CHEBI:31554 - ergometrine maleate

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ChEBI Name ergometrine maleate
ChEBI ID CHEBI:31554
Definition A maleate salt resulting form the reaction of equimolar amounts of maleic acid and ergometrine. It is used in the active management of the third stage of labour, and to prevent or treat postpartum of postabortal haemorrhage caused by uterine atony: by maintaining uterine contraction and tone, blood vessels in the uterine wall are compressed and blood flow reduced.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H27N3O6
Net Charge 0
Average Mass 441.47700
Monoisotopic Mass 441.190
InChI InChI=1S/C19H23N3O2.C4H4O4/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13;5-3(6)1-2-4(7)8/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24);1-2H,(H,5,6)(H,7,8)/b;2-1-/t11-,13+,17+;/m0./s1
InChIKey YREISLCRUMOYAY-IIPCNOPRSA-N
SMILES OC(=O)\C=C/C(O)=O.[H][C@@]12Cc3c[nH]c4cccc(C1=C[C@H](CN2C)C(=O)N[C@@H](C)CO)c34
Roles Classification
Application(s): 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).
diagnostic agent
A substance administered to aid diagnosis of a disease.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ergometrine maleate (CHEBI:31554) has part ergometrine (CHEBI:4822)
ergometrine maleate (CHEBI:31554) has role diagnostic agent (CHEBI:33295)
ergometrine maleate (CHEBI:31554) has role oxytocic (CHEBI:36063)
ergometrine maleate (CHEBI:31554) is a maleate salt (CHEBI:50221)
IUPAC Name
N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8β-carboxamide (2Z)-but-2-enedioate
Synonyms Sources
9,10-didehydro-N-((S)-2-hydroxy-1-methylethyl)-6-methylergoline-8β-carboxamide maleate (1:1) ChemIDplus
ergometrin acid maleate ChemIDplus
ergometrine hydrogen maleate ChemIDplus
ergometrine maleate (1:1) ChemIDplus
ergonovine hydrogen maleate ChemIDplus
ergonovine maleate KEGG DRUG
ergonovine, maleate (1:1) ChemIDplus
Database Links Databases
D01163 KEGG DRUG
DB01253 DrugBank
HMDB0015383 HMDB
View more database links
Registry Numbers Types Sources
129-51-1 CAS Registry Number KEGG DRUG
129-51-1 CAS Registry Number ChemIDplus
3855736 Beilstein Registry Number Beilstein
3855736 Reaxys Registry Number Reaxys
Last Modified
28 November 2014