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CHEBI:190463 - ergotamine(1+)

ChEBI IDCHEBI:190463
ChEBI Nameergotamine(1+)
Stars
DefinitionA tertiary ammonium ion that is conjugate acid of ergotamine resulting from the protonation of the tertiary amino group; major species at pH 7.3.
Last Modified11 April 2022
SubmitterElisabeth Coudert
DownloadsMolfile
FormulaC33H36N5O5
Net Charge+1
Average Mass582.681
Monoisotopic Mass582.27110
SMILES[H][C@@]12Cc3cnc4cccc(c34)C1=C[C@@H](C(=O)N[C@]1(C)O[C@]3(O)N(C1=O)[C@@H](Cc1ccccc1)C(=O)N1CCC[C@]13[H])C[NH+]2C
InChIInChI=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)/p+1/t21-,25-,26+,27+,32-,33+/m1/s1
InChIKeyXCGSFFUVFURLIX-VFGNJEKYSA-O
ChEBI Ontology
Outgoing Relation(s)
ergotamine(1+) (CHEBI:190463) is a tertiary ammonium ion (CHEBI:137982)
ergotamine(1+) (CHEBI:190463) is conjugate acid of ergotamine (CHEBI:64318)
Incoming Relation(s)
ergotamine (CHEBI:64318) is conjugate base of ergotamine(1+) (CHEBI:190463)
IUPAC Name 
8β-{[(2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxooctahydro-8H-[1,3]oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl]carbamoyl}-6-methyl-9,10-didehydroergolin-6-ium
Synonym  Source
ergotamine cationChEBI
UniProt Name  Source
ergotamineUniProt
Manual XrefsDatabases
CPD-12363MetaCyc