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CHEBI:6604 - lysergic acid

ChEBI IDCHEBI:6604
ChEBI Namelysergic acid
Stars
DefinitionAn ergoline alkaloid comprising 6-methylergoline having additional unsaturation at the 9,10-position and a carboxy group at the 8-position.
Last Modified3 August 2014
DownloadsMolfile
FormulaC16H16N2O2
Net Charge0
Average Mass268.316
Monoisotopic Mass268.12118
SMILES[H][C@@]12Cc3cnc4cccc(c34)C1=C[C@@H](C(=O)O)CN2C
InChIInChI=1S/C16H16N2O2/c1-18-8-10(16(19)20)5-12-11-3-2-4-13-15(11)9(7-17-13)6-14(12)18/h2-5,7,10,14,17H,6,8H2,1H3,(H,19,20)/t10-,14-/m1/s1
InChIKeyZAGRKAFMISFKIO-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)
lysergic acid (CHEBI:6604) has parent hydride 6-methylergoline (CHEBI:2215)
lysergic acid (CHEBI:6604) is a ergoline alkaloid (CHEBI:60529)
Incoming Relation(s)
6-allyl-8b-Carboxy-ergoline (CHEBI:174826) has functional parent lysergic acid (CHEBI:6604)
6-Methyl-9,10-didehydroergoline-8-carboxylic acid (CHEBI:182503) has functional parent lysergic acid (CHEBI:6604)
IUPAC Name 
(8R)-9,10-didehydro-6-methylergoline-8-carboxylic acid
Synonyms  Source
Lysergic acidKEGG COMPOUND
(8β)-9,10-didehydro-6-methylergoline-8-carboxylic acidChemIDplus
Manual XrefsDatabases
C07541KEGG COMPOUND
C00011201KNApSAcK
Registry NumbersSources
Reaxys:90713Reaxys
CAS:82-58-6KEGG COMPOUND
CAS:82-58-6ChemIDplus