Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:3472 - cathenamine
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
cathenamine
ChEBI ID
CHEBI:3472
Definition
A yohimban alkaloid with formula C
21
H
22
N
2
O
3
, produced by
Catharanthus roseus
and
Rauvolfia serpentina
plant species.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
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
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