CHEBI:58485 - 3-hydroxy-16-methoxy-2,3-dihydrotabersoninium

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ChEBI Name 3-hydroxy-16-methoxy-2,3-dihydrotabersoninium
ChEBI ID CHEBI:58485
Definition An indole alkaloid cation that is the conjugate acid of 3-hydroxy-16-methoxy-2,3-dihydrotabersonine, obtained by protonation of the tertiary amino function; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H29N2O4
Net Charge +1
Average Mass 385.47670
Monoisotopic Mass 385.21218
InChI InChI=1S/C22H28N2O4/c1-4-20-8-5-10-24-11-9-21(18(20)24)15-7-6-14(27-2)12-16(15)23-17(21)22(26,13-20)19(25)28-3/h5-8,12,17-18,23,26H,4,9-11,13H2,1-3H3/p+1/t17-,18+,20+,21+,22-/m1/s1
InChIKey MLIQIRKAHMVCDD-MMGCJVFTSA-O
SMILES CC[C@@]12C[C@@](O)([C@@H]3Nc4cc(OC)ccc4[C@@]33CC[NH+](CC=C1)[C@@H]23)C(=O)OC
ChEBI Ontology
Outgoing 3-hydroxy-16-methoxy-2,3-dihydrotabersoninium (CHEBI:58485) is a indole alkaloid cation (CHEBI:60521)
3-hydroxy-16-methoxy-2,3-dihydrotabersoninium (CHEBI:58485) is conjugate acid of 3-hydroxy-16-methoxy-2,3-dihydrotabersonine (CHEBI:18430)
Incoming 3-hydroxy-16-methoxy-2,3-dihydrotabersonine (CHEBI:18430) is conjugate base of 3-hydroxy-16-methoxy-2,3-dihydrotabersoninium (CHEBI:58485)
IUPAC Name
methyl 3β-hydroxy-16-methoxy-6,7-didehydro-2β,5α,12β,19α-aspidospermidin-9-inium-3α-carboxylate
Synonym Source
(3R)-3-hydroxy-16-methoxy-2,3-dihydrotabersonine UniProt
Last Modified
21 November 2017