CHEBI:132663 - protostrychnine

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ChEBI Name protostrychnine
ChEBI ID CHEBI:132663
Definition A monoterpenoid indole alkaloid with formula C21H24N2O3, isolated from Strychnos icaja and Strychnos nux-vomica.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
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Formula C21H24N2O3
Net Charge 0
Average Mass 352.428
Monoisotopic Mass 352.17869
InChI InChI=1S/C21H24N2O3/c24-8-5-12-11-22-7-6-21-14-3-1-2-4-15(14)23-18(26)10-16(25)19(20(21)23)13(12)9-17(21)22/h1-5,13,16-17,19-20,24-25H,6-11H2/b12-5-/t13-,16+,17-,19-,20-,21+/m0/s1
InChIKey UBCAPJGELHAUQV-WNUJMAAFSA-N
SMILES O=C1N2[C@@]3([C@@]4([C@]5(N(CC4)C\C(\[C@](C5)([C@]3([C@@H](C1)O)[H])[H])=C\CO)[H])C=6C2=CC=CC6)[H]
Metabolite of Species Details
Strychnos icaja (NCBI:txid1040889) Found in root (BTO:0001188). See: PubMed
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing protostrychnine (CHEBI:132663) has role plant metabolite (CHEBI:76924)
protostrychnine (CHEBI:132663) is a δ-lactam (CHEBI:77727)
protostrychnine (CHEBI:132663) is a monoterpenoid indole alkaloid (CHEBI:65323)
protostrychnine (CHEBI:132663) is a olefinic compound (CHEBI:78840)
protostrychnine (CHEBI:132663) is a organic heterohexacyclic compound (CHEBI:51914)
protostrychnine (CHEBI:132663) is a primary alcohol (CHEBI:15734)
protostrychnine (CHEBI:132663) is a secondary alcohol (CHEBI:35681)
protostrychnine (CHEBI:132663) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(3aR,11R,11aR,11bS,12R,13aS,14E)-11-hydroxy-14-(2-hydroxyethylidene)-2,3,10,11,11a,12,13,13a-octahydro-9H,11bH-1,12-ethanopyrido[1,2,3-lm]pyrrolo[2,3-d]carbazol-9-one
Manual Xrefs Databases
101282059 PubChem
C00037693 KNApSAcK
View more database links
Registry Numbers Types Sources
6536743 Reaxys Registry Number Reaxys
71610-48-5 CAS Registry Number KNApSAcK
Citations Waiting for Citations Types Sources
12560037 PubMed citation Europe PMC
16375888 PubMed citation Europe PMC
22707864 PubMed citation Europe PMC
Last Modified
09 January 2017