CHEBI:4819 - lysergamide

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ChEBI Name lysergamide
ChEBI ID CHEBI:4819
Definition An ergoline alkaloid comprising ergoline lacking hydrogens at positions 9 and 10 and also having a methyl group attached to the piperidine nitrogen.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H17N3O
Net Charge 0
Average Mass 267.32570
Monoisotopic Mass 267.137
InChI InChI=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
InChIKey GENAHGKEFJLNJB-QMTHXVAHSA-N
SMILES [H][C@@]12Cc3c[nH]c4cccc(C1=C[C@H](CN2C)C(N)=O)c34
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lysergamide (CHEBI:4819) has parent hydride ergoline (CHEBI:38484)
lysergamide (CHEBI:4819) is a ergoline alkaloid (CHEBI:60529)
Incoming lysergic acid diethylamide (CHEBI:6605) has functional parent lysergamide (CHEBI:4819)
IUPAC Name
(8R)-9,10-didehydro-6-methylergoline-8-carboxamide
Synonyms Sources
(+)-lysergamide ChemIDplus
9,10-didehydro-6-methylergoline-8β-carboxamide ChEBI
Ergine KEGG COMPOUND
Lysergamide KEGG COMPOUND
lysergic acid amide ChemIDplus
Database Links Databases
C00001718 KNApSAcK
C09160 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
478-94-4 CAS Registry Number ChemIDplus
90708 Beilstein Registry Number Beilstein
90708 Reaxys Registry Number Reaxys
Last Modified
28 July 2014