Structure Database (LMSD)

Common Name
20-hydroxy-tetranor-PGB2
Systematic Name
9-oxo-15S,20-dihydroxy-8(12),13E-2,3,4,5-tetranor-prostadiienoic acid
Synonyms
  • 20-hydroxy-tetranor-Prostaglandin B2
LM ID
LMFA03010283
Formula
C16H24O5
Exact Mass
Calculate m/z
296.162375
Sum Composition
FA 16:4;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Metabolism of prostaglandin E2 in the rat.,
Biochemistry, 1971
Pubmed ID: 5550814

String Representations

InChiKey (Click to copy)
SKUUPBXRFKEQMQ-IYNGYCSASA-N
InChi (Click to copy)
InChI=1S/C16H24O5/c17-11-3-1-2-4-13(18)7-5-12-6-9-15(19)14(12)8-10-16(20)21/h5,7,13,17-18H,1-4,6,8-11H2,(H,20,21)/b7-5+/t13-/m0/s1
SMILES (Click to copy)
C1(/C=C/[C@@H](O)CCCCCO)CCC(=O)C=1CCC(=O)O

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 306.39
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 2.55
Molar Refractivity 79.84

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Created at
6th Aug 2025
Updated at
6th Aug 2025