EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:132660 - isobrucine

ChEBI IDCHEBI:132660
ChEBI Nameisobrucine
Stars
DefinitionA monoterpenoid indole alkaloid with formula C23H26N2O4, originally isolated from the seeds of Strychnos nux-vomica.
Last Modified11 April 2017
Submitterliuqingping
DownloadsMolfile
FormulaC23H26N2O4
Net Charge0
Average Mass394.471
Monoisotopic Mass394.18926
SMILES[H][C@@]12C[C@]3([H])N(CC[C@@]34c3cc(OC)c(OC)cc3N3C(=O)CC=C1[C@]34[H])C/C2=C/CO
InChIInChI=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
InChIKeyXTGYWZXUYFAABL-XZZOEZDBSA-N
Species of MetaboliteComponentSourceComments
Strychnos nux-vomica (ncbitaxon:28545) seed (BTO:0001226) PubMed (2393954)
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)
isobrucine (CHEBI:132660) has role plant metabolite (CHEBI:76924)
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)
isobrucine (CHEBI:132660) is a δ-lactam (CHEBI:77727)
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 XrefsDatabases
3081763PubChem Compound
Registry NumbersSources
Reaxys:3635385Reaxys
Citations