CHEBI:65803 - dorsilurin F

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ChEBI Name dorsilurin F
ChEBI ID CHEBI:65803
Definition A 7-hydroxyflavonol substituted by additional hydroxy groups at positions 5 and 3' and prenyl groups at positions 6, 8 and 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 ZINC000040422954
Download Molfile XML SDF
Formula C30H34O6
Net Charge 0
Average Mass 490.58740
Monoisotopic Mass 490.23554
InChI InChI=1S/C30H34O6/c1-16(2)7-10-19-11-12-20(15-23(19)31)29-28(35)27(34)24-26(33)21(13-8-17(3)4)25(32)22(30(24)36-29)14-9-18(5)6/h7-9,11-12,15,31-33,35H,10,13-14H2,1-6H3
InChIKey BHIMYJSCHPQEQT-UHFFFAOYSA-N
SMILES CC(C)=CCc1ccc(cc1O)-c1oc2c(CC=C(C)C)c(O)c(CC=C(C)C)c(O)c2c(=O)c1O
Metabolite of Species Details
Dorstenia psilurus (NCBI:txid106723) Found in root (BTO:0001188). 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 3.2.1.20 (alpha-glucosidase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dorsilurin F (CHEBI:65803) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
dorsilurin F (CHEBI:65803) has role metabolite (CHEBI:25212)
dorsilurin F (CHEBI:65803) is a 7-hydroxyflavonol (CHEBI:52267)
IUPAC Name
3,5,7-trihydroxy-2-[3-hydroxy-4-(3-methylbut-2-en-1-yl)phenyl]-6,8-bis(3-methylbut-2-en-1-yl)-4H-chromen-4-one
Synonym Source
6,8,4'-triprenyl-5,7,3'-trihydroxyflavonol ChEBI
Registry Number Type Source
19384763 Reaxys Registry Number Reaxys
Citation
Tabopda TK, Ngoupayo J, Awoussong PK, Mitaine-Offer AC, Ali MS, Ngadjui BT, Lacaille-Dubois MA (2008)
Triprenylated flavonoids from Dorstenia psilurus and their alpha-glucosidase inhibition properties.
Journal of natural products 71, 2068-2072 [PubMed:19061390]
[show Abstract]
Last Modified
15 January 2013