Structure Database (LMSD)

Common Name
19-hydroxyPGE2
Systematic Name
9-oxo-11R,15S,19-trihydroxy-13E-prostaenoic acid
Synonyms
  • 19-hydroxyprostaglandin E2
LM ID
LMFA03010263
Formula
C20H32O6
Exact Mass
Calculate m/z
368.219891
Sum Composition
FA 20:4;O4
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Prostaglandins [FA0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
11, 15, 19-trihydroxy-9-ketoprost-13-enoic acid and 11, 15, 19-trihydroxy-9-ketoprosta-5, 13-dienoic acid in human seminal fluid.,
J Lipid Res, 1976
Pubmed ID: 1255016

String Representations

InChiKey (Click to copy)
WTJYDBMHYPQFNJ-KAZIPQMNSA-N
InChi (Click to copy)
InChI=1S/C20H32O6/c1-14(21)7-6-8-15(22)11-12-17-16(18(23)13-19(17)24)9-4-2-3-5-10-20(25)26/h2,4,11-12,14-17,19,21-22,24H,3,5-10,13H2,1H3,(H,25,26)/b4-2-,12-11+/t14?,15-,16+,17+,19+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCC(O)C)[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O

Other Databases

PubChem CID
6443793

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings
Rotatable Bonds 12
Van der Waals Molecular Volume 384.38
Topological Polar Surface Area 115.06
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 3.08
Molar Refractivity 100.07

Admin

Created at
23rd Jul 2025
Updated at
23rd Jul 2025