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CHEBI:2433 - acrifoline

ChEBI IDCHEBI:2433
ChEBI Nameacrifoline
Stars
DefinitionA quinolizidine alkaloid that is lycopodine having a C=C double bond at the 11-position, a keto substituent at the 8-position and the keto group at position 5 replaced by a β-hydroxy group.
Last Modified28 July 2014
DownloadsMolfile
FormulaC16H23NO2
Net Charge0
Average Mass261.365
Monoisotopic Mass261.17288
SMILES[H][C@@]12CCCN3CCC=C4[C@H](C[C@H]1O)C(=O)[C@H](C)C[C@]432
InChIInChI=1S/C16H23NO2/c1-10-9-16-12-4-2-6-17(16)7-3-5-13(16)14(18)8-11(12)15(10)19/h4,10-11,13-14,18H,2-3,5-9H2,1H3/t10-,11+,13-,14-,16-/m1/s1
InChIKeyNKDOONPOQHRNLY-DVAKLYJDSA-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)
acrifoline (CHEBI:2433) has functional parent lycopodine (CHEBI:6597)
acrifoline (CHEBI:2433) is a quinolizidine alkaloid (CHEBI:26515)
IUPAC Name 
(15R)-5β-hydroxy-15-methyllycopod-11-en-8-one
Synonym  Source
AcrifolineKEGG COMPOUND
Manual XrefsDatabases
C09850KEGG COMPOUND
C00001930KNApSAcK
Registry NumbersSources
Reaxys:24826Reaxys
CAS:664-24-4KEGG COMPOUND
Citations