Structure Database (LMSD)

Common Name
PGB1
Systematic Name
9-oxo-15S-hydroxy-8(12),13E-prostadienoic acid
Synonyms
  • Prostaglandin B1, PGE1-278
LM ID
LMFA03010131
Formula
C20H32O4
Exact Mass
Calculate m/z
336.23006
Sum Composition
FA 20:4;O2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Prostaglandins [FA0301]
Fatty Acids and Conjugates [FA01]
Carbocyclic fatty acids [FA0114]
Oxo fatty acids [FA0106]
Hydroxy fatty acids [FA0105]
Unsaturated fatty acids [FA0103]

Biological Context

Prostaglandin B1 (PGB1) is a non-enzymatic dehydration product of PGE1 resulting from treatment with strong base. Oligomers of PGB1 are known to exhibit antioxidant and ionophoric activity.1,2,3

This information has been provided by Cayman Chemical

References

1. Uribe, S., Ohnishi, S.T., Israelite, C., et al. Calcium ionophoretic activity of chemically synthesized oligomeric derivatives of prostaglandin B1. Biochim. Biophys. Acta 924(1), 87-98 (1987).
2. Ohnishi, S.T., and Devlin, T.M. Calcium ionophore activity of a prostaglandin B1 derivative (PGBχ). Biochem. Biophys. Res. Commun. 89(1), 240-245 (1979).
3. Hamberg, M. Metabolism of prostaglandin in rat liver mitochondria. Eur. J. Biochem. 6(1), 135-146 (1968).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Absolute configuration of the prostaglandins.,
Nature, 1966
Pubmed ID: 4290612

String Representations

InChiKey (Click to copy)
YBHMPNRDOVPQIN-VSOYFRJCSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
C1(/C=C/[C@@H](O)CCCCC)CCC(=O)C=1CCCCCCC(=O)O

Other Databases

KEGG ID
C00959
HMDB ID
HMDB0002982
CHEBI ID
27624
LIPIDBANK ID
XPR1100
PubChem CID
5280388
Cayman ID
11110

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 366.80
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.85
Molar Refractivity 96.41

Admin

Created at
-
Updated at
2nd Aug 2024