CHEBI:142029 - rauvomitine

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ChEBI Name rauvomitine
ChEBI ID CHEBI:142029
Definition A monoterpenoid indole alkaloid with formula C30H34N2O5.
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 (Bronsted 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,17R,19E)-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 Waiting for 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.