CHEBI:132659 - isostrychnine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name isostrychnine
ChEBI ID CHEBI:132659
Definition A monoterpenoid indole alkaloid with formula C21H22N2O2, originally isolated from the seeds of Strychnos nux-vomica.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
Download Molfile XML SDF
Formula C21H22N2O2
Net Charge 0
Average Mass 334.412
Monoisotopic Mass 334.16813
InChI InChI=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
InChIKey PNYOGGAOQVIZDM-JQNVFVSUSA-N
SMILES O=C1N2[C@@]3([C@@]4([C@]5(N(CC4)C\C(\[C@](C5)(C3=CC1)[H])=C\CO)[H])C=6C2=CC=CC6)[H]
Metabolite of Species Details
Strychnos nux-vomica (NCBI:txid28545) Found in seed (BTO:0001226). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isostrychnine (CHEBI:132659) has role antineoplastic agent (CHEBI:35610)
isostrychnine (CHEBI:132659) has role plant metabolite (CHEBI:76924)
isostrychnine (CHEBI:132659) is a δ-lactam (CHEBI:77727)
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)
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 Number Type Source
26576609 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10956526 PubMed citation Europe PMC
16442763 PubMed citation Europe PMC
16443926 PubMed citation Europe PMC
17449162 PubMed citation Europe PMC
22707864 PubMed citation Europe PMC
25146769 PubMed citation Europe PMC
25832293 PubMed citation Europe PMC
28008675 PubMed citation Europe PMC
Last Modified
10 January 2017