Structure Database (LMSD)

Common Name
20-hydroxy-15-oxo-13,14-dihydro-2,3,4,5-tetranor-PGF2alpha
Systematic Name
9S,11R,20-trihydroxy-2,3,4,5-tetranor-prosta-1,20-dioic acid
Synonyms
  • 5alpha,7alpha,16-trihydroxy-11-ketotetranorprostanoic acid
  • 20-hydroxy-15-oxo-13,14-dihydro-2,3,4,5-tetranor-Prostaglandin2alpha
LM ID
LMFA03010303
Formula
C16H28O6
Exact Mass
Calculate m/z
316.188591
Sum Composition
FA 16:2;O4
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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
On the metabolism of prostaglandin F 2 in female subjects. II. Structures of six metabolites.,
J Biol Chem, 1971
Pubmed ID: 5135312

String Representations

InChiKey (Click to copy)
NZTRLIDXRKNHHR-TUVASFSCSA-N
InChi (Click to copy)
InChI=1S/C16H28O6/c17-9-3-1-2-4-11(18)5-6-12-13(7-8-16(21)22)15(20)10-14(12)19/h12-15,17,19-20H,1-10H2,(H,21,22)/t12-,13-,14-,15+/m1/s1
SMILES (Click to copy)
[C@H]1(CCC(=O)CCCCCO)[C@H](O)C[C@H](O)[C@@H]1CCC(=O)O

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 320.46
Topological Polar Surface Area 115.06
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 1.97
Molar Refractivity 81.79

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Created at
20th Aug 2025
Updated at
20th Aug 2025