CHEBI:132660 - isobrucine

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ChEBI Name isobrucine
ChEBI ID CHEBI:132660
Definition A monoterpenoid indole alkaloid with formula C23H26N2O4, originally isolated from the seeds of Strychnos nux-vomica.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
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Formula C23H26N2O4
Net Charge 0
Average Mass 394.464
Monoisotopic Mass 394.18926
InChI InChI=1S/C23H26N2O4/c1-28-18-10-16-17(11-19(18)29-2)25-21(27)4-3-14-15-9-20-23(16,22(14)25)6-7-24(20)12-13(15)5-8-26/h3,5,10-11,15,20,22,26H,4,6-9,12H2,1-2H3/b13-5-/t15-,20-,22-,23+/m0/s1
InChIKey XTGYWZXUYFAABL-XZZOEZDBSA-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(=C(C6)OC)OC)[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 )
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ChEBI Ontology
Outgoing isobrucine (CHEBI:132660) has role plant metabolite (CHEBI:76924)
isobrucine (CHEBI:132660) is a δ-lactam (CHEBI:77727)
isobrucine (CHEBI:132660) is a aromatic ether (CHEBI:35618)
isobrucine (CHEBI:132660) is a monoterpenoid indole alkaloid (CHEBI:65323)
isobrucine (CHEBI:132660) is a olefinic compound (CHEBI:78840)
isobrucine (CHEBI:132660) is a organic heterohexacyclic compound (CHEBI:51914)
isobrucine (CHEBI:132660) is a primary alcohol (CHEBI:15734)
isobrucine (CHEBI:132660) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(3aR,11bS,12S,13aS,14E)-14-(2-hydroxyethylidene)-5,6-dimethoxy-2,3,10,12,13,13a-hexahydro-9H,11bH-1,12-ethanopyrido[1,2,3-lm]pyrrolo[2,3-d]carbazol-9-one
Manual Xref Database
3081763 PubChem
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Registry Number Type Source
3635385 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
2393954 PubMed citation Europe PMC
7912074 PubMed citation Europe PMC
7945866 PubMed citation Europe PMC
Last Modified
11 April 2017