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CHEBI:4819 - lysergamide

ChEBI IDCHEBI:4819
ChEBI Namelysergamide
Stars
DefinitionAn ergoline alkaloid comprising ergoline lacking hydrogens at positions 9 and 10 and also having a methyl group attached to the piperidine nitrogen.
Last Modified28 July 2014
DownloadsMolfile
FormulaC16H17N3O
Net Charge0
Average Mass267.332
Monoisotopic Mass267.13716
SMILES[H][C@@]12Cc3cnc4cccc(c34)C1=C[C@@H](C(N)=O)CN2C
InChIInChI=1S/C16H17N3O/c1-19-8-10(16(17)20)5-12-11-3-2-4-13-15(11)9(7-18-13)6-14(12)19/h2-5,7,10,14,18H,6,8H2,1H3,(H2,17,20)/t10-,14-/m1/s1
InChIKeyGENAHGKEFJLNJB-QMTHXVAHSA-N
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
lysergamide (CHEBI:4819) has parent hydride ergoline (CHEBI:38484)
lysergamide (CHEBI:4819) is a ergoline alkaloid (CHEBI:60529)
Incoming Relation(s)
lysergic acid diethylamide (CHEBI:6605) has functional parent lysergamide (CHEBI:4819)
IUPAC Name 
(8R)-9,10-didehydro-6-methylergoline-8-carboxamide
Synonyms  Source
ErgineKEGG COMPOUND
LysergamideKEGG COMPOUND
(+)-lysergamideChemIDplus
lysergic acid amideChemIDplus
9,10-didehydro-6-methylergoline-8β-carboxamideChEBI
Manual XrefsDatabases
C09160KEGG COMPOUND
C00001718KNApSAcK
Registry NumbersSources
Reaxys:90708Reaxys
CAS:478-94-4KEGG COMPOUND
CAS:478-94-4ChemIDplus