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CHEBI:141878 - akuammigine

ChEBI IDCHEBI:141878
ChEBI Nameakuammigine
Stars
DefinitionA monoterpenoid indole alkaloid with formula C21H24N2O3, isolated from Vinca sardoa and Uncaria rhynchophylla.
Last Modified10 December 2018
Submittermwilliams
DownloadsMolfile
FormulaC21H24N2O3
Net Charge0
Average Mass352.434
Monoisotopic Mass352.17869
SMILES[H][C@@]12CN3CCc4c(nc5ccccc45)[C@@]3([H])C[C@]1([H])C(C(=O)OC)=CO[C@H]2C
InChIInChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16-,19+/m0/s1
InChIKeyGRTOGORTSDXSFK-BMYCAMMWSA-N
Species of MetaboliteComponentSourceComments
Vinca sardoa (IPNI:82711-1) aerial part (BTO:0001658) Article (Nicoletti, M., Serafini, M., Federici, E., Galeffi, C. and Poli, F. (1998) Indole alkaloids from aerial parts of Vinca sardoa. Phytochemistry, 47(1), 149-151.)
Uncaria rhynchophylla (ncbitaxon:43575) - PubMed (24899363) Isolated from hook-bearing branches.
Roles Classification
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)
akuammigine (CHEBI:141878) has role plant metabolite (CHEBI:76924)
akuammigine (CHEBI:141878) is a methyl ester (CHEBI:25248)
akuammigine (CHEBI:141878) is a monoterpenoid indole alkaloid (CHEBI:65323)
akuammigine (CHEBI:141878) is a organic heteropentacyclic compound (CHEBI:38164)
IUPAC Name 
methyl (3β,19α,20α)-19-methyl-16,17-didehydro-18-oxayohimban-16-carboxylate
Synonym  Source
akuammigineChemIDplus
Manual XrefsDatabases
C00049103KNApSAcK
Registry NumbersSources
CAS:642-17-1KNApSAcK
CAS:642-17-1ChemIDplus
Citations