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Ergonovine

CHEBI:CHEBI_4822

Definition

A monocarboxylic acid amide that is lysergamide in which one of the hydrogens attached to the amide nitrogen is substituted by a 1-hydroxypropan-2-yl group (S-configuration). An ergot alkaloid that has a particularly powerful action on the uterus, its maleate (and formerly tartrate) salt 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.

Chemical Information

Molecular Formula
C19H23N3O2
Molecular Mass
325.40480
Charge
0
SMILES
C[C@@H](CO)NC(=O)[C@H]1CN(C)[C@@H]2Cc3c[nH]c4cccc(C2=C1)c34
InChI
InChI=1S/C19H23N3O2/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/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1
InChIKey
WVVSZNPYNCNODU-XTQGRXLLSA-N

Alternative Names

  • (6aR,9R)-7-Methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((S)-2-hydroxy-1-methyl-ethyl)-amide
  • [8beta(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide
  • 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide
  • 9,10-didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide
  • D-lysergic acid 1-hydroxymethylethylamide
  • D-lysergic acid-L-propanolamide
  • ergobasine
  • ergometrina
  • ergometrine
  • Ergometrine
  • ergometrinum
  • Ergonovine
  • ergotocine
  • margonovine
  • N-(2-Hydroxy-1-methylethyl)-D-(+)-lysergamide
  • N-(alpha-(hydroxymethyl)ethyl)-D-lysergamide
  • N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8beta-carboxamide

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
4021
oboInOwl#hasDbXref
Wikipedia:Ergometrine
core#notation
CHEBI:4822

Additional References

Wikipedia:Ergometrine

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
4021
oboInOwl#hasDbXref
Wikipedia:Ergometrine
oboInOwl#hasAlternativeId
CHEBI:296351
oboInOwl#id
CHEBI:4822
core#notation
CHEBI:4822
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_76946
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_parent_hydride
http://purl.obolibrary.org/obo/CHEBI_38484
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_13811
owl#annotatedSource
t228360
owl#someValuesFrom
t691009