EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:68328 - 4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside

ChEBI IDCHEBI:68328
ChEBI Name4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside
Stars
ASCII Name4'-O-methylrobinetinidol 3'-O-beta-D-glucopyranoside
DefinitionA monosaccharide derivative that is 4'-O-methylrobinetinidol attached to a β-D-glucopyranosyl residue at position 3'. Isolated from Acacia mearnsii, it exhibits inhibitory activity against α-amylase.
Last Modified4 June 2015
DownloadsMolfile
FormulaC22H26O11
Net Charge0
Average Mass466.439
Monoisotopic Mass466.14751
SMILESCOc1c(O)cc([C@H]2Oc3cc(O)ccc3C[C@@H]2O)cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C22H26O11/c1-30-21-13(26)5-10(20-12(25)4-9-2-3-11(24)7-14(9)31-20)6-15(21)32-22-19(29)18(28)17(27)16(8-23)33-22/h2-3,5-7,12,16-20,22-29H,4,8H2,1H3/t12-,16+,17+,18-,19+,20+,22+/m0/s1
InChIKeySKDCNHZOXYIWDW-YOTCUMCBSA-N
Species of MetaboliteComponentSourceComments
Acacia mearnsii (ncbitaxon:139012) bark (BTO:0001301) PubMed (21192716) Spray-dried aqueous extract of bark
Roles Classification
Biological Roles:
EC 3.2.1.1 (alpha-amylase) inhibitor  An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of α-amylase (EC 3.2.1.1).
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)
4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside (CHEBI:68328) has functional parent robinetinidol (CHEBI:68327)
4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside (CHEBI:68328) has role EC 3.2.1.1 (α-amylase) inhibitor (CHEBI:50627)
4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside (CHEBI:68328) has role metabolite (CHEBI:25212)
4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside (CHEBI:68328) is a catechin (CHEBI:23053)
4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside (CHEBI:68328) is a flavan glycoside (CHEBI:85938)
4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside (CHEBI:68328) is a methoxyflavan (CHEBI:72585)
4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside (CHEBI:68328) is a monosaccharide derivative (CHEBI:63367)
4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside (CHEBI:68328) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
5-[(2R,3S)-3,7-dihydroxy-3,4-dihydro-2H-chromen-2-yl]-3-hydroxy-2-methoxyphenyl β-D-glucopyranoside
Registry NumbersSources
Reaxys:21299008Reaxys
Citations