EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:64673 - fumigaclavine C

ChEBI IDCHEBI:64673
ChEBI Namefumigaclavine C
Stars
DefinitionAn ergot alkaloid produced by the fungus Aspergillus fumigatus that is ergoline which is substituted by a 2-methylbut-3-en-2-yl group at position 2, methyl groups at the 6 and 8β positions, and by an acetoxy group at the 9β position.
Last Modified21 December 2012
SubmitterGareth Owen
DownloadsMolfile
FormulaC23H30N2O2
Net Charge0
Average Mass366.505
Monoisotopic Mass366.23073
SMILES[H][C@@]12c3cccc4nc(C(C)(C)C=C)c(c34)C[C@@]1([H])N(C)C[C@H](C)[C@@H]2OC(C)=O
InChIInChI=1S/C23H30N2O2/c1-7-23(4,5)22-16-11-18-20(15-9-8-10-17(24-22)19(15)16)21(27-14(3)26)13(2)12-25(18)6/h7-10,13,18,20-21,24H,1,11-12H2,2-6H3/t13-,18+,20+,21-/m0/s1
InChIKeyOSICWVVWEXKSBD-LFAYTRTRSA-N
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
fumigaclavine C (CHEBI:64673) has parent hydride ergoline (CHEBI:38484)
fumigaclavine C (CHEBI:64673) has role metabolite (CHEBI:25212)
fumigaclavine C (CHEBI:64673) is a acetate ester (CHEBI:47622)
fumigaclavine C (CHEBI:64673) is a ergot alkaloid (CHEBI:23943)
fumigaclavine C (CHEBI:64673) is conjugate base of fumigaclavine C(1+) (CHEBI:67147)
Incoming Relation(s)
9-deacetoxyfumigaclavine C (CHEBI:65724) has functional parent fumigaclavine C (CHEBI:64673)
fumigaclavine C(1+) (CHEBI:67147) is conjugate acid of fumigaclavine C (CHEBI:64673)
IUPAC Name 
(8β,9β)-6,8-dimethyl-2-(2-methylbut-3-en-2-yl)ergolin-9-yl acetate
Manual XrefsDatabases
CPD-12338MetaCyc
Registry NumbersSources
Reaxys:19760287Reaxys
CAS:62867-47-4ChemIDplus
Citations