CHEBI:139122 - (3R)-3-hydroxy-2,3-dihydrotabersonine

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ChEBI Name (3R)-3-hydroxy-2,3-dihydrotabersonine
ChEBI ID CHEBI:139122
ChEBI ASCII Name (3R)-3-hydroxy-2,3-dihydrotabersonine
Definition A monoterpenoid indole alkaloid obtained by formal hydration across the 2,3-double bond of tabersonine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H26N2O3
Net Charge 0
Average Mass 354.444
Monoisotopic Mass 354.19434
InChI InChI=1S/C21H26N2O3/c1-3-19-9-6-11-23-12-10-20(17(19)23)14-7-4-5-8-15(14)22-16(20)21(25,13-19)18(24)26-2/h4-9,16-17,22,25H,3,10-13H2,1-2H3/t16-,17+,19+,20+,21-/m1/s1
InChIKey GITWMSHGVHCOTC-GZSKETOLSA-N
SMILES [C@@]123[C@@H](NC4=C1C=CC=C4)[C@](C[C@]5([C@@H]2N(CC=C5)CC3)CC)(C(=O)OC)O
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 (3R)-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139122) has functional parent tabersonine (CHEBI:16776)
(3R)-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139122) has role plant metabolite (CHEBI:76924)
(3R)-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139122) is a alkaloid ester (CHEBI:38481)
(3R)-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139122) is a methyl ester (CHEBI:25248)
(3R)-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139122) is a monoterpenoid indole alkaloid (CHEBI:65323)
(3R)-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139122) is a organic heteropentacyclic compound (CHEBI:38164)
(3R)-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139122) is a tertiary alcohol (CHEBI:26878)
(3R)-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139122) is a tertiary amino compound (CHEBI:50996)
(3R)-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139122) is conjugate base of (3R)-3-hydroxy-2,3-dihydrotabersoninium (CHEBI:138461)
Incoming (3R)-3-hydroxy-2,3-dihydrotabersoninium (CHEBI:138461) is conjugate acid of (3R)-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139122)
IUPAC Name
methyl (2β,3β,5α,12β,19α)-3-hydroxy-6,7-didehydroaspidospermidine-3-carboxylate
Synonym Source
methyl 3β-hydroxy-6,7-didehydro-2β,5α,12β,19α-aspidospermidine-3α-carboxylate ChEBI
Manual Xref Database
CPD-19898 MetaCyc
View more database links
Registry Number Type Source
4573506 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
25918424 PubMed citation Europe PMC
Last Modified
21 November 2017