AFZELECHIN Chemical Properties

Melting point:

252-254 °C (decomp)

Boiling point:

583.4±50.0 °C(Predicted)

Density 

1.492±0.06 g/cm3(Predicted)

solubility 

Soluble in DMSO

form 

Powder

pka

9?+-.0.60(Predicted)

color 

White to light brown

InChI

InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-6,13,15-19H,7H2/t13-,15+/m0/s1

InChIKey

RSYUFYQTACJFML-DZGCQCFKSA-N

SMILES

[C@H]1(C2=CC=C(O)C=C2)OC2=CC(O)=CC(O)=C2C[C@@H]1O

AFZELECHIN Usage And Synthesis

Uses

(+)-Afzelechin, isolated from rhizomes of Bergenia ligulata, is an alpha-glucosidase activity inhibitor with an ID50 (50% inhibition dose) value of 0.13 mM. (+)-Afzelechin can delay the absorption of carbohydrates in food to suppress postprandial hyperglycemia and hyperinsulinemia[1].

Definition

ChEBI: A tetrahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 5, 7 and 4' respectively.

References

[1] Junichi Saijyo, et al. Alpha-glucosidase Inhibitor From Bergenia Ligulata. J Oleo Sci. 2008;57(8):431-5. DOI:10.5650/jos.57.431

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