matsudone A (CHEBI:66685)

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66685 - matsudone A

ChEBI ID	CHEBI:66685
ChEBI Name	matsudone A
Stars
Definition	A glycosyloxyflavone that is 5,3',4'-trihydroxyflavone substituted by a β-D-glucopyranosyloxy group at position 3 and a 2'',2''-dimethylpyrano ring fused across positions 7 and 8. Isolated from the leaves of Salix matsudana, it acts as a cyclooxygenase 2 inhibitor.
Last Modified	12 July 2013
Downloads	Molfile

Formula	C26H26O12
Net Charge	0
Average Mass	530.482
Monoisotopic Mass	530.14243
SMILES	CC1(C)C=Cc2c(cc(O)c3c(=O)c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)c(-c4ccc(O)c(O)c4)oc23)O1
InChI	InChI=1S/C26H26O12/c1-26(2)6-5-11-15(38-26)8-14(30)17-19(32)24(37-25-21(34)20(33)18(31)16(9-27)35-25)22(36-23(11)17)10-3-4-12(28)13(29)7-10/h3-8,16,18,20-21,25,27-31,33-34H,9H2,1-2H3/t16-,18-,20+,21-,25+/m1/s1
InChIKey	IVILUDSFUSZAPC-HWZJXXSZSA-N

Species of Metabolite	Component	Source	Comments
Salix matsudana (ncbitaxon:349989)	leaf (BTO:0000713)	PubMed (18794770)

Roles Classification

Biological Roles:

cyclooxygenase 2 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.

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)
	matsudone A (CHEBI:66685) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
	matsudone A (CHEBI:66685) has role metabolite (CHEBI:25212)
	matsudone A (CHEBI:66685) is a extended flavonoid (CHEBI:71037)
	matsudone A (CHEBI:66685) is a glycosyloxyflavone (CHEBI:50018)
	matsudone A (CHEBI:66685) is a monosaccharide derivative (CHEBI:63367)
	matsudone A (CHEBI:66685) is a pyranochromane (CHEBI:74632)
	matsudone A (CHEBI:66685) is a trihydroxyflavone (CHEBI:27116)
	matsudone A (CHEBI:66685) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
2-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-3-yl β-D-glucopyranoside

Synonym	Source
7,8-(2'',2''-dimethylpyrano)-5,3',4'-trihydroxyflavone-3-O-β-D-glucopyranoside	ChEBI

Registry Numbers	Sources
Reaxys:18597782	Reaxys

Citations