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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 15:12:24 UTC

Update Date

2022-03-07 02:49:17 UTC

HMDB ID

HMDB0002982

Secondary Accession Numbers

HMDB02982

Metabolite Identification

Common Name

Prostaglandin B1

Description

Prostaglandin B1 (PGB1) is a metabolite of PGE1. PGE1 is a prostanoid. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). PGB1does not inhibit phospholipase activity, but oligomers of PGB1 (PGBx) extracted from human neutrophils inhibit human phospholipases A2 in vitro and in situ in a dose-dependent manner; these oligomers inhibit arachidonic acid mobilization in human neutrophils and endothelial cells. One mechanism for the pharmacological effects of PGBx may be inhibition of cell-associated and extracellular phospholipase A2. PGB1 has the ability to enhance peripheral vascular resistance and elevate blood pressure. The effect is not central in origin and apparently is not the result of changes in cholinergic or alpha-adrenoceptor sensitivity or changes in vascular smooth muscle susceptibility per se. PGB1 blocks S-phase DNA synthesis; inhibition of DNA synthesis does not appear to require elevated levels of cAMP. (PMID: 7667505 , 1477202 , 2129000 , 2597672 , 6635328 ). 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

HMDB0002982
     RDKit          3D
Prostaglandin B1
 56 56  0  0  0  0  0  0  0  0999 V2000
    7.4642    1.3816    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1344    1.9985   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4539    2.4226    0.9742 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2271    1.2439    1.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    0.1980    1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835    0.7576    0.8656 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3083    1.2148    1.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2461   -0.3497    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -0.1866   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966   -1.2876   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9264   -1.2490   -1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -0.0767   -1.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0107   -0.1945   -0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9328   -1.2896   -0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1496   -1.5116   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2377   -0.5472    0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0367    0.8088    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3707    1.5480    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3782    0.9448    0.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4467    2.8381    1.1295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2392   -2.5474   -2.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159   -2.8061   -3.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3764   -3.5053   -1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8733   -2.6239   -1.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8359    1.7502    1.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304    0.2810    0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2317    1.6872   -0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3076    2.9444   -0.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052    1.3655   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2086    3.0731    1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5305    2.9753    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1802    0.7426    2.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7172    1.6433    2.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2394   -0.6827    1.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874   -0.1160    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    1.6053    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668    2.0394    1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6827   -1.3326    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5290    0.7610   -0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2706    0.8534   -1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677    0.1404   -2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5043    0.7872   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -0.3145    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3798   -2.3015   -0.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2697   -1.1506   -1.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8776   -1.9274    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6243   -2.4659   -0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0468   -1.0250    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7843   -0.5094   -0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4697    1.4697   -0.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5788    0.7597    1.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0446    3.5625    0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142   -4.3672   -1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8080   -3.7512   -0.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404   -2.7090   -2.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -2.9699   -0.3434 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  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 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  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
M  END

  Mrv0541 02231219372D          

 24 24  0  0  1  0            999 V2000
   20.4808  -14.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3783  -10.1940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1198  -14.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5614  -12.9833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7108  -13.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9262  -12.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3783  -12.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3131  -13.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0457  -13.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7908  -13.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5284  -13.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9658  -13.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9153  -13.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3783  -11.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8072  -10.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0927  -10.6065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1307  -13.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8072   -9.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0927  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5218   -8.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5176  -14.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5218   -8.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2362   -7.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7329  -13.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0  0  0  0
 16  2  1  1  0  0  0
  3 24  1  0  0  0  0
  4 24  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5 12  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 14  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 17  1  0  0  0  0
 14 19  2  0  0  0  0
 15 16  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 21  1  0  0  0  0
 18 20  1  0  0  0  0
 20 22  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002982

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\C1=C(CCCCCCC(O)=O)C(=O)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12,14,17,21H,2-11,13,15H2,1H3,(H,23,24)/b14-12+/t17-/m0/s1

> <INCHI_KEY>
YBHMPNRDOVPQIN-VSOYFRJCSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.4657

> <EXACT_MASS>
336.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.72246864158204

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}heptanoic acid

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
4.546779006666667

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.769121357059053

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.303507240331283

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5872915354101118

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
97.4893

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prostaglandin-B1

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002982
     RDKit          3D
Prostaglandin B1
 56 56  0  0  0  0  0  0  0  0999 V2000
    7.4642    1.3816    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1344    1.9985   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4539    2.4226    0.9742 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2271    1.2439    1.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    0.1980    1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835    0.7576    0.8656 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3083    1.2148    1.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2461   -0.3497    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -0.1866   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966   -1.2876   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9264   -1.2490   -1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -0.0767   -1.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0107   -0.1945   -0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9328   -1.2896   -0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1496   -1.5116   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2377   -0.5472    0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0367    0.8088    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3707    1.5480    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3782    0.9448    0.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4467    2.8381    1.1295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2392   -2.5474   -2.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159   -2.8061   -3.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3764   -3.5053   -1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8733   -2.6239   -1.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8359    1.7502    1.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304    0.2810    0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2317    1.6872   -0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3076    2.9444   -0.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052    1.3655   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2086    3.0731    1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5305    2.9753    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1802    0.7426    2.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7172    1.6433    2.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2394   -0.6827    1.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874   -0.1160    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    1.6053    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668    2.0394    1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6827   -1.3326    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5290    0.7610   -0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2706    0.8534   -1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677    0.1404   -2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5043    0.7872   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -0.3145    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3798   -2.3015   -0.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2697   -1.1506   -1.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8776   -1.9274    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6243   -2.4659   -0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0468   -1.0250    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7843   -0.5094   -0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4697    1.4697   -0.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5788    0.7597    1.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0446    3.5625    0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142   -4.3672   -1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8080   -3.7512   -0.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404   -2.7090   -2.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -2.9699   -0.3434 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  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 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  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  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      38.231 -27.265   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      39.906 -19.029   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      28.224 -26.772   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      29.048 -24.235   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      38.660 -24.554   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      37.196 -24.078   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      39.906 -23.649   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      36.051 -25.109   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      41.152 -24.554   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      40.676 -26.019   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      34.586 -24.633   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      39.136 -26.019   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.442 -25.663   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      39.906 -22.109   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.573 -19.029   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      41.240 -19.799   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      31.977 -25.187   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      42.573 -17.489   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      41.240 -21.339   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      43.907 -16.719   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      30.833 -26.218   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      43.907 -15.179   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      45.241 -14.409   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.368 -25.742   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2   16                                                            
CONECT    3   24                                                            
CONECT    4   24                                                            
CONECT    5    6    7   12                                                  
CONECT    6    5    8                                                       
CONECT    7    5    9   14                                                  
CONECT    8    6   11                                                       
CONECT    9    7   10                                                       
CONECT   10    9   12                                                       
CONECT   11    8   13                                                       
CONECT   12    1    5   10                                                  
CONECT   13   11   17                                                       
CONECT   14    7   19                                                       
CONECT   15   16   18                                                       
CONECT   16    2   15   19                                                  
CONECT   17   13   21                                                       
CONECT   18   15   20                                                       
CONECT   19   14   16                                                       
CONECT   20   18   22                                                       
CONECT   21   17   24                                                       
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24    3    4   21                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0002982
HETATM    1  C1  UNL     1       7.464   1.382   0.038  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.134   1.999  -0.310  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.454   2.423   0.974  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.227   1.244   1.891  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.355   0.198   1.235  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.983   0.758   0.866  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.308   1.215   1.970  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.246  -0.350   0.175  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.016  -0.187  -0.279  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.297  -1.288  -0.960  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.926  -1.249  -1.454  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.791  -0.077  -1.407  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.011  -0.195  -0.512  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.933  -1.290  -0.851  1.00  0.00           C  
HETATM   15  C14 UNL     1      -5.150  -1.512  -0.048  1.00  0.00           C  
HETATM   16  C15 UNL     1      -6.238  -0.547   0.050  1.00  0.00           C  
HETATM   17  C16 UNL     1      -6.037   0.809   0.598  1.00  0.00           C  
HETATM   18  C17 UNL     1      -7.371   1.548   0.653  1.00  0.00           C  
HETATM   19  O2  UNL     1      -8.378   0.945   0.254  1.00  0.00           O  
HETATM   20  O3  UNL     1      -7.447   2.838   1.129  1.00  0.00           O  
HETATM   21  C18 UNL     1      -1.239  -2.547  -2.085  1.00  0.00           C  
HETATM   22  O4  UNL     1      -2.016  -2.806  -3.032  1.00  0.00           O  
HETATM   23  C19 UNL     1      -0.376  -3.505  -1.296  1.00  0.00           C  
HETATM   24  C20 UNL     1       0.873  -2.624  -1.181  1.00  0.00           C  
HETATM   25  H1  UNL     1       7.836   1.750   1.018  1.00  0.00           H  
HETATM   26  H2  UNL     1       7.430   0.281   0.102  1.00  0.00           H  
HETATM   27  H3  UNL     1       8.232   1.687  -0.714  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.308   2.944  -0.897  1.00  0.00           H  
HETATM   29  H5  UNL     1       5.505   1.365  -0.949  1.00  0.00           H  
HETATM   30  H6  UNL     1       6.209   3.073   1.506  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.531   2.975   0.808  1.00  0.00           H  
HETATM   32  H8  UNL     1       6.180   0.743   2.147  1.00  0.00           H  
HETATM   33  H9  UNL     1       4.717   1.643   2.804  1.00  0.00           H  
HETATM   34  H10 UNL     1       4.239  -0.683   1.874  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.887  -0.116   0.310  1.00  0.00           H  
HETATM   36  H12 UNL     1       3.164   1.605   0.179  1.00  0.00           H  
HETATM   37  H13 UNL     1       1.767   2.039   1.799  1.00  0.00           H  
HETATM   38  H14 UNL     1       2.683  -1.333   0.016  1.00  0.00           H  
HETATM   39  H15 UNL     1       0.529   0.761  -0.153  1.00  0.00           H  
HETATM   40  H16 UNL     1      -1.271   0.853  -1.105  1.00  0.00           H  
HETATM   41  H17 UNL     1      -2.168   0.140  -2.449  1.00  0.00           H  
HETATM   42  H18 UNL     1      -3.504   0.787  -0.585  1.00  0.00           H  
HETATM   43  H19 UNL     1      -2.681  -0.315   0.567  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.380  -2.302  -0.809  1.00  0.00           H  
HETATM   45  H21 UNL     1      -4.270  -1.151  -1.930  1.00  0.00           H  
HETATM   46  H22 UNL     1      -4.878  -1.927   0.990  1.00  0.00           H  
HETATM   47  H23 UNL     1      -5.624  -2.466  -0.503  1.00  0.00           H  
HETATM   48  H24 UNL     1      -7.047  -1.025   0.714  1.00  0.00           H  
HETATM   49  H25 UNL     1      -6.784  -0.509  -0.945  1.00  0.00           H  
HETATM   50  H26 UNL     1      -5.470   1.470  -0.118  1.00  0.00           H  
HETATM   51  H27 UNL     1      -5.579   0.760   1.597  1.00  0.00           H  
HETATM   52  H28 UNL     1      -8.045   3.562   0.740  1.00  0.00           H  
HETATM   53  H29 UNL     1      -0.114  -4.367  -1.934  1.00  0.00           H  
HETATM   54  H30 UNL     1      -0.808  -3.751  -0.329  1.00  0.00           H  
HETATM   55  H31 UNL     1       1.440  -2.709  -2.132  1.00  0.00           H  
HETATM   56  H32 UNL     1       1.517  -2.970  -0.343  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   11   24
CONECT   11   12   21
CONECT   12   13   40   41
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   17   48   49
CONECT   17   18   50   51
CONECT   18   19   19   20
CONECT   20   52
CONECT   21   22   22   23
CONECT   23   24   53   54
CONECT   24   55   56
END

HMDB0002982
     RDKit          3D
Prostaglandin B1
 56 56  0  0  0  0  0  0  0  0999 V2000
    7.4642    1.3816    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1344    1.9985   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4539    2.4226    0.9742 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2271    1.2439    1.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    0.1980    1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835    0.7576    0.8656 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3083    1.2148    1.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2461   -0.3497    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -0.1866   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966   -1.2876   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9264   -1.2490   -1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -0.0767   -1.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0107   -0.1945   -0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9328   -1.2896   -0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1496   -1.5116   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2377   -0.5472    0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0367    0.8088    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3707    1.5480    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3782    0.9448    0.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4467    2.8381    1.1295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2392   -2.5474   -2.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159   -2.8061   -3.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3764   -3.5053   -1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8733   -2.6239   -1.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8359    1.7502    1.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304    0.2810    0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2317    1.6872   -0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3076    2.9444   -0.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052    1.3655   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2086    3.0731    1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5305    2.9753    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1802    0.7426    2.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7172    1.6433    2.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2394   -0.6827    1.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874   -0.1160    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    1.6053    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668    2.0394    1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6827   -1.3326    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5290    0.7610   -0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2706    0.8534   -1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677    0.1404   -2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5043    0.7872   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -0.3145    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3798   -2.3015   -0.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2697   -1.1506   -1.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8776   -1.9274    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6243   -2.4659   -0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0468   -1.0250    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7843   -0.5094   -0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4697    1.4697   -0.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5788    0.7597    1.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0446    3.5625    0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142   -4.3672   -1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8080   -3.7512   -0.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404   -2.7090   -2.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -2.9699   -0.3434 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  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 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  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
PGB1	ChEBI
(13E,15S)-15-Hydroxy-9-oxoprosta-8(12),13-dien-1-Oate	HMDB
(13E,15S)-15-Hydroxy-9-oxoprosta-8(12),13-dien-1-Oic acid	HMDB
9-oxo-15S-Hydroxy-8(12),13E-prostadienoate	HMDB
9-oxo-15S-Hydroxy-8(12),13E-prostadienoic acid	HMDB
Prostaglandin-b1	HMDB
Prostaglandin b1	MeSH

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.4657

Monoisotopic Molecular Weight

336.230059512

IUPAC Name

7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}heptanoic acid

Traditional Name

prostaglandin-B1

CAS Registry Number

13345-51-2

SMILES

CCCCC[C@H](O)\C=C\C1=C(CCCCCCC(O)=O)C(=O)CC1

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12,14,17,21H,2-11,13,15H2,1H3,(H,23,24)/b14-12+/t17-/m0/s1

InChI Key

YBHMPNRDOVPQIN-VSOYFRJCSA-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
Fatty alcohol
Hydroxy fatty acid
Ketone
Cyclic ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins B (CHEBI:27624 )
Prostaglandins (C00959 )
Prostaglandins (LMFA03010131 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002982)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002982)

Source

Endogenous

Endogenous (HMDB: HMDB0002982)

Animal

Animal (HMDB: HMDB0002982)

Exogenous

Food

Food (HMDB: HMDB0002982)

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)

Exogenous (HMDB: HMDB0002982)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002982)

Modulator

Immunomodulator (HMDB: HMDB0002982)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002982)

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	0.014 g/L	ALOGPS
logP	3.99	ALOGPS
logP	4.55	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	97.49 m³·mol⁻¹	ChemAxon
Polarizability	40.72 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	198.584	30932474
DeepCCS	[M-H]-	196.114	30932474
DeepCCS	[M-2H]-	230.609	30932474
DeepCCS	[M+Na]+	206.369	30932474
AllCCS	[M+H]+	189.7	32859911
AllCCS	[M+H-H2O]+	186.9	32859911
AllCCS	[M+NH4]+	192.2	32859911
AllCCS	[M+Na]+	192.9	32859911
AllCCS	[M-H]-	189.3	32859911
AllCCS	[M+Na-2H]-	190.5	32859911
AllCCS	[M+HCOO]-	192.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin B1	CCCCC[C@H](O)\C=C\C1=C(CCCCCCC(O)=O)C(=O)CC1	4322.5	Standard polar	33892256
Prostaglandin B1	CCCCC[C@H](O)\C=C\C1=C(CCCCCCC(O)=O)C(=O)CC1	2746.1	Standard non polar	33892256
Prostaglandin B1	CCCCC[C@H](O)\C=C\C1=C(CCCCCCC(O)=O)C(=O)CC1	2864.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin B1,1TMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O)C(=O)CC1)O[Si](C)(C)C	2842.5	Semi standard non polar	33892256
Prostaglandin B1,1TMS,isomer #2	CCCCC[C@H](O)/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C)C(=O)CC1	2775.4	Semi standard non polar	33892256
Prostaglandin B1,1TMS,isomer #3	CCCCC[C@H](O)/C=C/C1=C(CCCCCCC(=O)O)C(O[Si](C)(C)C)=CC1	2856.8	Semi standard non polar	33892256
Prostaglandin B1,2TMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C)C(=O)CC1)O[Si](C)(C)C	2824.3	Semi standard non polar	33892256
Prostaglandin B1,2TMS,isomer #2	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O)C(O[Si](C)(C)C)=CC1)O[Si](C)(C)C	2893.2	Semi standard non polar	33892256
Prostaglandin B1,2TMS,isomer #3	CCCCC[C@H](O)/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=CC1	2850.0	Semi standard non polar	33892256
Prostaglandin B1,3TMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=CC1)O[Si](C)(C)C	2891.3	Semi standard non polar	33892256
Prostaglandin B1,3TMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=CC1)O[Si](C)(C)C	2777.3	Standard non polar	33892256
Prostaglandin B1,3TMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=CC1)O[Si](C)(C)C	3072.4	Standard polar	33892256
Prostaglandin B1,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O)C(=O)CC1)O[Si](C)(C)C(C)(C)C	3066.9	Semi standard non polar	33892256
Prostaglandin B1,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)CC1	3012.4	Semi standard non polar	33892256
Prostaglandin B1,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/C1=C(CCCCCCC(=O)O)C(O[Si](C)(C)C(C)(C)C)=CC1	3092.8	Semi standard non polar	33892256
Prostaglandin B1,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)CC1)O[Si](C)(C)C(C)(C)C	3316.0	Semi standard non polar	33892256
Prostaglandin B1,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O)C(O[Si](C)(C)C(C)(C)C)=CC1)O[Si](C)(C)C(C)(C)C	3345.6	Semi standard non polar	33892256
Prostaglandin B1,2TBDMS,isomer #3	CCCCC[C@H](O)/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC1	3301.0	Semi standard non polar	33892256
Prostaglandin B1,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC1)O[Si](C)(C)C(C)(C)C	3571.5	Semi standard non polar	33892256
Prostaglandin B1,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC1)O[Si](C)(C)C(C)(C)C	3171.7	Standard non polar	33892256
Prostaglandin B1,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC1)O[Si](C)(C)C(C)(C)C	3277.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin B1 GC-MS (Non-derivatized) - 70eV, Positive	splash10-05n0-5192000000-a7e9f36e25137b9fabcc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin B1 GC-MS (2 TMS) - 70eV, Positive	splash10-010c-9126300000-342d7eee52879bb192e6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin B1 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 B1 10V, Positive-QTOF	splash10-0gb9-0029000000-0690d2f3dfb5d1ee9afe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B1 20V, Positive-QTOF	splash10-0l6u-4495000000-96548847dc77e5ecb0dd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B1 40V, Positive-QTOF	splash10-06du-9230000000-bdbc4c091593478de78b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B1 10V, Negative-QTOF	splash10-000i-0019000000-af954838d61275b1a6b2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B1 20V, Negative-QTOF	splash10-014r-2059000000-e381e90f103a41486292	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B1 40V, Negative-QTOF	splash10-0a4l-9140000000-c082f378971a61d35c10	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B1 10V, Positive-QTOF	splash10-0uxr-0129000000-2d428b3ff47d60ebed59	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B1 20V, Positive-QTOF	splash10-0uy0-6797000000-9e0090cf284a26438dc4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B1 40V, Positive-QTOF	splash10-0api-9400000000-79d7c252855e7c736ea6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B1 10V, Negative-QTOF	splash10-014i-0029000000-877d392a3ea777176963	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B1 20V, Negative-QTOF	splash10-00ri-1297000000-51af315e563050950d6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B1 40V, Negative-QTOF	splash10-05tn-5930000000-05a9fe2c2833996f0a2a	2021-09-22	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

FDB023088

KNApSAcK ID

Not Available

Chemspider ID

4444076

KEGG Compound ID

C00959

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

408

PubChem Compound

5280388

PDB ID

Not Available

ChEBI ID

27624

Food Biomarker Ontology

Not Available

VMH ID

HC02204

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Hishinuma T, Nakamura H, Itoh K, Ohyama Y, Ishibashi M, Mizugaki M: Microdetermination of the prostaglandin B1 in human plasma by gas chromatography/selected ion monitoring using [18O]prostaglandin B1 as an internal standard. Prostaglandins. 1995 Apr;49(4):239-46. [PubMed:7667505 ]
Fry MR, Ghosh SS, East JM, Franson RC: Role of human sperm phospholipase A2 in fertilization: effects of a novel inhibitor of phospholipase A2 activity on membrane perturbations and oocyte penetration. Biol Reprod. 1992 Nov;47(5):751-9. [PubMed:1477202 ]
Franson R, Raghupathi R, Fry M, Saal J, Vishwanath B, Ghosh SS, Rosenthal MD: Inhibition of human phospholipases A2 by cis-unsaturated fatty acids and oligomers of prostaglandin B1. Adv Exp Med Biol. 1990;279:219-30. [PubMed:2129000 ]
Franson RC, Rosenthal MD: Oligomers of prostaglandin B1 inhibit in vitro phospholipase A2 activity. Biochim Biophys Acta. 1989 Dec 18;1006(3):272-7. [PubMed:2597672 ]
Himori N, Burkman AM: Prostaglandin B1 can modify the pressor responses to sympathetic nerve stimulation. Res Commun Chem Pathol Pharmacol. 1983 Sep;41(3):397-405. [PubMed:6635328 ]

Showing metabocard for Prostaglandin B1 (HMDB0002982)

MOL for HMDB0002982 (Prostaglandin B1)

3D MOL for HMDB0002982 (Prostaglandin B1)

3D SDF for HMDB0002982 (Prostaglandin B1)

3D-SDF for HMDB0002982 (Prostaglandin B1)

PDB for HMDB0002982 (Prostaglandin B1)

3D PDB for HMDB0002982 (Prostaglandin B1)

SMILES for HMDB0002982 (Prostaglandin B1)

INCHI for HMDB0002982 (Prostaglandin B1)

Structure for HMDB0002982 (Prostaglandin B1)

3D Structure for HMDB0002982 (Prostaglandin B1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra