CHEBI:68327 - robinetinidol

ChEBI IDCHEBI:68327
ChEBI Namerobinetinidol
Stars
DefinitionA 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.
Last Modified2 June 2015
DownloadsMolfile
FormulaC15H14O6
Net Charge0
Average Mass290.271
Monoisotopic Mass290.07904
SMILESOc1ccc2c(c1)O[C@H](c1cc(O)c(O)c(O)c1)[C@@H](O)C2
InChIInChI=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
InChIKeyGMPPKSLKMRADRM-SWLSCSKDSA-N
Wikipedia
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).
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)
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 Relation(s)
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
Manual XrefsDatabases
RobinetinidolWikipedia
LMPK12020017LIPID MAPS
Registry NumbersSources
Reaxys:39544Reaxys
Citations