CHEBI:142769 - precondylocarpine acetate

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ChEBI Name precondylocarpine acetate
ChEBI ID CHEBI:142769
Definition An organic cation which is an intermediate in the biosynthetic pathway leading to the synthesis of the monoterpenoid indole alkaloids, catharanthine and tabersonine.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C23H27N2O4
Net Charge +1
Average Mass 395.472
Monoisotopic Mass 395.19653
InChI InChI=1S/C23H27N2O4/c1-4-16-13-25-11-9-18-17-7-5-6-8-20(17)24-21(18)23(22(27)28-3,14-29-15(2)26)19(16)10-12-25/h4-8,13,19,24H,9-12,14H2,1-3H3/q+1/b16-4-/t19-,23-/m0/s1
InChIKey YCGQEMDBJBQBSW-ISNKGDJGSA-N
SMILES C12=C(C=CC=C1)NC=3[C@]([C@@]4(/C(/C=[N+](CC4)CCC32)=C\C)[H])(C(=O)OC)COC(C)=O
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
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ChEBI Ontology
Outgoing precondylocarpine acetate (CHEBI:142769) is a acetate ester (CHEBI:47622)
precondylocarpine acetate (CHEBI:142769) is a methyl ester (CHEBI:25248)
precondylocarpine acetate (CHEBI:142769) is a monoterpenoid indole alkaloid (CHEBI:65323)
precondylocarpine acetate (CHEBI:142769) is a organic cation (CHEBI:25697)
precondylocarpine acetate (CHEBI:142769) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name
(5E,6S,7S)-7-(acetoxymethyl)-5-ethylidene-7-(methoxycarbonyl)-1,2,5,6,7,8-hexahydro-3,6-ethanoazonino[5,4-b]indol-3-ium
Synonym Source
precondylocarpine acetate UniProt
Manual Xref Database
CPD-21551 MetaCyc
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Citations Waiting for Citations Types Sources
29511102 PubMed citation SUBMITTER
29724909 PubMed citation SUBMITTER
Last Modified
11 December 2018