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ChEBI
> Main
CHEBI:142029 - rauvomitine
Main
ChEBI Ontology
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ChEBI Name
rauvomitine
ChEBI ID
CHEBI:142029
Definition
A monoterpenoid indole alkaloid with formula C
30
H
34
N
2
O
5
.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Mark Williams
Supplier Information
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Formula
C30H34N2O5
Net Charge
0
Average Mass
502.602
Monoisotopic Mass
502.24677
InChI
InChI=1S/C30H34N2O5/c1-
6-
16-
15-
32-
21-
13-
18(16)
25-
22(32)
14-
30(19-
9-
7-
8-
10-
20(19)
31(2)
27(21)
30)
28(25)
37-
29(33)
17-
11-
23(34-
3)
26(36-
5)
24(12-
17)
35-
4/h6-
12,18,21-
22,25,27-
28H,13-
15H2,1-
5H3/b16-
6-
/t18-
,21-
,22-
,25-
,27-
,28+,30+/m0/s1
InChIKey
JHWXXJLDNKFDNH-OGWDYSPGSA-N
SMILES
[H]
[C@@]
12[C@@H]
3C[C@@]
4([C@@]
(N(C5=CC=CC=C54)
C)
([C@@]
6(C[C@H]
1/C(/CN36)
=C\C)
[H]
)
[H]
)
[C@@H]
2OC(C=7C=C(C(=C(C7)
OC)
OC)
OC)
=O
Metabolite of Species
Details
Rauvolfia obscura
(IPNI:81602-1)
Found in root
(BTO:0001188)
. See:
PubMed
Rauvolfia vomitoria
(NCBI:txid403115)
Found in fruit
(BTO:0000486)
. See: Iwu, M.M. (1980) Alkaloids of Rauwolfia vomitoria fruits. Planta. Med., 40, 13-16.
Rauvolfia vomitoria
(NCBI:txid403115)
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
rauvomitine (
CHEBI:142029
)
has functional parent
3,4,5-trimethoxybenzoic acid (
CHEBI:454991
)
rauvomitine (
CHEBI:142029
)
has role
plant metabolite (
CHEBI:76924
)
rauvomitine (
CHEBI:142029
)
is a
benzoate ester (
CHEBI:36054
)
rauvomitine (
CHEBI:142029
)
is a
monoterpenoid indole alkaloid (
CHEBI:65323
)
rauvomitine (
CHEBI:142029
)
is a
organic heterohexacyclic compound (
CHEBI:51914
)
rauvomitine (
CHEBI:142029
)
is a
tertiary amino compound (
CHEBI:50996
)
IUPAC Name
(16ξ,17
R
,19
E
)-ajmal-19-en-17-yl 3,4,5-trimethoxybenzoate
Synonyms
Sources
(−)-rauvomitine
KNApSAcK
rauvomitin
ChemIDplus
Manual Xref
Database
C00024334
KNApSAcK
View more database links
Registry Numbers
Types
Sources
466-57-9
CAS Registry Number
KNApSAcK
466-57-9
CAS Registry Number
ChemIDplus
Citations
Types
Sources
905421
PubMed citation
Europe PMC
948531
PubMed citation
Europe PMC
Last Modified
02 October 2018
General Comment
2018-10-02
Relevant article: Djerassi, C., Gorman, M., Pakrashi, S.C. and Woodward, R.B. (1956) The structures of tetraphyllicine, ajmalidine and rauvomitine. J. Am. Chem. Soc., 78(6), 1259-1260.