loading...| Preferred Name |
ergometrine |
|
| Synonyms |
[8beta(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide Ergonovine N-(2-Hydroxy-1-methylethyl)-D(+)-lysergamide (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 C19H23N3O2 9,10-didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide ergometrina N-(alpha-(hydroxymethyl)ethyl)-D-lysergamide ergometrinum N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8beta-carboxamide ergometrine 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide D-lysergic acid-L-propanolamide Ergometrine D-lysergic acid 1-hydroxymethylethylamide (4R,7R)-N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide |
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| ID |
http://purl.obolibrary.org/obo/CHEBI_4822 |
|
| activates | ||
| AHFScode |
76:00.00 |
|
| altId |
CHEBI:296351 |
|
| ATCCode |
G02AB03 |
|
| binds |
http://purl.obolibrary.org/obo/dinto_0901 |
|
| CASRN |
60-79-7 |
|
| DBBrand |
ergotrate |
|
| DBname |
ergonovine |
|
| DBSynonym |
ergotrate maleate ergobasine ergometrine |
|
| Definition |
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. The maleate salt has also been used in the diagnosis of oesophageal spasm, and in a provocation test for the diagnosis of Prinzmetal's angina. |
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| has pharmacological target | ||
| has role | ||
| 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 |
InChIKey=WVVSZNPYNCNODU-XTQGRXLLSA-N |
|
| inhibits | ||
| is metabolised by | ||
| is substrate of | ||
| label |
ergometrine |
|
| may interact with |
http://purl.obolibrary.org/obo/CHEBI_8214 http://purl.obolibrary.org/obo/CHEBI_32250 http://purl.obolibrary.org/obo/CHEBI_9943 http://purl.obolibrary.org/obo/CHEBI_119573 http://purl.obolibrary.org/obo/CHEBI_28918 http://purl.obolibrary.org/obo/CHEBI_8093 http://purl.obolibrary.org/obo/CHEBI_8499 http://purl.obolibrary.org/obo/CHEBI_520985 http://purl.obolibrary.org/obo/CHEBI_4856 http://purl.obolibrary.org/obo/dinto_DB00726 http://purl.obolibrary.org/obo/CHEBI_3127 http://purl.obolibrary.org/obo/dinto_DB00373 http://purl.obolibrary.org/obo/CHEBI_7478 http://purl.obolibrary.org/obo/CHEBI_3441 http://purl.obolibrary.org/obo/CHEBI_9654 http://purl.obolibrary.org/obo/dinto_DB00582 http://purl.obolibrary.org/obo/CHEBI_2904 http://purl.obolibrary.org/obo/dinto_DB00095 http://purl.obolibrary.org/obo/CHEBI_28787 http://purl.obolibrary.org/obo/CHEBI_6904 http://purl.obolibrary.org/obo/CHEBI_2379 http://purl.obolibrary.org/obo/dinto_DB00752 http://purl.obolibrary.org/obo/CHEBI_63628 http://purl.obolibrary.org/obo/dinto_DB01580 http://purl.obolibrary.org/obo/dinto_DB00199 http://purl.obolibrary.org/obo/CHEBI_7444 http://purl.obolibrary.org/obo/CHEBI_6062 http://purl.obolibrary.org/obo/CHEBI_6061 http://purl.obolibrary.org/obo/CHEBI_10124 http://purl.obolibrary.org/obo/CHEBI_6343 http://purl.obolibrary.org/obo/CHEBI_50922 http://purl.obolibrary.org/obo/dinto_DB00998 |
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| modulates | ||
| prefixIRI |
obo2:CHEBI_4822 |
|
| prefLabel |
ergometrine |
|
| SMILES |
[H][C@@]12CC3=CNC4=CC=CC(=C34)C1=C[C@H](CN2C)C(=O)N[C@@H](C)CO [H][C@@]12Cc3c[nH]c4cccc(C1=C[C@H](CN2C)C(=O)N[C@@H](C)CO)c34 |
|
| Synonym |
[8beta(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide Ergonovine N-(2-Hydroxy-1-methylethyl)-D(+)-lysergamide (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 C19H23N3O2 9,10-didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide ergometrina N-(alpha-(hydroxymethyl)ethyl)-D-lysergamide ergometrinum N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8beta-carboxamide ergometrine 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide D-lysergic acid-L-propanolamide Ergometrine D-lysergic acid 1-hydroxymethylethylamide (4R,7R)-N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide |
|
| xref |
ChEBI:4822 CASRN:60-79-7 Patent:US2809920 KEGG COMPOUND:C07543 PubChem Substance:46506922 Beilstein:94902 Drugs.com:http://www.drugs.com/cdi/ergonovine.html PubChem Compound:443884 PharmGKB:PA449487 DrugBank:DB01253 ChemSpider:391970 Patent:US2736728 Wikipedia:http://en.wikipedia.org/wiki/Ergonovine Drugs Product Database (DPD):497312 ChEMBL:7190615 Patent:US3141887 KEGG DRUG:D07905 |
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| subClassOf |