Structure Database (LMSD)

OH HO O OH OH O
Common Name
20-hydroxy-PGE2
Systematic Name
9-oxo-11R,15S,20-trihydroxy-5Z,13E-prostadienoic acid
Synonyms
  • 20-hydroxy-Prostaglandin E2
LM ID
LMFA03010014
Formula
C20H32O6
Exact Mass
Calculate m/z
368.21989
Sum Composition
FA 20:4;O4
Status
Active
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Main

Classification

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

String Representations

InChiKey (Click to copy)
AZIGEYVZEVXWAD-NZGURKHLSA-N
InChi (Click to copy)
InChI=1S/C20H32O6/c21-13-7-3-4-8-15(22)11-12-17-16(18(23)14-19(17)24)9-5-1-2-6-10-20(25)26/h1,5,11-12,15-17,19,21-22,24H,2-4,6-10,13-14H2,(H,25,26)/b5-1-,12-11+/t15-,16+,17+,19+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCCO)[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ovis aries (#9940)
Mammalia (#40674)
Isolation and biosynthesis of 20-hydroxyprostaglandins E1 and E2 in ram seminal fluid.,
J Biol Chem, 1986
Pubmed ID: 3087990

Other Databases

HMDB ID
HMDB0003247
CHEBI ID
137370
LIPIDBANK ID
XPR1714
PubChem CID
5283034
Cayman ID
14950

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
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

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Updated at
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