8037. Quercitrin

Nomenclature

CAS number: 522-12-3
3-[(6-Deoxy-α-l-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one; quercitroside; quercimelin; quercetin-3-l-rhamnoside; thujin.
C21H20O11; mol wt 448.38.
C 56.25%, H 4.50%, O 39.25%.

Description and references

From Aesculus hippocastanum L., Hippocastanaceae: H"orhammer et al., Arch. Pharm. 292, 113 (1959). Structure: Zemplén et al., Ber. 61, 2486 (1928); Marchlewski, Skarzynski, Biochem. Z. 297, 56 (1938); Wolfrom, Thompson in R. L. Whistler, M. L. Wolfrom, Methods in Carbohydrate Chemistry vol. 1 (Academic Press, New York, 1962) p 202.

Properties

Yellow crystals from dil methanol or ethanol, mp 176-179°; from water, mp 167°. uv max (ethanol): 350, 258 nm (log ε 4.18, 4.30). Practically insol in cold water, ether; sol in alc; moderately sol in hot water; sol in aq alkaline solns with intense yellow color which is oxidized by air to brown.

Use

Has been used as textile dye. Flavine yellow shade is prepared by extracting quercitron bark with high pressure steam and consists mainly of quercitrin: Tisdale, Can. Text. J. 57, 44 (1941).