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CHEBI:31554 - ergometrine maleate

Default Structure
ChEBI IDCHEBI:31554
ChEBI Nameergometrine maleate
Stars
DefinitionA 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.
Last Modified28 November 2014
DownloadsMolfile
FormulaC19H23N3O2.C4H4O4
Net Charge0
Average Mass441.484
Monoisotopic Mass441.18999
SMILESO=C(O)/C=C\C(=O)O.[H][C@@]12Cc3cnc4cccc(c34)C1=C[C@@H](C(=O)N[C@@H](C)CO)CN2C
InChIInChI=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
InChIKeyYREISLCRUMOYAY-IIPCNOPRSA-N
Roles Classification
Applications:
diagnostic agent  A substance administered to aid diagnosis of a disease.
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)
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  Source
9,10-didehydro-N-((S)-2-hydroxy-1-methylethyl)-6-methylergoline-8β-carboxamide maleate (1:1)ChemIDplus
ergometrin acid maleateChemIDplus
ergometrine hydrogen maleateChemIDplus
ergometrine maleate (1:1)ChemIDplus
ergonovine hydrogen maleateChemIDplus
ergonovine maleateKEGG DRUG
Manual XrefsDatabases
D01163KEGG DRUG
DB01253DrugBank
HMDB0015383HMDB
Registry NumbersSources
Reaxys:3855736Reaxys
CAS:129-51-1KEGG DRUG
CAS:129-51-1ChemIDplus