8033. Quercetagetin

Nomenclature

CAS number: 90-18-6
2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-1-benzopyran-4-one; 3,3′,4′,5,6,7-hexahydroxyflavone; 6-hydroxycyanidenolon 1555.
C15H10O8; mol wt 318.24.
C 56.61%, H 3.17%, O 40.22%.

Description and references

From flowers of French marigold, Tagetes patula Linn., Compositae: Perkin, J. Chem. Soc. 103, 209 (1913). Synthesis: Baker et al., ibid. 1929, 74; Rao, Seshadri, Proc. Indian Acad. Sci. 23A, 23 (1946), C.A. 40, 50522 (1946).

Chemical structure

Derivative

Dihydrate.

Properties

Pale yellow needles from dil alcohol, mp 318°. uv max (alc): 259, 361 nm (log ε 4.23, 4.34). Sol in hot alcohol; sparingly sol in boiling water.

Derivative

Hexaacetate.
C27H22O14; mol wt 570.46.
C 56.85%, H 3.89%, O 39.27%.

Properties

Needles from alcohol + acetic acid, mp 209-211°. Sparingly sol in alc.

Derivative

7-Glucoside.

Nomenclature

Quercetagitrin.
C21H20O13; mol wt 480.38.
C 52.51%, H 4.20%, O 43.30%.

Description and references

From flowers of the African marigold, Tagetes erecta L., Compositae: Rao, Seshadri, Proc. Indian Acad. Sci. 14A, 289 (1941), C.A. 36, 25553 (1942); from Chrysanthemum coronarium L., Compositae: Anyas, Steelink, Arch. Biochem. Biophys. 90, 63 (1960). Structure: Rajagopalan, Seshadri, Proc. Indian Acad. Sci. 28A, 31 (1948), C.A. 43, 4265b (1949).

Properties

Crystals from aqueous pyridine, dec 236-238°. uv max (95% ethanol): 260, 272, 362 nm.