Avicularin - ALL Chemistry-Professional and Leading Custom Chemical Supplier

Avicularin

IUPAC Name
3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

Synonyms
Quercetin3-O-arabinofuranoside; 3-[[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)-2-oxolanyl]oxy]-2-(3,4-di hydroxyphenyl)-5,7-dihydroxy-1-benzopyran-4-one.

Description
Avicularin, also known as avicularoside, belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Avicularin exists as a solid, slightly soluble (in water), and a very weakly acidic compound (based on its pKa). Within the cell, avicularin is primarily located in the cytoplasm. Outside of the human body, avicularin can be found in a number of food items such as grape wine, apple, nuts, and fennel. This makes avicularin a potential biomarker for the consumption of these food products.

SMILES
C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H](O4)CO)O)O)O)O

InChI
InChI=1S/C20H18O11/c21-6-13-15(26)17(28)20(30-13)31-19-16(27)14-11(25)4-8(22)5-12(14)29-18(19)7-1-2-9(23)10(24)3-7/h1-5,13,15,17,20-26,28H,6H2/t13-,15-,17+,20-/m0/s1

Inquiry