EMBL-EBI | Chemical Biology | ChEBI
Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search
| ChEBI ID | CHEBI:63610 |
| ChEBI Name | misoprostol |
| Stars | |
| Definition | A 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 ID | CHEBI:6952 |
| Last Modified | 22 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 |
|---|---|
| misoprostol | ChemIDplus |
| misoprostolum | ChemIDplus |
| Synonyms | Source |
|---|---|
| (11-α,13E)-(±)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oic acid methyl ester | ChemIDplus |
| Methyl (±)-11-alpha,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate | ChemIDplus |
| (±)-methyl (1R,2R,3R)-3-hydroxy-2-((E)-(4RS)-4-hydroxy-4-methyl-1-octenyl)-5-oxocyclopentaneheptanoate | ChemIDplus |
| Brand Names | Source |
|---|---|
| Arthrotec | DrugBank |
| Cytotec | KEGG DRUG |
| Manual Xrefs | Databases |
|---|---|
| BE827127 | Patent |
| D00419 | KEGG DRUG |
| DB00929 | DrugBank |
| Misoprostol | Wikipedia |
| US3965143 | Patent |
| Registry Numbers | Sources |
|---|---|
| Reaxys:4155643 | Reaxys |
| CAS:59122-46-2 | KEGG DRUG |
| CAS:59122-46-2 | ChemIDplus |
| Citations |
|---|