CHEBI:65805 - dorsilurin H

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name dorsilurin H
ChEBI ID CHEBI:65805
Definition An 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.
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)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
InChIKey RPAGHTUIKDMNCP-NRFANRHFSA-N
SMILES CC(C)=CCc1c(O)c2CCC(C)(C)Oc2c2c1oc(-c1ccc(C[C@H](O)C(C)=C)c(O)c1)c(O)c2=O
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 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)flavonol ChEBI
Registry Number Type Source
19384767 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19061390 PubMed citation Europe PMC
Last Modified
12 July 2013