CHEBI:65806 - dorsilurin I

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ChEBI Name dorsilurin I
ChEBI ID CHEBI:65806
Definition An extended flavonoid that is flavonol with additional hydroxy groups at position 5 and 3', a 2,2-dimethyldihydropyrano ring fused to ring A across positions 7 and 8, a prenyl group at position 6 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H34O7
Net Charge 0
Average Mass 506.58680
Monoisotopic Mass 506.23045
InChI InChI=1S/C30H34O7/c1-15(2)7-10-19-24(33)23-25(34)26(35)27(36-29(23)20-11-12-30(5,6)37-28(19)20)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
InChIKey LGOMXMSCNFANHV-NRFANRHFSA-N
SMILES CC(C)=CCc1c(O)c2c(oc(-c3ccc(C[C@H](O)C(C)=C)c(O)c3)c(O)c2=O)c2CCC(C)(C)Oc12
Metabolite of Species Details
Dorstenia psilurus (NCBI:txid106723) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): EC 3.2.1.20 (alpha-glucosidase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dorsilurin I (CHEBI:65806) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
dorsilurin I (CHEBI:65806) has role metabolite (CHEBI:25212)
dorsilurin I (CHEBI:65806) is a extended flavonoid (CHEBI:71037)
dorsilurin I (CHEBI:65806) is a flavonols (CHEBI:28802)
dorsilurin I (CHEBI:65806) is a pyranochromane (CHEBI:74632)
dorsilurin I (CHEBI:65806) is a trihydroxyflavone (CHEBI:27116)
IUPAC Name
3,5-dihydroxy-2-{3-hydroxy-4-[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]phenyl}-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-9,10-dihydro-4H,8H-pyrano[2,3-f]chromen-4-one
Synonym Source
7,8-(2,2-dimethyldihydropyrano)-5,3'-dihydroxy-6-prenyl-4'-(2S-hydroxy-3-methylbut-3-enyl)flavonol ChEBI
Registry Number Type Source
19384766 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19061390 PubMed citation Europe PMC
Last Modified
12 July 2013