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ChEBI
> Main
CHEBI:141878 - akuammigine
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ChEBI Ontology
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ChEBI Name
akuammigine
ChEBI ID
CHEBI:141878
Definition
A monoterpenoid indole alkaloid with formula C
21
H
24
N
2
O
3
, isolated from
Vinca sardoa
and
Uncaria rhynchophylla
.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Mark Williams
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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
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