robinetinidol (CHEBI:68327)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	robinetinidol

ChEBI ID	CHEBI:68327

Definition	A pentahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 7, 3', 4' and 5'. Isolated from Acacia mearnsii, it exhibits inhibitory activity against α-amylase and lipase.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Wikipedia	License

Read full article at Wikipedia

Formula

C15H14O6

Net Charge

Average Mass

290.26810

Monoisotopic Mass

290.07904

InChI

InChI=1S/C15H14O6/c16-9-2-1-7-3-12(19)15(21-13(7)6-9)8-4-10(17)14(20)11(18)5-8/h1-2,4-6,12,15-20H,3H2/t12-,15+/m0/s1

InChIKey

GMPPKSLKMRADRM-SWLSCSKDSA-N

SMILES

O[C@H]1Cc2ccc(O)cc2O[C@@H]1c1cc(O)c(O)c(O)c1

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):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. 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).

ChEBI Ontology
Outgoing	robinetinidol (CHEBI:68327) has parent hydride (2S)-flavan (CHEBI:36103) robinetinidol (CHEBI:68327) has role EC 3.2.1.1 (α-amylase) inhibitor (CHEBI:50627) robinetinidol (CHEBI:68327) has role plant metabolite (CHEBI:76924) robinetinidol (CHEBI:68327) is a pentahydroxyflavan (CHEBI:72584)

Incoming	4'-O-methylrobinetinidol 3'-O-β-D-glucopyranoside (CHEBI:68328) has functional parent robinetinidol (CHEBI:68327) robinetinidol-(4α,8)-catechin (CHEBI:68333) has functional parent robinetinidol (CHEBI:68327) robinetinidol-(4α,8)-gallocatechin (CHEBI:68332) has functional parent robinetinidol (CHEBI:68327)

IUPAC Name

5-[(2R,3S)-3,7-dihydroxy-3,4-dihydro-2-chromen-2-yl]benzene-1,2,3-triol

Registry Number	Type	Source
39544	Reaxys Registry Number	Reaxys

Last Modified

02 June 2015