Structure Database (LMSD)

Common Name
alpha-tetranor 15keto-13,14-dihydro PGF3alpha
Systematic Name
9S,11R-dihydroxy-15-keto-2,3,4,5-tetranorprosta-17Z-enoic acid
Synonyms
  • alpha-tetranor Prostaglandin F3alpha
  • 5alpha,7alpha-dihydroxy-11-keto-tetranorprosta-13Z-enoic acid
LM ID
LMFA03010265
Formula
C16H26O5
Exact Mass
Calculate m/z
298.178025
Sum Composition
FA 16:3;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]
Hydroxy fatty acids [FA0105]
Oxo fatty acids [FA0106]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
The metabolism of prostaglandin F 3 in the rat.,
Biochim Biophys Acta, 1973
Pubmed ID: 4713155

String Representations

InChiKey (Click to copy)
HAPUWTOSXUIIDJ-PBAVIHEZSA-N
InChi (Click to copy)
InChI=1S/C16H26O5/c1-2-3-4-5-11(17)6-7-12-13(8-9-16(20)21)15(19)10-14(12)18/h3-4,12-15,18-19H,2,5-10H2,1H3,(H,20,21)/b4-3-/t12-,13-,14-,15+/m1/s1
SMILES (Click to copy)
[C@H]1(CCC(=O)C/C=C\CC)[C@H](O)C[C@H](O)[C@@H]1CCC(=O)O

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 309.03
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 2.49
Molar Refractivity 79.79

Admin

Created at
28th Jul 2025
Updated at
1st Aug 2025