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CHEBI:2929 - auriculoside

ChEBI IDCHEBI:2929
ChEBI Nameauriculoside
Stars
DefinitionA flavan glycoside that is (2S)-flavan substituted by a methoxy group at position 4', hydroxy groups at positions 7 and 5' and a β-D-glucopyranosyloxy group at position 3 respectively.
Last Modified4 June 2015
DownloadsMolfile
FormulaC22H26O10
Net Charge0
Average Mass450.440
Monoisotopic Mass450.15260
SMILESCOc1c(O)cc([C@@H]2CCc3ccc(O)cc3O2)cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C22H26O10/c1-29-21-13(25)6-11(14-5-3-10-2-4-12(24)8-15(10)30-14)7-16(21)31-22-20(28)19(27)18(26)17(9-23)32-22/h2,4,6-8,14,17-20,22-28H,3,5,9H2,1H3/t14-,17+,18+,19-,20+,22+/m0/s1
InChIKeyIJMWYFHXJWRHQH-PSWNVJQFSA-N
Species of MetaboliteComponentSourceComments
Acacia auriculiformis (ncbitaxon:205027) - DOI (10.1016/0031-9422(80)80226-3)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
auriculoside (CHEBI:2929) has functional parent (2S)-flavan (CHEBI:36103)
auriculoside (CHEBI:2929) has role plant metabolite (CHEBI:76924)
auriculoside (CHEBI:2929) is a flavan glycoside (CHEBI:85938)
auriculoside (CHEBI:2929) is a hydroxyflavan (CHEBI:72010)
auriculoside (CHEBI:2929) is a methoxyflavan (CHEBI:72585)
auriculoside (CHEBI:2929) is a monosaccharide derivative (CHEBI:63367)
auriculoside (CHEBI:2929) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
3-hydroxy-5-[(2S)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-2-methoxyphenyl β-D-glucopyranoside
Synonym  Source
7,3',5'-Trihydroxy-4'-methoxyflavan 3'-glucosideKEGG COMPOUND
Manual XrefsDatabases
C09478KEGG COMPOUND
C00008764KNApSAcK
LMPK12020249LIPID MAPS
Registry NumbersSources
Reaxys:5664400Reaxys
CAS:75871-96-4KEGG COMPOUND