EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:15551 - prostaglandin E2

ChEBI IDCHEBI:15551
ChEBI Nameprostaglandin E2
Stars
ASCII Nameprostaglandin E2
DefinitionProstaglandin F2α 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.
Secondary ChEBI IDsCHEBI:4625, CHEBI:8512, CHEBI:10910, CHEBI:10911, CHEBI:26323, CHEBI:114125
Last Modified9 June 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC20H32O5
Net Charge0
Average Mass352.471
Monoisotopic Mass352.22497
SMILESCCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O
InChIInChI=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
InChIKeyXEYBRNLFEZDVAW-ARSRFYASSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090)
- MetaboLights (MTBLS143)
- PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application:
oxytocic  A drug that stimulates contraction of the myometrium. Oxytocics are used to induce labour, obstetric at term, to prevent or control postpartum or postabortion haemorrhage, and to assess foetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (abortifacients).
ChEBI Ontology
Outgoing Relation(s)
prostaglandin E2 (CHEBI:15551) has role human metabolite (CHEBI:77746)
prostaglandin E2 (CHEBI:15551) has role mouse metabolite (CHEBI:75771)
prostaglandin E2 (CHEBI:15551) has role oxytocic (CHEBI:36063)
prostaglandin E2 (CHEBI:15551) is a prostaglandins E (CHEBI:26338)
prostaglandin E2 (CHEBI:15551) is conjugate acid of prostaglandin E2(1−) (CHEBI:606564)
Incoming Relation(s)
13,14-dihydro-15-oxo-prostaglandin E2 (CHEBI:15550) has functional parent prostaglandin E2 (CHEBI:15551)
15-dehydro-prostaglandin E2 (CHEBI:15547) has functional parent prostaglandin E2 (CHEBI:15551)
2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphocholine (CHEBI:137585) has functional parent prostaglandin E2 (CHEBI:15551)
2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine (CHEBI:138361) has functional parent prostaglandin E2 (CHEBI:15551)
20-hydroxyprostaglandin E2 (CHEBI:137370) has functional parent prostaglandin E2 (CHEBI:15551)
8-epi-prostaglandin E2 (CHEBI:131888) has functional parent prostaglandin E2 (CHEBI:15551)
nitroproston (CHEBI:142127) has functional parent prostaglandin E2 (CHEBI:15551)
prostaglandin E2 1-glyceryl ester (CHEBI:90230) has functional parent prostaglandin E2 (CHEBI:15551)
prostaglandin E2 2-glyceryl ester (CHEBI:137172) has functional parent prostaglandin E2 (CHEBI:15551)
prostaglandin E2(1−) (CHEBI:606564) is conjugate base of prostaglandin E2 (CHEBI:15551)
IUPAC Name 
(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid
INNs  Source
dinoprostonaWHO MedNet
dinoprostoneWHO MedNet
dinoprostoneWHO MedNet
dinoprostonumWHO MedNet
Synonyms  Source
(15S)-prostaglandin E2ChemIDplus
(5Z,11α,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acidChemIDplus
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoateKEGG COMPOUND
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprosta-5,13-dienoateKEGG COMPOUND
DinoprostonChemIDplus
(E,Z)-(1R,2R,3R)-7-(3-Hydroxy-2-((3S)-(3-hydroxy-1-octenyl))-5-oxocyclopentyl)-5-heptenoic acidChemIDplus
Brand Names  Source
CervidilKEGG DRUG
CerviprimeChemIDplus
CerviprostChemIDplus
Enzaprost EChemIDplus
Glandin-E2ChEBI
Minprositin E2ChemIDplus
Manual XrefsDatabases
913DrugCentral
C00584KEGG COMPOUND
D00079KEGG DRUG
DB00917DrugBank
DE2011969Patent
FDB022498FooDB
GB851827Patent
HMDB0001220HMDB
LMFA03010003LIPID MAPS
LSM-42919LINCS
NL6505799Patent
P2EPDBeChem
Prostaglandin_E2Wikipedia
US3598858Patent
Registry NumbersSources
Reaxys:2224724Reaxys
Beilstein:2224724Beilstein
CAS:363-24-6ChemIDplus
CAS:363-24-6KEGG COMPOUND
Citations