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

ChEBI IDCHEBI:139122
ChEBI Name(3R)-3-hydroxy-2,3-dihydrotabersonine
Stars
ASCII Name(3R)-3-hydroxy-2,3-dihydrotabersonine
DefinitionA monoterpenoid indole alkaloid obtained by formal hydration across the 2,3-double bond of tabersonine.
Last Modified21 November 2017
SubmitterSteve
DownloadsMolfile
FormulaC21H26N2O3
Net Charge0
Average Mass354.450
Monoisotopic Mass354.19434
SMILESCC[C@]12C=CCN3CC[C@@]4(c5ccccc5N[C@H]4[C@@](O)(C(=O)OC)C1)[C@@H]32
InChIInChI=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
InChIKeyGITWMSHGVHCOTC-GZSKETOLSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
(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 Relation(s)
(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-carboxylateChEBI
Manual XrefsDatabases
CPD-19898MetaCyc
Registry NumbersSources
Reaxys:4573506Reaxys
Citations