CHEBI:18106 - deacetylipecoside

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name deacetylipecoside
ChEBI ID CHEBI:18106
Definition An isoquinoline alkaloid consisting of β-D-glucose having a (2S,3R,4S)-3-ethenyl-4-{[(1R)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinolinium-1-yl]methyl}-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl group attached at the anomeric centre.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14101, CHEBI:23565, CHEBI:4337
Supplier Information
Download Molfile XML SDF
Formula C25H33NO11
Net Charge 0
Average Mass 523.52966
Monoisotopic Mass 523.20536
InChI InChI=1S/C25H33NO11/c1-3-12-14(7-16-13-8-18(29)17(28)6-11(13)4-5-26-16)15(23(33)34-2)10-35-24(12)37-25-22(32)21(31)20(30)19(9-27)36-25/h3,6,8,10,12,14,16,19-22,24-32H,1,4-5,7,9H2,2H3/t12-,14+,16-,19-,20-,21+,22-,24+,25+/m1/s1
InChIKey MTAVTRZTGFLKSC-MDXCLUIBSA-N
SMILES [H][C@]1(C[C@@]2([H])[C@@H](C=C)[C@@H](OC=C2C(=O)OC)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)NCCc2cc(O)c(O)cc12
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing deacetylipecoside (CHEBI:18106) is a β-D-glucoside (CHEBI:22798)
deacetylipecoside (CHEBI:18106) is a isoquinoline alkaloid (CHEBI:24921)
deacetylipecoside (CHEBI:18106) is a methyl ester (CHEBI:25248)
deacetylipecoside (CHEBI:18106) is conjugate base of deacetylipecoside(1+) (CHEBI:58379)
Incoming deacetylipecoside(1+) (CHEBI:58379) is conjugate acid of deacetylipecoside (CHEBI:18106)
IUPAC Name
methyl (2S,3R,4S)-3-ethenyl-4-{[(1R)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-2-(β-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate
Synonym Source
Deacetylipecoside KEGG COMPOUND
Manual Xref Database
C07307 KEGG COMPOUND
View more database links
Last Modified
07 February 2024