6-keto-prostaglandin F1 a 10V, Positive-QTOF	splash10-0a6r-0019000000-bf6eaaba4d87121e4b89	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 20V, Positive-QTOF	splash10-0a6r-3095000000-c7de1d92fc3ea906ae43	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 40V, Positive-QTOF	splash10-05fr-9330000000-6e55b74803a0cad4cdbb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 10V, Negative-QTOF	splash10-006x-0019000000-4a65bf92732afcf9f576	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 20V, Negative-QTOF	splash10-0adi-4196000000-c532f2d99cae85ce5643	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 40V, Negative-QTOF	splash10-0a4i-9440000000-e5afd04b327c5cd6a80f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 10V, Positive-QTOF	splash10-0a6r-0019000000-3871d0ac12f9f7fecadd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 20V, Positive-QTOF	splash10-0a4i-7393000000-3c8d1b98d3db01e27ec4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 40V, Positive-QTOF	splash10-052f-9600000000-06aa692af3acbdbf82c9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 10V, Negative-QTOF	splash10-0596-0029000000-8bed02bff2a33e685521	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 20V, Negative-QTOF	splash10-0adi-2092000000-77142818401e876a7e50	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-6-keto-prostaglandin F1 a 40V, Negative-QTOF	splash10-0a4i-9220000000-595ee34bc0e98dcdd8c3	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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	0.000038 +/- 0.000008 uM	Adult (>18 years old)	Both	Normal	20671299	details
Urine	Detected and Quantified	0.0075 +/- 0.00079 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9373880	details
Urine	Detected and Quantified	0.0063 +/- 0.0011 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9373880	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

FDB022942

KNApSAcK ID

Not Available

Chemspider ID

30776552

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477747

PDB ID

Not Available

ChEBI ID

156149

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

Rosenkranz B, Fischer C, Weimer KE, Frolich JC: Metabolism of prostacyclin and 6-keto-prostaglandin F1 alpha in man. J Biol Chem. 1980 Nov 10;255(21):10194-8. [PubMed:7000774 ]
FitzGerald GA, Smith B, Pedersen AK, Brash AR: Increased prostacyclin biosynthesis in patients with severe atherosclerosis and platelet activation. N Engl J Med. 1984 Apr 26;310(17):1065-8. [PubMed:6231483 ]
Kothapalli D, Flores-Stewart SA, Assoian RK: Antimitogenic effects of prostacyclin on the G1 phase cyclin-dependent kinases. Prostaglandins Other Lipid Mediat. 2005 Dec;78(1-4):3-13. Epub 2005 May 31. [PubMed:16303599 ]
Ruan KH, Dogne JM: Implications of the molecular basis of prostacyclin biosynthesis and signaling in pharmaceutical designs. Curr Pharm Des. 2006;12(8):925-41. [PubMed:16533160 ]
Nakayama T: Prostacyclin analogues: prevention of cardiovascular diseases. Cardiovasc Hematol Agents Med Chem. 2006 Oct;4(4):351-9. [PubMed:17073611 ]
Fetalvero KM, Martin KA, Hwa J: Cardioprotective prostacyclin signaling in vascular smooth muscle. Prostaglandins Other Lipid Mediat. 2007 Jan;82(1-4):109-18. Epub 2006 Jul 7. [PubMed:17164138 ]

Showing metabocard for 2,3-Dinor-6-keto-prostaglandin F1 a (HMDB0002277)

MOL for HMDB0002277 (2,3-Dinor-6-keto-prostaglandin F1 a)

3D MOL for HMDB0002277 (2,3-Dinor-6-keto-prostaglandin F1 a)

3D SDF for HMDB0002277 (2,3-Dinor-6-keto-prostaglandin F1 a)

3D-SDF for HMDB0002277 (2,3-Dinor-6-keto-prostaglandin F1 a)

PDB for HMDB0002277 (2,3-Dinor-6-keto-prostaglandin F1 a)

3D PDB for HMDB0002277 (2,3-Dinor-6-keto-prostaglandin F1 a)

SMILES for HMDB0002277 (2,3-Dinor-6-keto-prostaglandin F1 a)

INCHI for HMDB0002277 (2,3-Dinor-6-keto-prostaglandin F1 a)

Structure for HMDB0002277 (2,3-Dinor-6-keto-prostaglandin F1 a)

3D Structure for HMDB0002277 (2,3-Dinor-6-keto-prostaglandin F1 a)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra