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

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ChEBI Name 4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside
ChEBI ID CHEBI:68328
ChEBI ASCII Name 4'-O-methylrobinetinidol 3'-O-beta-D-glucopyranoside
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H26O11
Net Charge 0
Average Mass 466.43520
Monoisotopic Mass 466.14751
InChI InChI=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
InChIKey SKDCNHZOXYIWDW-YOTCUMCBSA-N
SMILES COc1c(O)cc(cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1Oc2cc(O)ccc2C[C@@H]1O
Metabolite of Species Details
Acacia mearnsii (NCBI:txid139012) Found in bark (BTO:0001301). Spray-dried aqueous extract of bark See: PubMed
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.
EC 3.2.1.1 (alpha-amylase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-amylase (EC 3.2.1.1).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 β-D-glucoside (CHEBI:22798)
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)
IUPAC Name
5-[(2R,3S)-3,7-dihydroxy-3,4-dihydro-2H-chromen-2-yl]-3-hydroxy-2-methoxyphenyl β-D-glucopyranoside
Registry Number Type Source
21299008 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21192716 PubMed citation Europe PMC
Last Modified
04 June 2015