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The Drug Ontology
| Preferred Name | ergometrine | |
| Synonyms |
ergometrina ergometrine [8beta(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide D-lysergic acid-L-propanolamide D-lysergic acid 1-hydroxymethylethylamide N-(alpha-(hydroxymethyl)ethyl)-D-lysergamide 9,10-didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide margonovine 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide ergometrinum (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 N-(2-Hydroxy-1-methylethyl)-D-(+)-lysergamide Ergonovine ergobasine ergotocine N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8beta-carboxamide Ergometrine |
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| 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 |
|
| alternative label |
ergometrina ergometrine [8beta(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide D-lysergic acid-L-propanolamide D-lysergic acid 1-hydroxymethylethylamide N-(alpha-(hydroxymethyl)ethyl)-D-lysergamide 9,10-didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide margonovine 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide ergometrinum (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 N-(2-Hydroxy-1-methylethyl)-D-(+)-lysergamide Ergonovine ergobasine ergotocine N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8beta-carboxamide Ergometrine
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|
| charge |
0
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|
| database_cross_reference |
Patent:US3141887 PMID:6457611 PMID:24173606 Drug_Central:1042 PMID:25347567 PMID:18326144 MetaCyc:CPD-14457 PMID:25252517 KEGG:C07543 PMID:24365208 PMID:25036782 Wikipedia:Ergometrine PMID:15038775 PMID:7190615 PMID:16147681 PMID:2195299 CAS:60-79-7 PMID:887503 Patent:US2736728 Beilstein:94902 DrugBank:DB01253 KEGG:D07905 Patent:US2809920 KNApSAcK:C00001722 Reaxys:94902
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|
| 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.
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|
| formula |
C19H23N3O2
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|
| has parent hydride | ||
| has role |
http://purl.obolibrary.org/obo/CHEBI_33295 http://purl.obolibrary.org/obo/CHEBI_76946 |
|
| has_alternative_id |
CHEBI:296351
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| has_exact_synonym |
N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8beta-carboxamide Ergometrine
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|
| has_obo_namespace |
chebi_ontology
|
|
| has_related_synonym |
ergometrina ergometrine [8beta(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide D-lysergic acid-L-propanolamide D-lysergic acid 1-hydroxymethylethylamide N-(alpha-(hydroxymethyl)ethyl)-D-lysergamide 9,10-didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide margonovine 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide ergometrinum (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 N-(2-Hydroxy-1-methylethyl)-D-(+)-lysergamide Ergonovine ergobasine ergotocine
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|
| has_RxCUI |
4021
|
|
| id |
CHEBI:4822
|
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| 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
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|
| inchikey |
WVVSZNPYNCNODU-XTQGRXLLSA-N
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|
| label |
ergometrine
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|
| mass |
325.40480
|
|
| monoisotopicmass |
325.17903
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|
| notation |
CHEBI:4822
|
|
| prefLabel |
ergometrine
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|
| smiles |
C[C@@H](CO)NC(=O)[C@H]1CN(C)[C@@H]2Cc3c[nH]c4cccc(C2=C1)c34
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| 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 |
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