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CHEBI:132670 - 14-hydroxyicajine

ChEBI IDCHEBI:132670
ChEBI Name14-hydroxyicajine
Stars
DefinitionA monoterpenoid indole alkaloid with formula C22H24N2O4, originallly isolated from the leaves of Strychnos icaja.
Last Modified28 February 2017
Submitterliuqingping
DownloadsMolfile
FormulaC22H24N2O4
Net Charge0
Average Mass380.444
Monoisotopic Mass380.17361
SMILES[H][C@@]12N3C(=O)C[C@]4([H])OCC=C5CN(C)CC[C@]1(C(=O)C[C@]5(O)[C@]24[H])c1ccccc13
InChIInChI=1S/C22H24N2O4/c1-23-8-7-21-14-4-2-3-5-15(14)24-18(26)10-16-19(20(21)24)22(27,11-17(21)25)13(12-23)6-9-28-16/h2-6,16,19-20,27H,7-12H2,1H3/t16-,19-,20-,21+,22+/m0/s1
InChIKeyAHOSVLHVFRDGQF-XXGVUKKKSA-N
Species of MetaboliteComponentSourceComments
Strychnos icaja (ncbitaxon:1040889) leaf (BTO:0000713) DOI (10.1016/0040-4020(73)80248-0)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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)
14-hydroxyicajine (CHEBI:132670) has role plant metabolite (CHEBI:76924)
14-hydroxyicajine (CHEBI:132670) is a cyclic ketone (CHEBI:3992)
14-hydroxyicajine (CHEBI:132670) is a monoterpenoid indole alkaloid (CHEBI:65323)
14-hydroxyicajine (CHEBI:132670) is a organic heterohexacyclic compound (CHEBI:51914)
14-hydroxyicajine (CHEBI:132670) is a secondary alcohol (CHEBI:35681)
14-hydroxyicajine (CHEBI:132670) is a tertiary amino compound (CHEBI:50996)
14-hydroxyicajine (CHEBI:132670) is a δ-lactam (CHEBI:77727)
IUPAC Name 
(4aS,6aS,12aS,12bR,12cS)-4a-hydroxy-15-methyl-4a,5,12,12a,12b,12c-hexahydro-11H-6a,4-(ethanoiminomethano)-1-oxa-10b-azacyclohepta[1,2,3-cd]fluoranthene-6,11(2H)-dione
Synonym  Source
14-hydroxy-19-methyl-16,19-seco-strychnidine-10,16-dioneChEBI
Registry NumbersSources
Reaxys:5412823Reaxys