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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 15:29:30 UTC

Update Date

2021-09-23 15:29:30 UTC

HMDB ID

HMDB0302204

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Prostaglandin B-1

Description

Prostaglandin b-1 is a member of the class of compounds known as prostaglandins and related compounds. Prostaglandins and related compounds 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. Prostaglandin b-1 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Prostaglandin b-1 can be found in soft-necked garlic, which makes prostaglandin b-1 a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302204
     RDKit          3D
Prostaglandin B-1
 56 56  0  0  0  0  0  0  0  0999 V2000
   -5.7453    0.8151    1.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9655    2.0328    0.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6340    2.3832   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2626    1.1973   -0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961    1.2886   -1.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540    1.5199   -0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8669    2.7459   -0.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5162    0.5017    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7550   -0.5409    0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265   -0.9388   -1.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7837   -2.0390   -1.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9422   -2.9783    0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3818   -3.0820    0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8433   -1.7099    0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2709   -1.7398    1.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7443   -0.4025    1.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6884    0.6378    0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1632    1.9576    1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5439    2.0596    2.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1863    3.0391    0.4502 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4866   -2.2111   -2.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004   -2.9012   -2.6077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710   -1.3859   -3.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1760   -0.3174   -2.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7989    0.8525    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8751   -0.1281    0.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5827    0.8271    2.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6989    1.7604   -0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3547    2.8720    1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9467    2.5292    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8164    3.2966   -0.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0767    0.9601   -1.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2266    0.3049   -0.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    2.0726   -2.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8986    0.3161   -2.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756    1.6792   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1941    2.7940    0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372    0.6064    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7305   -1.1858    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122   -4.0007   -0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3242   -2.7985    0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0535   -3.5233   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3745   -3.7412    1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -1.3374    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7648   -1.0376    0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533   -2.5181    2.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8937   -2.0202    0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8018   -0.4742    2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506   -0.0093    2.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6595    0.7672    0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336    0.3595   -0.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542    3.1071   -0.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0370   -1.9184   -3.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4892   -0.9028   -3.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7403   -0.0047   -2.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8895    0.5634   -2.3928 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  0
  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 02241223392D          

 24 24  0  0  0  0            999 V2000
   -1.9387    3.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1130    3.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006    2.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237    2.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5361    1.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006    1.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0415   -0.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006   -0.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1959    0.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208   -0.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208   -0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6814   -1.3610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1959   -1.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9486   -1.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237   -2.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -2.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486   -3.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4440   -2.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2788   -1.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8565   -1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -0.2888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814   -1.3610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302204

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(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-

> <INCHI_KEY>
YBHMPNRDOVPQIN-OWBHPGMISA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.4657

> <EXACT_MASS>
336.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.108803415834984

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-{2-[(1Z)-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>
97.48929999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-{2-[(1Z)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}heptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302204
     RDKit          3D
Prostaglandin B-1
 56 56  0  0  0  0  0  0  0  0999 V2000
   -5.7453    0.8151    1.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9655    2.0328    0.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6340    2.3832   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2626    1.1973   -0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961    1.2886   -1.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540    1.5199   -0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8669    2.7459   -0.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5162    0.5017    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7550   -0.5409    0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265   -0.9388   -1.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7837   -2.0390   -1.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9422   -2.9783    0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3818   -3.0820    0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8433   -1.7099    0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2709   -1.7398    1.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7443   -0.4025    1.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6884    0.6378    0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1632    1.9576    1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5439    2.0596    2.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1863    3.0391    0.4502 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4866   -2.2111   -2.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004   -2.9012   -2.6077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710   -1.3859   -3.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1760   -0.3174   -2.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7989    0.8525    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8751   -0.1281    0.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5827    0.8271    2.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6989    1.7604   -0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3547    2.8720    1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9467    2.5292    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8164    3.2966   -0.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0767    0.9601   -1.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2266    0.3049   -0.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    2.0726   -2.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8986    0.3161   -2.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756    1.6792   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1941    2.7940    0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372    0.6064    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7305   -1.1858    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122   -4.0007   -0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3242   -2.7985    0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0535   -3.5233   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3745   -3.7412    1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -1.3374    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7648   -1.0376    0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533   -2.5181    2.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8937   -2.0202    0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8018   -0.4742    2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506   -0.0093    2.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6595    0.7672    0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336    0.3595   -0.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542    3.1071   -0.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0370   -1.9184   -3.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4892   -0.9028   -3.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7403   -0.0047   -2.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8895    0.5634   -2.3928 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  0
  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                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.619   5.775   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.078   5.775   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.308   4.544   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.231   4.544   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.001   3.157   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.231   1.771   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.308   2.232   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.847   0.384   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.077  -0.846   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.308  -1.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.232   0.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.772  -0.232   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.772  -1.771   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.005  -2.541   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.232  -2.232   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.771  -3.619   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.231  -4.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.231  -5.467   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.771  -5.775   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.695  -4.697   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.387  -3.157   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.466  -2.079   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.312  -0.539   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.005  -2.541   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   10   13   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0302204
HETATM    1  C1  UNL     1      -5.745   0.815   1.496  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.965   2.033   0.629  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.634   2.383  -0.063  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.263   1.197  -0.873  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.996   1.289  -1.664  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.754   1.520  -0.860  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.867   2.746  -0.135  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.516   0.502   0.164  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.755  -0.541   0.059  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.027  -0.939  -1.079  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.784  -2.039  -1.062  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.942  -2.978   0.050  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.382  -3.082   0.519  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.843  -1.710   0.980  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.271  -1.740   1.460  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.744  -0.403   1.918  1.00  0.00           C  
HETATM   17  C16 UNL     1       4.688   0.638   0.829  1.00  0.00           C  
HETATM   18  C17 UNL     1       5.163   1.958   1.306  1.00  0.00           C  
HETATM   19  O2  UNL     1       5.544   2.060   2.513  1.00  0.00           O  
HETATM   20  O3  UNL     1       5.186   3.039   0.450  1.00  0.00           O  
HETATM   21  C18 UNL     1       1.487  -2.211  -2.331  1.00  0.00           C  
HETATM   22  O4  UNL     1       2.500  -2.901  -2.608  1.00  0.00           O  
HETATM   23  C19 UNL     1       0.771  -1.386  -3.324  1.00  0.00           C  
HETATM   24  C20 UNL     1       0.176  -0.317  -2.393  1.00  0.00           C  
HETATM   25  H1  UNL     1      -4.799   0.853   2.062  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.875  -0.128   0.939  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.583   0.827   2.254  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.699   1.760  -0.148  1.00  0.00           H  
HETATM   29  H5  UNL     1      -6.355   2.872   1.206  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.947   2.529   0.822  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.816   3.297  -0.625  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.077   0.960  -1.589  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.227   0.305  -0.184  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.090   2.073  -2.428  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.899   0.316  -2.189  1.00  0.00           H  
HETATM   36  H12 UNL     1      -0.876   1.679  -1.477  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.194   2.794   0.570  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.037   0.606   1.163  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.731  -1.186   0.994  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.612  -4.001  -0.313  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.324  -2.799   0.940  1.00  0.00           H  
HETATM   42  H18 UNL     1       3.053  -3.523  -0.215  1.00  0.00           H  
HETATM   43  H19 UNL     1       2.374  -3.741   1.412  1.00  0.00           H  
HETATM   44  H20 UNL     1       2.212  -1.337   1.807  1.00  0.00           H  
HETATM   45  H21 UNL     1       2.765  -1.038   0.104  1.00  0.00           H  
HETATM   46  H22 UNL     1       4.453  -2.518   2.213  1.00  0.00           H  
HETATM   47  H23 UNL     1       4.894  -2.020   0.564  1.00  0.00           H  
HETATM   48  H24 UNL     1       5.802  -0.474   2.242  1.00  0.00           H  
HETATM   49  H25 UNL     1       4.151  -0.009   2.770  1.00  0.00           H  
HETATM   50  H26 UNL     1       3.660   0.767   0.416  1.00  0.00           H  
HETATM   51  H27 UNL     1       5.334   0.360  -0.039  1.00  0.00           H  
HETATM   52  H28 UNL     1       5.954   3.107  -0.216  1.00  0.00           H  
HETATM   53  H29 UNL     1      -0.037  -1.918  -3.822  1.00  0.00           H  
HETATM   54  H30 UNL     1       1.489  -0.903  -3.998  1.00  0.00           H  
HETATM   55  H31 UNL     1      -0.740  -0.005  -2.907  1.00  0.00           H  
HETATM   56  H32 UNL     1       0.890   0.563  -2.393  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

HMDB0302204
     RDKit          3D
Prostaglandin B-1
 56 56  0  0  0  0  0  0  0  0999 V2000
   -5.7453    0.8151    1.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9655    2.0328    0.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6340    2.3832   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2626    1.1973   -0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961    1.2886   -1.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540    1.5199   -0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8669    2.7459   -0.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5162    0.5017    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7550   -0.5409    0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265   -0.9388   -1.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7837   -2.0390   -1.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9422   -2.9783    0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3818   -3.0820    0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8433   -1.7099    0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2709   -1.7398    1.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7443   -0.4025    1.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6884    0.6378    0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1632    1.9576    1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5439    2.0596    2.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1863    3.0391    0.4502 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4866   -2.2111   -2.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004   -2.9012   -2.6077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710   -1.3859   -3.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1760   -0.3174   -2.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7989    0.8525    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8751   -0.1281    0.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5827    0.8271    2.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6989    1.7604   -0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3547    2.8720    1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9467    2.5292    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8164    3.2966   -0.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0767    0.9601   -1.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2266    0.3049   -0.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    2.0726   -2.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8986    0.3161   -2.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756    1.6792   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1941    2.7940    0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372    0.6064    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7305   -1.1858    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122   -4.0007   -0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3242   -2.7985    0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0535   -3.5233   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3745   -3.7412    1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -1.3374    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7648   -1.0376    0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533   -2.5181    2.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8937   -2.0202    0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8018   -0.4742    2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506   -0.0093    2.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6595    0.7672    0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336    0.3595   -0.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542    3.1071   -0.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0370   -1.9184   -3.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4892   -0.9028   -3.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7403   -0.0047   -2.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8895    0.5634   -2.3928 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  0
  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
7-{2-[(1Z)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}heptanoate	Generator

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.4657

Monoisotopic Molecular Weight

336.230059512

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CCCCCC(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-

InChI Key

YBHMPNRDOVPQIN-OWBHPGMISA-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

Not Available

Ontology

Not Available

Soft-necked garlic (FooDB: FOOD00850)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.99	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	40.11 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
AllCCS	[M+H]+	189.665	32859911
AllCCS	[M+H-H2O]+	186.932	32859911
AllCCS	[M+Na]+	192.912	32859911
AllCCS	[M+NH4]+	192.189	32859911
AllCCS	[M-H]-	189.288	32859911
AllCCS	[M+Na-2H]-	190.534	32859911
AllCCS	[M+HCOO]-	192.06	32859911
DeepCCS	[M+H]+	199.123	30932474
DeepCCS	[M-H]-	196.667	30932474
DeepCCS	[M-2H]-	229.776	30932474
DeepCCS	[M+Na]+	205.466	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin B-1,3TMS,isomer #1	CCCCCC(/C=C\C1=C(CCCCCCC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=CC1)O[Si](C)(C)C	2892.9	Semi standard non polar	33892256
Prostaglandin B-1,3TMS,isomer #1	CCCCCC(/C=C\C1=C(CCCCCCC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=CC1)O[Si](C)(C)C	2775.7	Standard non polar	33892256
Prostaglandin B-1,3TMS,isomer #1	CCCCCC(/C=C\C1=C(CCCCCCC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=CC1)O[Si](C)(C)C	3068.8	Standard polar	33892256
Prostaglandin B-1,3TBDMS,isomer #1	CCCCCC(/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	3582.1	Semi standard non polar	33892256
Prostaglandin B-1,3TBDMS,isomer #1	CCCCCC(/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	3179.5	Standard non polar	33892256
Prostaglandin B-1,3TBDMS,isomer #1	CCCCCC(/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	3269.1	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 10V, Positive-QTOF	splash10-014r-0129000000-7ac9bca72f3a94ac02dd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 20V, Positive-QTOF	splash10-0600-4494000000-bf0697fc8e7dc6daf0f7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 40V, Positive-QTOF	splash10-06dl-9320000000-0c891811227c53da3db0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 10V, Negative-QTOF	splash10-000i-0019000000-aeb992653dbb9772d595	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 20V, Negative-QTOF	splash10-00kr-2169000000-073b9d27361a1f56a8b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 40V, Negative-QTOF	splash10-0a4l-9140000000-446d63994cede1ce0945	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 10V, Negative-QTOF	splash10-014i-0029000000-877d392a3ea777176963	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 20V, Negative-QTOF	splash10-00ri-1297000000-51af315e563050950d6d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 40V, Negative-QTOF	splash10-05tn-5930000000-05a9fe2c2833996f0a2a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 10V, Positive-QTOF	splash10-0uxr-0019000000-46c5b22a20b633d70605	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 20V, Positive-QTOF	splash10-0uy0-6797000000-9e0090cf284a26438dc4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin B-1 40V, Positive-QTOF	splash10-0api-9400000000-79d7c252855e7c736ea6	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB003670

KNApSAcK ID

Not Available

Chemspider ID

59696304

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Prostaglandin B-1 (HMDB0302204)

MOL for HMDB0302204 (Prostaglandin B-1)

3D MOL for HMDB0302204 (Prostaglandin B-1)

3D SDF for HMDB0302204 (Prostaglandin B-1)

3D-SDF for HMDB0302204 (Prostaglandin B-1)

PDB for HMDB0302204 (Prostaglandin B-1)

3D PDB for HMDB0302204 (Prostaglandin B-1)

SMILES for HMDB0302204 (Prostaglandin B-1)

INCHI for HMDB0302204 (Prostaglandin B-1)

Structure for HMDB0302204 (Prostaglandin B-1)

3D Structure for HMDB0302204 (Prostaglandin B-1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra