CHEBI:63610 - misoprostol

ChEBI IDCHEBI:63610
ChEBI Namemisoprostol
Stars
DefinitionA diastereoisomeric mixture composed of approximately equal amounts of a double racemate of four of the sixteen possible diastereoisomers of methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate that is racemic prostaglandin E1 which is lacking the hydroxy group at position 15, but which has an additional hydroxy group at position 16. It is a synthetic prostaglandin E1 analogue, used in the treatment of gastric and duodenal ulcers. A weak abortifacient, it is also used for cervical ripening prior to surgical termination of pregnancy. The (11R,16S)-diastereoisomer is the pharmacologically active form.
Secondary ChEBI IDCHEBI:6952
Last Modified22 February 2017
Wikipedia
Roles Classification
Applications:
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).
abortifacient  A chemical substance that interrupts pregnancy after implantation.
anti-ulcer drug  One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
ChEBI Ontology
Outgoing Relation(s)
misoprostol (CHEBI:63610) has part (11R,16R)-misoprostol (CHEBI:63705)
misoprostol (CHEBI:63610) has part (11R,16S)-misoprostol (CHEBI:63695)
misoprostol (CHEBI:63610) has part (11S,16R)-misoprostol (CHEBI:63698)
misoprostol (CHEBI:63610) has part (11S,16S)-misoprostol (CHEBI:63700)
misoprostol (CHEBI:63610) has role abortifacient (CHEBI:50691)
misoprostol (CHEBI:63610) has role anti-ulcer drug (CHEBI:49201)
misoprostol (CHEBI:63610) has role oxytocic (CHEBI:36063)
misoprostol (CHEBI:63610) is a diastereoisomeric mixture (CHEBI:60915)
INNs  Source
misoprostolChemIDplus
misoprostolumChemIDplus
Synonyms  Source
(11-α,13E)-(±)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oic acid methyl esterChemIDplus
Methyl (±)-11-alpha,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oateChemIDplus
(±)-methyl (1R,2R,3R)-3-hydroxy-2-((E)-(4RS)-4-hydroxy-4-methyl-1-octenyl)-5-oxocyclopentaneheptanoateChemIDplus
Brand Names  Source
ArthrotecDrugBank
CytotecKEGG DRUG
Manual XrefsDatabases
BE827127Patent
D00419KEGG DRUG
DB00929DrugBank
MisoprostolWikipedia
US3965143Patent
Registry NumbersSources
Reaxys:4155643Reaxys
CAS:59122-46-2KEGG DRUG
CAS:59122-46-2ChemIDplus
Citations