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> Main
CHEBI:141897 - dregamine
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ChEBI Name
dregamine
ChEBI ID
CHEBI:141897
Definition
A monoterpenoid indole alkaloid with formula C
21
H
26
N
2
O
3
, isolated from several species of
Tabernaemontana
.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Mark Williams
Supplier Information
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Formula
C21H26N2O3
Net Charge
0
Average Mass
354.444
Monoisotopic Mass
354.19434
InChI
InChI=1S/C21H26N2O3/c1-
4-
12-
11-
23(2)
17-
9-
15-
13-
7-
5-
6-
8-
16(13)
22-
20(15)
18(24)
10-
14(12)
19(17)
21(25)
26-
3/h5-
8,12,14,17,19,22H,4,9-
11H2,1-
3H3/t12-
,14-
,17-
,19-
/m0/s1
InChIKey
FFVRRQMGGGTQRH-YWKPPDPDSA-N
SMILES
CC[C@H]1CN(C)[C@]2(CC=3C4=CC=CC=C4NC3C(C[C@@]1([C@@H]2C(=O)OC)[H])=O)[H]
Metabolite of Species
Details
Tabernaemontana divaricata
(NCBI:txid52861)
See: Liying, H., Yunli, Z., Zhaoming, L. and Chun, W. 'Studies on the alkaloids of erchagouyahua (Ervatamia divaricata)' (1997). Chinese Traditional and Herbal Drugs, vol 28(8), p 451-454.
Tabernaemontana elegans
(NCBI:txid761068)
Found in root
(BTO:0001188)
. See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
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
dregamine (
CHEBI:141897
)
has role
plant metabolite (
CHEBI:76924
)
dregamine (
CHEBI:141897
)
is a
alkaloid ester (
CHEBI:38481
)
dregamine (
CHEBI:141897
)
is a
methyl ester (
CHEBI:25248
)
dregamine (
CHEBI:141897
)
is a
monoterpenoid indole alkaloid (
CHEBI:65323
)
dregamine (
CHEBI:141897
)
is a
organic heterotetracyclic compound (
CHEBI:38163
)
dregamine (
CHEBI:141897
)
is a
tertiary amino compound (
CHEBI:50996
)
Synonyms
Sources
(−)-dregamine
KNApSAcK
20-epitabernemontanine
KNApSAcK
Manual Xref
Database
C00025859
KNApSAcK
View more database links
Registry Numbers
Types
Sources
2299-26-5
CAS Registry Number
ChemIDplus
2299-26-5
CAS Registry Number
KNApSAcK
95953
Reaxys Registry Number
Reaxys
Citations
Types
Sources
13740864
PubMed citation
Europe PMC
14426722
PubMed citation
Europe PMC
5516405
PubMed citation
Europe PMC
Last Modified
06 March 2020