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prostaglandin E2

Go to external page http://purl.obolibrary.org/obo/CHEBI_15551

Prostaglandin F2alpha in which the hydroxy group at position 9 has been oxidised to the corresponding ketone. Prostaglandin E2 is the most common and most biologically potent of mammalian prostaglandins.

Term info

Label

prostaglandin E2

Synonyms
  • (5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid
  • Prostaglandin E2
database cross reference
Subsets

3_STAR

BRAND NAME
Propess [ DrugBank ]

INN
dinoprostone [ KEGG_DRUG ]

INN
dinoprostona [ ChemIDplus ]

IUPAC NAME
(5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid [ IUPAC ]

BRAND NAME
Prepidil [ KEGG_DRUG ]

INN
dinoprostonum [ ChemIDplus ]

BRAND NAME
Prostin E2 [ KEGG_DRUG ]

charge

0

formula

C20H32O5

has alternative id

CHEBI:8512, CHEBI:26323, CHEBI:4625, CHEBI:114125, CHEBI:10911, CHEBI:10910

has obo namespace

chebi_ontology

has related synonym

PGE2, Dinoprostone, Propess, (5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate, (5Z,11alpha,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid, dinoprostona, Prostin E2, Prepidil, (Z)-7-((1R,2R,3R)-3-hydroxy-2-((S,E)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl)hept-5-enoic acid, dinoprostone, (15S)-prostaglandin E2, dinoprostonum, Dinoproston, (E,Z)-(1R,2R,3R)-7-(3-Hydroxy-2-((3S)-(3-hydroxy-1-octenyl))-5-oxocyclopentyl)-5-heptenoic acid, (5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprosta-5,13-dienoate

id

CHEBI:15551

inchi

InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1

inchikey

XEYBRNLFEZDVAW-ARSRFYASSA-N

mass

352.46510

monoisotopicmass

352.22497

smiles

CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O