CHEBI:3472 - cathenamine

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ChEBI Name cathenamine
ChEBI ID CHEBI:3472
Definition A yohimban alkaloid with formula C21H22N2O3, produced by Catharanthus roseus and Rauvolfia serpentina plant species.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H22N2O3
Net Charge 0
Average Mass 350.418
Monoisotopic Mass 350.16304
InChI InChI=1S/C21H22N2O3/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/h3-6,10-12,15,19,22H,7-9H2,1-2H3/t12-,15-,19-/m0/s1
InChIKey BXTHVTLKWJZGAA-ODYMNIRHSA-N
SMILES [H][C@@]12C[C@@]3([H])C(=CN1CCC1=C2NC2=C1C=CC=C2)[C@H](C)OC=C3C(=O)OC
Metabolite of Species Details
Catharanthus roseus (NCBI:txid4058) Found in cell suspension culture (BTO:0000221). See: DOI
Rauvolfia serpentina (NCBI:txid4060) 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 cathenamine (CHEBI:3472) has role plant metabolite (CHEBI:76924)
cathenamine (CHEBI:3472) is a methyl ester (CHEBI:25248)
cathenamine (CHEBI:3472) is a organic heteropentacyclic compound (CHEBI:38164)
cathenamine (CHEBI:3472) is a yohimban alkaloid (CHEBI:27358)
IUPAC Name
methyl 19α-methyl-16,17,20,21-tetradehydro-18-oxayohimban-16-carboxylate
Synonyms Sources
(−)-cathenamine ChEBI
16,17,20,21-tetradehydro-19α-methyl-18-oxayohimban-16-carboxylic acid methyl ester ChEBI
20,21-didehydroajmalicine ChEBI
cathenamine UniProt
Manual Xrefs Databases
C00051784 KNApSAcK
C11680 KEGG COMPOUND
CPD-21552 MetaCyc
View more database links
Registry Number Type Source
63661-74-5 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
10652285 PubMed citation Europe PMC
11549013 PubMed citation Europe PMC
11985599 PubMed citation Europe PMC
20432158 PubMed citation Europe PMC
24253886 PubMed citation Europe PMC
30256480 PubMed citation Europe PMC
34854134 PubMed citation Europe PMC
Last Modified
07 July 2022