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CHEBI:132659 - isostrychnine

ChEBI IDCHEBI:132659
ChEBI Nameisostrychnine
Stars
DefinitionA monoterpenoid indole alkaloid with formula C21H22N2O2, originally isolated from the seeds of Strychnos nux-vomica.
Last Modified10 January 2017
Submitterliuqingping
DownloadsMolfile
FormulaC21H22N2O2
Net Charge0
Average Mass334.419
Monoisotopic Mass334.16813
SMILES[H][C@@]12C[C@]3([H])N(CC[C@@]34c3ccccc3N3C(=O)CC=C1[C@]34[H])C/C2=C/CO
InChIInChI=1S/C21H22N2O2/c24-10-7-13-12-22-9-8-21-16-3-1-2-4-17(16)23-19(25)6-5-14(20(21)23)15(13)11-18(21)22/h1-5,7,15,18,20,24H,6,8-12H2/b13-7-/t15-,18-,20-,21+/m0/s1
InChIKeyPNYOGGAOQVIZDM-JQNVFVSUSA-N
Species of MetaboliteComponentSourceComments
Strychnos nux-vomica (ncbitaxon:28545) seed (BTO:0001226) PubMed (17449162)
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
isostrychnine (CHEBI:132659) has role antineoplastic agent (CHEBI:35610)
isostrychnine (CHEBI:132659) has role plant metabolite (CHEBI:76924)
isostrychnine (CHEBI:132659) is a monoterpenoid indole alkaloid (CHEBI:65323)
isostrychnine (CHEBI:132659) is a olefinic compound (CHEBI:78840)
isostrychnine (CHEBI:132659) is a organic heterohexacyclic compound (CHEBI:51914)
isostrychnine (CHEBI:132659) is a primary alcohol (CHEBI:15734)
isostrychnine (CHEBI:132659) is a tertiary amino compound (CHEBI:50996)
isostrychnine (CHEBI:132659) is a δ-lactam (CHEBI:77727)
isostrychnine (CHEBI:132659) is conjugate base of isostrychnine(1+) (CHEBI:231753)
Incoming Relation(s)
isostrychnine(1+) (CHEBI:231753) is conjugate acid of isostrychnine (CHEBI:132659)
IUPAC Name 
(3aR,11bS,12S,13aS,14E)-14-(2-hydroxyethylidene)-2,3,10,12,13,13a-hexahydro-9H,11bH-1,12-ethanopyrido[1,2,3-lm]pyrrolo[2,3-d]carbazol-9-one
Registry NumbersSources
Reaxys:26576609Reaxys
Citations