loading...| Preferred Name |
ergotamine |
|
| Synonyms |
Gynergen 12'-hydroxy-2'-methyl-5'alpha-(phenylmethyl)ergotaman-3',6',18-trione Ergotamin ergotamina (5'alpha)-12'-hydroxy-2'-methyl-5'-(phenylmethyl)ergotoman-3',6',18-trione ergotaminum C33H35N5O5 ergotamine (4R,7R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-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 (5'alpha)-5'-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxoergotaman 12'-Hydroxy-2'-methyl-5'alpha-(phenylmethyl)ergotaman-3',6',18-trione |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_64318 |
|
| activates |
http://purl.obolibrary.org/obo/dinto_2804 http://purl.obolibrary.org/obo/dinto_3877 http://purl.obolibrary.org/obo/dinto_2858 |
|
| ATCCode |
N02CA02 N02CA01 |
|
| CASRN |
113-15-5 |
|
| DBBrand |
wigrettes ergostat ergomar ergotamin ergoton-a medihaler ergotamine |
|
| DBname |
ergotamine |
|
| Definition |
A peptide ergot alkaloid that is dihydroergotamine in which a double bond replaces the single bond between positions 9 and 10. |
|
| has effect |
http://purl.obolibrary.org/obo/OAE_0000377 http://purl.obolibrary.org/obo/OAE_0000218 http://purl.obolibrary.org/obo/OAE_0000373 http://purl.obolibrary.org/obo/OAE_0000600 http://purl.obolibrary.org/obo/OAE_0000601 http://purl.obolibrary.org/obo/OAE_0000375 http://purl.obolibrary.org/obo/OAE_0000355 |
|
| has pharmacological target |
http://purl.obolibrary.org/obo/dinto_4020 http://purl.obolibrary.org/obo/dinto_3475 http://purl.obolibrary.org/obo/dinto_2858 http://purl.obolibrary.org/obo/dinto_0392 |
|
| has role |
http://purl.obolibrary.org/obo/CHEBI_35569 http://purl.obolibrary.org/obo/CHEBI_35941 |
|
| InChI |
InChI=1S/C33H35N5O5/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32/h3-6,8-11,15,17,21,25-27,34,42H,7,12-14,16,18H2,1-2H3,(H,35,39)/t21-,25-,26+,27+,32-,33+/m1/s1 |
|
| InChIKey |
InChIKey=XCGSFFUVFURLIX-VFGNJEKYSA-N |
|
| inhibits |
http://purl.obolibrary.org/obo/dinto_0901 |
|
| is metabolised by | ||
| label |
ergotamine |
|
| prefixIRI |
obo2:CHEBI_64318 |
|
| prefLabel |
ergotamine |
|
| related with |
http://purl.obolibrary.org/obo/dinto_4020 http://purl.obolibrary.org/obo/dinto_3475 http://purl.obolibrary.org/obo/dinto_3877 |
|
| SMILES |
[H][C@@]12CCCN1C(=O)[C@H](CC1=CC=CC=C1)N1C(=O)[C@](C)(NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)C4=C3)O[C@@]21O [H][C@@]12Cc3c[nH]c4cccc(C1=C[C@H](CN2C)C(=O)N[C@]1(C)O[C@]2(O)N([C@@H](Cc5ccccc5)C(=O)N5CCC[C@@]25[H])C1=O)c34 |
|
| Synonym |
Gynergen 12'-hydroxy-2'-methyl-5'alpha-(phenylmethyl)ergotaman-3',6',18-trione Ergotamin ergotamina (5'alpha)-12'-hydroxy-2'-methyl-5'-(phenylmethyl)ergotoman-3',6',18-trione ergotaminum C33H35N5O5 ergotamine (4R,7R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-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 (5'alpha)-5'-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxoergotaman 12'-Hydroxy-2'-methyl-5'alpha-(phenylmethyl)ergotaman-3',6',18-trione |
|
| xref |
CiteXplore:22446707 CiteXplore:21181611 ChEMBL:102203 Wikipedia:Ergotamine Reaxys:78890 KEGG COMPOUND:C07544 PubChem Compound:8223 NIST Chemistry WebBook:113-15-5 CiteXplore:22441761 DrugBank:DB00696 CiteXplore:22417229 CASRN:113-15-5 PubChem Substance:46507632 National Drug Code Directory:0089-0762-21 CiteXplore:22414189 RxList:http://www.rxlist.com/cgi/generic2/ergotamine.htm CiteXplore:22347148 CiteXplore:21879189 CiteXplore:22444161 Wikipedia:http://en.wikipedia.org/wiki/Ergotamine CiteXplore:21512122 KEGG DRUG:D07906 Drugs.com:http://www.drugs.com/cdi/ergotamine.html Drugs Product Database (DPD):328952 CASRN:78890 PharmGKB:PA164747651 ChemSpider:7930 CiteXplore:21878097 PDRhealth:http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/caf1060.shtml |
|
| subClassOf |