CHEBI:6604 - lysergic acid

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ChEBI Name lysergic acid
ChEBI ID CHEBI:6604
Definition An ergoline alkaloid comprising 6-methylergoline having additional unsaturation at the 9,10-position and a carboxy group at the 8-position.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H16N2O2
Net Charge 0
Average Mass 268.31052
Monoisotopic Mass 268.121
InChI InChI=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
InChIKey ZAGRKAFMISFKIO-QMTHXVAHSA-N
SMILES [H][C@@]12Cc3c[nH]c4cccc(C1=C[C@H](CN2C)C(O)=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 lysergic acid (CHEBI:6604) has parent hydride 6-methylergoline (CHEBI:2215)
lysergic acid (CHEBI:6604) is a ergoline alkaloid (CHEBI:60529)
IUPAC Name
(8R)-9,10-didehydro-6-methylergoline-8-carboxylic acid
Synonyms Sources
(8β)-9,10-didehydro-6-methylergoline-8-carboxylic acid ChemIDplus
Lysergic acid KEGG COMPOUND
Database Links Databases
C00011201 KNApSAcK
C07541 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
82-58-6 CAS Registry Number KEGG COMPOUND
82-58-6 CAS Registry Number ChemIDplus
90713 Reaxys Registry Number Reaxys
90713 Beilstein Registry Number Beilstein
Last Modified
04 August 2014