loading...| Preferred Name |
ergometrine |
|
| Synonyms |
[8beta(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide Ergonovine (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 9,10-didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide ergotocine ergometrina N-(alpha-(hydroxymethyl)ethyl)-D-lysergamide ergometrinum ergobasine ergometrine 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide margonovine D-lysergic acid-L-propanolamide N-(2-Hydroxy-1-methylethyl)-D-(+)-lysergamide D-lysergic acid 1-hydroxymethylethylamide N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8beta-carboxamide Ergometrine |
|
| Definitions |
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. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_4822 |
|
| charge |
0 |
|
| database_cross_reference |
Wikipedia:Ergometrine PMID:25252517 PMID:15038775 Drug_Central:1042 PMID:887503 KNApSAcK:C00001722 Patent:US2809920 PMID:24365208 PMID:25347567 Beilstein:94902 KEGG:D07905 PMID:6457611 PMID:24173606 PMID:18326144 DrugBank:DB01253 PMID:25036782 Patent:US2736728 PMID:16147681 Reaxys:94902 KEGG:C07543 CAS:60-79-7 MetaCyc:CPD-14457 Patent:US3141887 PMID:7190615 PMID:2195299 |
|
| 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. |
|
| formula |
C19H23N3O2 |
|
| has parent hydride | ||
| has role |
http://purl.obolibrary.org/obo/CHEBI_33295 http://purl.obolibrary.org/obo/CHEBI_76946 |
|
| has_alternative_id |
CHEBI:296351 |
|
| has_exact_synonym |
N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8beta-carboxamide Ergometrine |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
[8beta(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide Ergonovine (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 9,10-didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide ergotocine ergometrina N-(alpha-(hydroxymethyl)ethyl)-D-lysergamide ergometrinum ergobasine ergometrine 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide margonovine D-lysergic acid-L-propanolamide N-(2-Hydroxy-1-methylethyl)-D-(+)-lysergamide D-lysergic acid 1-hydroxymethylethylamide |
|
| id |
CHEBI:4822 |
|
| in_subset | ||
| 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 |
|
| label |
ergometrine |
|
| mass |
325.40480 |
|
| monoisotopicmass |
325.17903 |
|
| notation |
CHEBI:4822 |
|
| prefLabel |
ergometrine |
|
| smiles |
C[C@@H](CO)NC(=O)[C@H]1CN(C)[C@@H]2Cc3c[nH]c4cccc(C2=C1)c34 |
|
| treeView |
http://purl.obolibrary.org/obo/CHEBI_23943 http://purl.obolibrary.org/obo/CHEBI_50995 http://purl.obolibrary.org/obo/CHEBI_29347 http://purl.obolibrary.org/obo/CHEBI_15734 |
|
| subClassOf |
http://purl.obolibrary.org/obo/CHEBI_23943 http://purl.obolibrary.org/obo/CHEBI_50995 http://purl.obolibrary.org/obo/CHEBI_29347 http://purl.obolibrary.org/obo/CHEBI_15734 |