Structure Database (LMSD)

Common Name
5,6-Dihydroxy-PGF1alpha
Systematic Name
5,6,9S,11R,15S-pentahydroxy-13E-prostaenoic acid
Synonyms
  • 5,6-Dihydroxyprostaglandin F1alpha
LM ID
LMFA03010312
Formula
C20H36O7
Exact Mass
Calculate m/z
388.246106
Sum Composition
FA 20:2;O5
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]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ovis aries (#9940)
Mammalia (#40674)
Biosynthesis of 5,6-dihydroxyprostaglandin E1 and F1 alpha from 5,6-dihydroxyeicosatrienoic acid by ram seminal vesicles.,
Biochim Biophys Acta, 1984
Pubmed ID: 6548162

String Representations

InChiKey (Click to copy)
SAAOVBGAFHJPIF-NYNACFBQSA-N
InChi (Click to copy)
InChI=1S/C20H36O7/c1-2-3-4-6-13(21)9-10-14-15(18(24)12-17(14)23)11-19(25)16(22)7-5-8-20(26)27/h9-10,13-19,21-25H,2-8,11-12H2,1H3,(H,26,27)/b10-9+/t13-,14+,15+,16?,17+,18-,19?/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCC)[C@H](O)C[C@H](O)[C@@H]1CC(O)C(O)CCCC(=O)O

Other Databases

CHEBI ID
139312
PubChem CID
6439819

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings
Rotatable Bonds 13
Van der Waals Molecular Volume 398.45
Topological Polar Surface Area 138.45
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 7
logP 2.64
Molar Refractivity 103.58

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Created at
26th Aug 2025
Updated at
26th Aug 2025