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CHEBI:65805 - dorsilurin H

ChEBI IDCHEBI:65805
ChEBI Namedorsilurin H
Stars
DefinitionAn extended flavonoid that is 7-hydroxyflavonol with an additional hydroxy group at position 3', a 2,2-dimethyldihydropyrano ring fused to ring A across positions 5 and 6, a prenyl group at position 8 and a (2S)-2-hydroxy-3-methylbut-3-en-1-yl group at position 4'. Isolated from the roots of Dorstenia psilurus, it exhibits α-glucosidase inhibitory activity.
Last Modified12 July 2013
DownloadsMolfile
FormulaC30H34O7
Net Charge0
Average Mass506.595
Monoisotopic Mass506.23045
SMILESC=C(C)[C@@H](O)Cc1ccc(-c2oc3c(CC=C(C)C)c(O)c4c(c3c(=O)c2O)OC(C)(C)CC4)cc1O
InChIInChI=1S/C30H34O7/c1-15(2)7-10-19-24(33)20-11-12-30(5,6)37-29(20)23-25(34)26(35)27(36-28(19)23)18-9-8-17(22(32)14-18)13-21(31)16(3)4/h7-9,14,21,31-33,35H,3,10-13H2,1-2,4-6H3/t21-/m0/s1
InChIKeyRPAGHTUIKDMNCP-NRFANRHFSA-N
Species of MetaboliteComponentSourceComments
Dorstenia psilurus (ncbitaxon:106723) root (BTO:0001188) PubMed (19061390)
Roles Classification
Biological Roles:
EC 3.2.1.20 (alpha-glucosidase) inhibitor  An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of α-glucosidase (EC 3.2.1.20).
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)
dorsilurin H (CHEBI:65805) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
dorsilurin H (CHEBI:65805) has role metabolite (CHEBI:25212)
dorsilurin H (CHEBI:65805) is a 7-hydroxyflavonol (CHEBI:52267)
dorsilurin H (CHEBI:65805) is a extended flavonoid (CHEBI:71037)
dorsilurin H (CHEBI:65805) is a pyranochromane (CHEBI:74632)
dorsilurin H (CHEBI:65805) is a trihydroxyflavone (CHEBI:27116)
IUPAC Name 
5,9-dihydroxy-8-{3-hydroxy-4-[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]phenyl}-2,2-dimethyl-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H,10H-pyrano[2,3-f]chromen-10-one
Synonym  Source
5,6-(2,2-dimethyldihydropyrano)-7,3'-dihydroxy-8-prenyl-4'-(2S-hydroxy-3-methylbut-3-enyl)flavonolChEBI
Registry NumbersSources
Reaxys:19384767Reaxys
Citations