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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:10 UTC

HMDB ID

HMDB0001483

Secondary Accession Numbers

HMDB01483

Metabolite Identification

Common Name

Prostaglandin F2b

Description

Prostaglandin F2b is a naturally occurring isoprostane. Isoprostanes are arachidonic acid metabolites produced by peroxidative attack of membrane lipids. These accumulate to substantial levels in many clinical conditions characterized in part by accumulation of free radicals and reactive oxygen species, including asthma, hypertension and ischemia-reperfusion injury. For this reason, they are frequently used as markers of oxidative stress; however, many are now finding that these molecules are not inert, but in fact evoke powerful biological responses in an increasing array of cell types. In many cases, these biological effects can account in part for the various features and manifestations of those clinical conditions. Thus, it may be possible that the isoprostanes are playing somewhat of a causal role in those disease states. Lipid-peroxidation forms primary- or secondary-end products like conjugated dienes, lipid hydroperoxides, gaseous alkanes, and prostaglandin F2-like products. They are created as major products by free-radical catalyzed peroxidation of esterified arachidonic acid (AA) in membrane phospholipids. They are also minor products of the activity of platelet cyclooxygenase-1 (COX-1) in response to stimuli such as collagen, thrombin, or arachidonate. The levels of Prostaglandin F2b and F2-isoprostanes in CSF and urine are elevated in Alzheimer's disease (AD) patients when compared to that of age-matched controls. (PMID: 15275956 , 14504139 )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

HMDB0001483
     RDKit          3D
Prostaglandin F2b
 59 59  0  0  0  0  0  0  0  0999 V2000
   -7.8525   -0.4111   -2.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4057   -0.6903   -2.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5685   -0.2922   -1.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0882   -0.5361   -1.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467   -0.0960   -0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8503   -0.3017   -0.7369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5204   -1.6125   -0.9603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2258    0.1578    0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2846   -0.5476    1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3000   -0.0542    2.4332 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2260   -0.9733    3.6077 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0293   -1.1111    4.1511 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -0.3166    4.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0987    0.5878    3.7491 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4342    0.4939    4.0817 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208    0.1398    2.3306 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0844    1.2179    1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5074    1.4966    1.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949    1.3389   -0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4574    0.8846   -1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954   -0.4032   -1.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -0.2658   -2.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8904    0.7092   -3.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1117    0.9260   -3.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9640    1.3867   -3.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5074   -0.8781   -3.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1495   -0.8828   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0778    0.6827   -2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2954   -1.7437   -3.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1430   -0.0282   -3.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6838    0.8106   -1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819   -0.8018   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9209   -1.6167   -1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7250   -0.0010   -2.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5883    0.9457   -0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6641   -0.7428    0.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4853    0.3270   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0161   -2.1799   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5107    1.0997    0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0091   -1.4748    0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0911    0.9360    2.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596   -1.9691    3.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3445   -2.0326    3.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838   -1.0588    5.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5641    0.2832    5.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859    1.6200    3.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413    0.8142    5.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -0.8227    2.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6289    2.1524    1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4865    1.0009    0.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1156    1.8528    1.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1699    1.5733   -0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6554    1.6798   -2.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3789    0.7642   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752   -0.7413   -2.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9828   -1.2196   -1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9236   -1.2705   -2.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1145    0.0114   -1.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8549    1.1829   -4.9133 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
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  1
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  6
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 18 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

  Mrv0541 02231219102D          

 25 25  0  0  1  0            999 V2000
   13.5584  -13.4118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5548  -14.2444    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.7677  -13.1599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4015  -12.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7782  -14.4998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2720  -14.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2849  -13.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4984  -12.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1152  -13.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5158  -15.3150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9858  -14.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9339  -13.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6994  -14.6537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.6441  -12.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4131  -14.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6994  -15.4793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3507  -13.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1268  -14.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0644  -12.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8510  -14.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7746  -13.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5542  -14.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5023  -12.6386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7816  -13.9085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2784  -14.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  0  0  0  0
  3  8  1  1  0  0  0
  4  9  1  0  0  0  0
  5 10  1  6  0  0  0
  6 11  2  0  0  0  0
  9 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  6  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  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
 21 24  2  0  0  0  0
 22 25  1  0  0  0  0
  5  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001483

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C\C=C/CCCC(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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18+,19+/m0/s1

> <INCHI_KEY>
PXGPLTODNUVGFL-JZFBHDEDSA-N

> <FORMULA>
C20H34O5

> <MOLECULAR_WEIGHT>
354.481

> <EXACT_MASS>
354.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.86314123132749

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1R,2R,3R,5R)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoic acid

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
2.6110544173333317

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.513964334215405

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.355294048784039

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263153076120291

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
100.4707

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pgf(sub 2-β)

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001483
     RDKit          3D
Prostaglandin F2b
 59 59  0  0  0  0  0  0  0  0999 V2000
   -7.8525   -0.4111   -2.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4057   -0.6903   -2.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5685   -0.2922   -1.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0882   -0.5361   -1.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467   -0.0960   -0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8503   -0.3017   -0.7369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5204   -1.6125   -0.9603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2258    0.1578    0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2846   -0.5476    1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3000   -0.0542    2.4332 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2260   -0.9733    3.6077 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0293   -1.1111    4.1511 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -0.3166    4.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0987    0.5878    3.7491 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4342    0.4939    4.0817 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208    0.1398    2.3306 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0844    1.2179    1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5074    1.4966    1.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949    1.3389   -0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4574    0.8846   -1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954   -0.4032   -1.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -0.2658   -2.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8904    0.7092   -3.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1117    0.9260   -3.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9640    1.3867   -3.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5074   -0.8781   -3.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1495   -0.8828   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0778    0.6827   -2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2954   -1.7437   -3.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1430   -0.0282   -3.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6838    0.8106   -1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819   -0.8018   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9209   -1.6167   -1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7250   -0.0010   -2.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5883    0.9457   -0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6641   -0.7428    0.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4853    0.3270   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0161   -2.1799   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5107    1.0997    0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0091   -1.4748    0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0911    0.9360    2.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596   -1.9691    3.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3445   -2.0326    3.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838   -1.0588    5.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5641    0.2832    5.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859    1.6200    3.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413    0.8142    5.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -0.8227    2.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6289    2.1524    1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4865    1.0009    0.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1156    1.8528    1.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1699    1.5733   -0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6554    1.6798   -2.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3789    0.7642   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752   -0.7413   -2.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9828   -1.2196   -1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9236   -1.2705   -2.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1145    0.0114   -1.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8549    1.1829   -4.9133 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
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  1
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  6
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 18 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                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      25.309 -25.035   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.302 -26.590   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.833 -24.565   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.883 -23.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.853 -27.066   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.641 -27.354   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.932 -25.825   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      23.330 -23.057   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      28.215 -24.428   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      23.363 -28.588   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      27.973 -26.590   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.743 -24.428   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.306 -27.354   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.069 -23.644   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.638 -26.590   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      29.306 -28.895   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      32.388 -24.408   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.970 -27.354   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.720 -23.638   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.322 -26.590   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      35.046 -24.395   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      34.635 -27.354   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      36.404 -23.592   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      35.059 -25.963   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      35.986 -26.590   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10    7                                                  
CONECT    6    2   11                                                       
CONECT    7    3    5                                                       
CONECT    8    3                                                            
CONECT    9    4   12                                                       
CONECT   10    5                                                            
CONECT   11    6   13                                                       
CONECT   12    9   14                                                       
CONECT   13   11   15   16                                                  
CONECT   14   12   17                                                       
CONECT   15   13   18                                                       
CONECT   16   13                                                            
CONECT   17   14   19                                                       
CONECT   18   15   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   23   24                                                  
CONECT   22   20   25                                                       
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0001483
HETATM    1  C1  UNL     1      -7.852  -0.411  -2.441  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.406  -0.690  -2.783  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.569  -0.292  -1.602  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.088  -0.536  -1.848  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.347  -0.096  -0.587  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.850  -0.302  -0.737  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.520  -1.612  -0.960  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.226   0.158   0.532  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.285  -0.548   1.189  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.300  -0.054   2.433  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.226  -0.973   3.608  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.029  -1.111   4.151  1.00  0.00           O  
HETATM   13  C11 UNL     1       1.212  -0.317   4.583  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.099   0.588   3.749  1.00  0.00           C  
HETATM   15  O3  UNL     1       3.434   0.494   4.082  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.821   0.140   2.331  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.084   1.218   1.303  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.507   1.497   1.114  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.095   1.339  -0.054  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.457   0.885  -1.284  1.00  0.00           C  
HETATM   21  C18 UNL     1       4.095  -0.403  -1.810  1.00  0.00           C  
HETATM   22  C19 UNL     1       5.542  -0.266  -2.121  1.00  0.00           C  
HETATM   23  C20 UNL     1       5.890   0.709  -3.160  1.00  0.00           C  
HETATM   24  O4  UNL     1       7.112   0.926  -3.364  1.00  0.00           O  
HETATM   25  O5  UNL     1       4.964   1.387  -3.910  1.00  0.00           O  
HETATM   26  H1  UNL     1      -8.507  -0.878  -3.230  1.00  0.00           H  
HETATM   27  H2  UNL     1      -8.150  -0.883  -1.474  1.00  0.00           H  
HETATM   28  H3  UNL     1      -8.078   0.683  -2.441  1.00  0.00           H  
HETATM   29  H4  UNL     1      -6.295  -1.744  -3.063  1.00  0.00           H  
HETATM   30  H5  UNL     1      -6.143  -0.028  -3.646  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.684   0.811  -1.473  1.00  0.00           H  
HETATM   32  H7  UNL     1      -5.882  -0.802  -0.680  1.00  0.00           H  
HETATM   33  H8  UNL     1      -3.921  -1.617  -1.984  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.725  -0.001  -2.737  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.588   0.946  -0.310  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.664  -0.743   0.256  1.00  0.00           H  
HETATM   37  H12 UNL     1      -1.485   0.327  -1.576  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.016  -2.180  -0.321  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.511   1.100   0.986  1.00  0.00           H  
HETATM   40  H15 UNL     1       0.009  -1.475   0.760  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.091   0.936   2.751  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.660  -1.969   3.326  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.345  -2.033   3.944  1.00  0.00           H  
HETATM   44  H19 UNL     1       1.784  -1.059   5.144  1.00  0.00           H  
HETATM   45  H20 UNL     1       0.564   0.283   5.283  1.00  0.00           H  
HETATM   46  H21 UNL     1       1.686   1.620   3.839  1.00  0.00           H  
HETATM   47  H22 UNL     1       3.541   0.814   5.012  1.00  0.00           H  
HETATM   48  H23 UNL     1       2.287  -0.823   2.086  1.00  0.00           H  
HETATM   49  H24 UNL     1       1.629   2.152   1.760  1.00  0.00           H  
HETATM   50  H25 UNL     1       1.487   1.001   0.436  1.00  0.00           H  
HETATM   51  H26 UNL     1       4.116   1.853   1.978  1.00  0.00           H  
HETATM   52  H27 UNL     1       5.170   1.573  -0.104  1.00  0.00           H  
HETATM   53  H28 UNL     1       3.655   1.680  -2.066  1.00  0.00           H  
HETATM   54  H29 UNL     1       2.379   0.764  -1.284  1.00  0.00           H  
HETATM   55  H30 UNL     1       3.575  -0.741  -2.729  1.00  0.00           H  
HETATM   56  H31 UNL     1       3.983  -1.220  -1.072  1.00  0.00           H  
HETATM   57  H32 UNL     1       5.924  -1.270  -2.408  1.00  0.00           H  
HETATM   58  H33 UNL     1       6.115   0.011  -1.193  1.00  0.00           H  
HETATM   59  H34 UNL     1       4.855   1.183  -4.913  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    8   37
CONECT    7   38
CONECT    8    9    9   39
CONECT    9   10   40
CONECT   10   11   16   41
CONECT   11   12   13   42
CONECT   12   43
CONECT   13   14   44   45
CONECT   14   15   16   46
CONECT   15   47
CONECT   16   17   48
CONECT   17   18   49   50
CONECT   18   19   19   51
CONECT   19   20   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

HMDB0001483
     RDKit          3D
Prostaglandin F2b
 59 59  0  0  0  0  0  0  0  0999 V2000
   -7.8525   -0.4111   -2.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4057   -0.6903   -2.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5685   -0.2922   -1.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0882   -0.5361   -1.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467   -0.0960   -0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8503   -0.3017   -0.7369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5204   -1.6125   -0.9603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2258    0.1578    0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2846   -0.5476    1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3000   -0.0542    2.4332 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2260   -0.9733    3.6077 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0293   -1.1111    4.1511 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -0.3166    4.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0987    0.5878    3.7491 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4342    0.4939    4.0817 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208    0.1398    2.3306 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0844    1.2179    1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5074    1.4966    1.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949    1.3389   -0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4574    0.8846   -1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954   -0.4032   -1.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -0.2658   -2.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8904    0.7092   -3.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1117    0.9260   -3.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9640    1.3867   -3.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5074   -0.8781   -3.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1495   -0.8828   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0778    0.6827   -2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2954   -1.7437   -3.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1430   -0.0282   -3.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6838    0.8106   -1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819   -0.8018   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9209   -1.6167   -1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7250   -0.0010   -2.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5883    0.9457   -0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6641   -0.7428    0.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4853    0.3270   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0161   -2.1799   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5107    1.0997    0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0091   -1.4748    0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0911    0.9360    2.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596   -1.9691    3.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3445   -2.0326    3.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838   -1.0588    5.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5641    0.2832    5.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859    1.6200    3.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413    0.8142    5.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -0.8227    2.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6289    2.1524    1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4865    1.0009    0.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1156    1.8528    1.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1699    1.5733   -0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6554    1.6798   -2.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3789    0.7642   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752   -0.7413   -2.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9828   -1.2196   -1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9236   -1.2705   -2.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1145    0.0114   -1.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8549    1.1829   -4.9133 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
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  1
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  6
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 18 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
5-Heptenoic acid, 7-[3,5-dihydroxy-2(3-hydroxy-1-octenyl)cyclopentyl]-, stereoisomer	ChEBI
9beta,11alpha-PGF2a	ChEBI
9beta,11alpha-PGF2alpha	ChEBI
PGF2b	ChEBI
PGF2beta	ChEBI
Prostaglandin F2-beta	ChEBI
5-Heptenoate, 7-[3,5-dihydroxy-2(3-hydroxy-1-octenyl)cyclopentyl]-, stereoisomer	Generator
9b,11a-PGF2a	Generator
9Β,11α-PGF2a	Generator
9Β,11α-PGF2α	Generator
PGF2Β	Generator
Prostaglandin F2-b	Generator
Prostaglandin F2-β	Generator
(5Z,13E)-9,11,15-Trihydroxy-prosta-5,13-dien-1-Oate	HMDB
(5Z,13E)-9,11,15-Trihydroxy-prosta-5,13-dien-1-Oic acid	HMDB
7-[3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoate	HMDB
7-[3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoic acid	HMDB
7-[3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoic acid stereoisomer	HMDB
7-[3a,5b-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoate	HMDB
7-[3a,5b-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoic acid	HMDB
9b,11a-PGF2	HMDB
Prostaglandin F2beta	HMDB
Prostaglandin F2beta, (5Z,8beta,9beta,11alpha,12alpha,13E,15S)-isomer	HMDB
Prostaglandin F2beta, (5Z,9beta,11beta,13E,15S)-isomer	HMDB
Prostaglandin F2beta, (5Z,9beta,11beta,13E,15R)-isomer	HMDB
Prostaglandin F2b	ChEBI
Prostaglandin F2β	Generator

Chemical Formula

C₂₀H₃₄O₅

Average Molecular Weight

354.481

Monoisotopic Molecular Weight

354.240624198

IUPAC Name

(5Z)-7-[(1R,2R,3R,5R)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoic acid

Traditional Name

pgf(sub 2-β)

CAS Registry Number

4510-16-1

SMILES

CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C\C=C/CCCC(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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18+,19+/m0/s1

InChI Key

PXGPLTODNUVGFL-JZFBHDEDSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Hydroxy fatty acid
Cyclopentanol
Fatty acid
Unsaturated fatty acid
Cyclic alcohol
Secondary alcohol
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

prostaglandins Fbeta (CHEBI:28922 )
Prostaglandins (C02314 )
Prostaglandins (LMFA03010025 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0001483)
Extracellular (HMDB: HMDB0001483)

Source

Exogenous

Exogenous (HMDB: HMDB0001483)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0001483)

Process

Not Available

Role

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	4.39	BODOR,H & HUANG,M (1992)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	3.11	ALOGPS
logP	2.61	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	100.47 m³·mol⁻¹	ChemAxon
Polarizability	40.86 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]+	187.104	31661259
DarkChem	[M-H]-	191.0	31661259
AllCCS	[M+H]+	194.252	32859911
AllCCS	[M-H]-	191.78	32859911
DeepCCS	[M+H]+	202.44	30932474
DeepCCS	[M-H]-	200.044	30932474
DeepCCS	[M-2H]-	233.317	30932474
DeepCCS	[M+Na]+	208.353	30932474
AllCCS	[M+H]+	194.3	32859911
AllCCS	[M+H-H2O]+	191.6	32859911
AllCCS	[M+NH4]+	196.7	32859911
AllCCS	[M+Na]+	197.4	32859911
AllCCS	[M-H]-	191.8	32859911
AllCCS	[M+Na-2H]-	193.1	32859911
AllCCS	[M+HCOO]-	194.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin F2b	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C\C=C/CCCC(O)=O	4461.2	Standard polar	33892256
Prostaglandin F2b	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C\C=C/CCCC(O)=O	2708.1	Standard non polar	33892256
Prostaglandin F2b	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C\C=C/CCCC(O)=O	2924.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin F2b,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2883.7	Semi standard non polar	33892256
Prostaglandin F2b,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]1C/C=C\CCCC(=O)O	2784.6	Semi standard non polar	33892256
Prostaglandin F2b,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]1C/C=C\CCCC(=O)O	2765.8	Semi standard non polar	33892256
Prostaglandin F2b,1TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2816.1	Semi standard non polar	33892256
Prostaglandin F2b,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2755.7	Semi standard non polar	33892256
Prostaglandin F2b,2TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2746.0	Semi standard non polar	33892256
Prostaglandin F2b,2TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2827.9	Semi standard non polar	33892256
Prostaglandin F2b,2TMS,isomer #4	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=C\CCCC(=O)O	2750.7	Semi standard non polar	33892256
Prostaglandin F2b,2TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2762.8	Semi standard non polar	33892256
Prostaglandin F2b,2TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2742.2	Semi standard non polar	33892256
Prostaglandin F2b,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]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2718.1	Semi standard non polar	33892256
Prostaglandin F2b,3TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2744.9	Semi standard non polar	33892256
Prostaglandin F2b,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2730.6	Semi standard non polar	33892256
Prostaglandin F2b,3TMS,isomer #4	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=C\CCCC(=O)O[Si](C)(C)C	2713.7	Semi standard non polar	33892256
Prostaglandin F2b,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]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2746.0	Semi standard non polar	33892256
Prostaglandin F2b,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3139.4	Semi standard non polar	33892256
Prostaglandin F2b,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]1C/C=C\CCCC(=O)O	2997.0	Semi standard non polar	33892256
Prostaglandin F2b,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]1C/C=C\CCCC(=O)O	2980.6	Semi standard non polar	33892256
Prostaglandin F2b,1TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3080.5	Semi standard non polar	33892256
Prostaglandin F2b,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]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3245.1	Semi standard non polar	33892256
Prostaglandin F2b,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]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3232.7	Semi standard non polar	33892256
Prostaglandin F2b,2TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3363.9	Semi standard non polar	33892256
Prostaglandin F2b,2TBDMS,isomer #4	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=C\CCCC(=O)O	3197.2	Semi standard non polar	33892256
Prostaglandin F2b,2TBDMS,isomer #5	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=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3243.4	Semi standard non polar	33892256
Prostaglandin F2b,2TBDMS,isomer #6	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=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3227.3	Semi standard non polar	33892256
Prostaglandin F2b,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]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3429.7	Semi standard non polar	33892256
Prostaglandin F2b,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]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3490.6	Semi standard non polar	33892256
Prostaglandin F2b,3TBDMS,isomer #3	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=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3479.2	Semi standard non polar	33892256
Prostaglandin F2b,3TBDMS,isomer #4	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=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3432.6	Semi standard non polar	33892256
Prostaglandin F2b,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]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3625.0	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 - Prostaglandin F2b GC-MS (Non-derivatized) - 70eV, Positive	splash10-0019-6489000000-bf681ff653e664e9cde0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin F2b GC-MS (4 TMS) - 70eV, Positive	splash10-004i-9300188000-0fc1fbcf7464fb00c07e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin F2b 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 - Prostaglandin F2b 10V, Positive-QTOF	splash10-014r-0019000000-3c46ffbee46021b80901	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F2b 20V, Positive-QTOF	splash10-01bi-2297000000-9fe530991fdc645e26f0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F2b 40V, Positive-QTOF	splash10-0103-9170000000-0fa33343bc482bd6f5a5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F2b 10V, Negative-QTOF	splash10-0udr-0009000000-a337fc1b13431013f06a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F2b 20V, Negative-QTOF	splash10-000i-1039000000-40b895b35529c4a81763	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F2b 40V, Negative-QTOF	splash10-0a4i-9631000000-8dc66a223446641955e6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F2b 10V, Negative-QTOF	splash10-0udi-0009000000-4f29fd22c6b0dfe3ac77	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F2b 20V, Negative-QTOF	splash10-0udr-0098000000-06ede09931efe0fba78e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F2b 40V, Negative-QTOF	splash10-00el-9182000000-f1a4c9aba7f705d2868d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F2b 10V, Positive-QTOF	splash10-014r-0019000000-ece58dc4c35634d7fe3f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F2b 20V, Positive-QTOF	splash10-014i-9255000000-c6aef7e365cba872a558	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F2b 40V, Positive-QTOF	splash10-05mo-9300000000-552900f74505f7605b0b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB022647

KNApSAcK ID

Not Available

Chemspider ID

4444144

KEGG Compound ID

C02314

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280506

PDB ID

Not Available

ChEBI ID

28922

Food Biomarker Ontology

Not Available

VMH ID

HC02216

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Tazzeo T, Miller J, Janssen LJ: Vasoconstrictor responses, and underlying mechanisms, to isoprostanes in human and porcine bronchial arterial smooth muscle. Br J Pharmacol. 2003 Oct;140(4):759-63. Epub 2003 Sep 22. [PubMed:14504139 ]
Kim KM, Jung BH, Paeng KJ, Kim I, Chung BC: Increased urinary F(2)-isoprostanes levels in the patients with Alzheimer's disease. Brain Res Bull. 2004 Jul 30;64(1):47-51. [PubMed:15275956 ]

Showing metabocard for Prostaglandin F2b (HMDB0001483)

MOL for HMDB0001483 (Prostaglandin F2b)

3D MOL for HMDB0001483 (Prostaglandin F2b)

3D SDF for HMDB0001483 (Prostaglandin F2b)

3D-SDF for HMDB0001483 (Prostaglandin F2b)

PDB for HMDB0001483 (Prostaglandin F2b)

3D PDB for HMDB0001483 (Prostaglandin F2b)

SMILES for HMDB0001483 (Prostaglandin F2b)

INCHI for HMDB0001483 (Prostaglandin F2b)

Structure for HMDB0001483 (Prostaglandin F2b)

3D Structure for HMDB0001483 (Prostaglandin F2b)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra