Structure Database (LMSD)

Common Name
PGE2-EA
Systematic Name
N-(11R,15S-dihydroxy-9-oxo-5Z,13E-prostadienoyl)-ethanolamine
Synonyms
  • Prostaglandin E2-EA
  • Prostamide-E2
  • PME2
LM ID
LMFA03010151
Status
Active
Exact Mass
Calculate m/z
395.267174
Formula
C22H37NO5
Abbrev
NAE 20:4;O3
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
GKKWUSPPIQURFM-IGDGGSTLSA-N
InChi (Click to copy)
InChI=1S/C22H37NO5/c1-2-3-6-9-17(25)12-13-19-18(20(26)16-21(19)27)10-7-4-5-8-11-22(28)23-14-15-24/h4,7,12-13,17-19,21,24-25,27H,2-3,5-6,8-11,14-16H2,1H3,(H,23,28)/b7-4-,13-12+/t17-,18+,19+,21+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCC)[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)NCCO

References

Reference
Synthesis of prostaglandin E2 ethanolamide from anandamide by cyclooxygenase-2.
J Biol Chem, 1997
DOI: 10.1074/jbc.272.34.21181
PMID: 9261124

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Synthesis of prostaglandin E2 ethanolamide from anandamide by cyclooxygenase-2.,
J Biol Chem, 1997
Pubmed ID: 9261124

Other Databases

CHEBI ID
138793
PubChem CID
5283119
Cayman ID
10007212

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 421.19
Topological Polar Surface Area 106.86
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 3.42
Molar Refractivity 111.61

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Created at
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Updated at
3rd Jan 2021