CHEBI:141878 - akuammigine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name akuammigine
ChEBI ID CHEBI:141878
Definition A monoterpenoid indole alkaloid with formula C21H24N2O3, isolated from Vinca sardoa and Uncaria rhynchophylla.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
Download Molfile XML SDF
Formula C21H24N2O3
Net Charge 0
Average Mass 352.428
Monoisotopic Mass 352.17869
InChI InChI=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
InChIKey GRTOGORTSDXSFK-BMYCAMMWSA-N
SMILES C[C@H]1[C@@]2(CN3CCC=4C5=CC=CC=C5NC4[C@]3(C[C@@]2(C(=CO1)C(=O)OC)[H])[H])[H]
Metabolite of Species Details
Vinca sardoa (IPNI:82711-1) Found in aerial part (BTO:0001658). See: 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 (NCBI:txid43575) Isolated from hook-bearing branches. See: PubMed
Roles Classification
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 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
akuammigine ChemIDplus
Manual Xref Database
C00049103 KNApSAcK
View more database links
Registry Numbers Types Sources
642-17-1 CAS Registry Number ChemIDplus
642-17-1 CAS Registry Number KNApSAcK
Citations Waiting for Citations Types Sources
13068383 PubMed citation Europe PMC
14870388 PubMed citation Europe PMC
24899363 PubMed citation Europe PMC
6099269 PubMed citation Europe PMC
Last Modified
10 December 2018