CHEBI:2623 - amaryllisine

ChEBI IDCHEBI:2623
ChEBI Nameamaryllisine
Stars
DefinitionAn isoquinoline alkaloid that is 3,4,4a,5,6,10b-hexahydro-5,10b-ethanophenanthridin-9-ol bearing three additional methoxy substituents at positions 3, 7 and 8.
Last Modified10 February 2015
DownloadsMolfile
FormulaC18H23NO4
Net Charge0
Average Mass317.385
Monoisotopic Mass317.16271
SMILESCOc1c(O)cc2c(c1OC)C[N@]1CC[C@]23C=C[C@H](OC)C[C@H]13
InChIInChI=1S/C18H23NO4/c1-21-11-4-5-18-6-7-19(15(18)8-11)10-12-13(18)9-14(20)17(23-3)16(12)22-2/h4-5,9,11,15,20H,6-8,10H2,1-3H3/t11-,15-,18+/m0/s1
InChIKeyFADGQBPUPGSTJB-GEWABHDNSA-N
Species of MetaboliteComponentSourceComments
Amaryllis belladonna (ncbitaxon:51432) - DOI (10.1021/ja01076a047)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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)
amaryllisine (CHEBI:2623) has role plant metabolite (CHEBI:76924)
amaryllisine (CHEBI:2623) is a aromatic ether (CHEBI:35618)
amaryllisine (CHEBI:2623) is a isoquinoline alkaloid (CHEBI:24921)
amaryllisine (CHEBI:2623) is a organic heterotetracyclic compound (CHEBI:38163)
amaryllisine (CHEBI:2623) is a phenols (CHEBI:33853)
IUPAC Name 
(3R,4aS,5R,10bR)-3,7,8-trimethoxy-3,4,4a,5,6,10b-hexahydro-5,10b-ethanophenanthridin-9-ol
Synonym  Source
AmaryllisineKEGG COMPOUND
Manual XrefsDatabases
C08516KEGG COMPOUND
C00001560KNApSAcK
Registry NumbersSources
Beilstein:1551062Beilstein
CAS:6874-70-0KEGG COMPOUND