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CHEBI:73965 - prostaglandin E2-UM

ChEBI IDCHEBI:73965
ChEBI Nameprostaglandin E2-UM
Stars
DefinitionA prostanoid that is prostaglandin E2 in which the acyclic hydroxy group has been oxidised to the corresponding ketone, the methyl group has been oxidised to the corresponding carboxylic acid and the 6-carboxyhexenyl group has been oxidatively cleaved to a 2-carboxyethyl group. It is the major urinary metabolite of prostaglandin E2.
Last Modified11 June 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC16H24O7
Net Charge0
Average Mass328.361
Monoisotopic Mass328.15220
SMILESO=C(O)CCCCC(=O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCC(=O)O
InChIInChI=1S/C16H24O7/c17-10(3-1-2-4-15(20)21)5-6-11-12(7-8-16(22)23)14(19)9-13(11)18/h11-13,18H,1-9H2,(H,20,21)(H,22,23)/t11-,12-,13-/m1/s1
InChIKeyZJAZCYLYLVCSNH-JHJVBQTASA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
prostaglandin E2-UM (CHEBI:73965) has role metabolite (CHEBI:25212)
prostaglandin E2-UM (CHEBI:73965) is a cyclic ketone (CHEBI:3992)
prostaglandin E2-UM (CHEBI:73965) is a diketone (CHEBI:46640)
prostaglandin E2-UM (CHEBI:73965) is a oxo dicarboxylic acid (CHEBI:36145)
prostaglandin E2-UM (CHEBI:73965) is a prostanoid (CHEBI:26347)
prostaglandin E2-UM (CHEBI:73965) is a secondary alcohol (CHEBI:35681)
IUPAC Names 
11α-hydroxy-2,3,4,5-tetranor-9,15-dioxoprostan-1,20-dioic acid
8-[(1R,2R,5R)-2-(2-carboxyethyl)-5-hydroxy-3-oxocyclopentyl]-6-oxooctanoic acid
Synonyms  Source
PGE-MChEBI
PGEMChEBI
PGE-MumChemIDplus
HdopnpChemIDplus
11α-hydroxy-9,15-dioxo-2,3,4,5,20-pentanor-19-carboxyprostanoic acidChemIDplus
PGE2-UMChEBI
Manual XrefsDatabases
LMFA03010032LIPID MAPS
Registry NumbersSources
Reaxys:3004215Reaxys
CAS:24769-56-0ChemIDplus
Citations