Linarin
Title: Linarin
CAS Registry Number: 480-36-4
CAS Name: 7-[[6-O-(6-Deoxy-a-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Additional Names: acacetin-b-rutinoside; linarigenin-glucoside; 5,7-dihydroxy-4¢-methoxyflavone-D-glucosido-L-rhamnoside; buddleoflavonoloside
Molecular Formula: C28H32O14
Molecular Weight: 592.55
Percent Composition: C 56.75%, H 5.44%, O 37.80%
Literature References: From the flowers of Linaria vulgaris Mill., Scrophulariaceae: Merz, Wu, Arch. Pharm. 274, 126 (1936); from Cirsium oleraceum Scop., Compositae: Wagner et al., ibid. 293, 1053 (1960). Structure: Baker et al., J. Chem. Soc. 1951, 691. Synthesis: Zemplén, Bognàr, Ber. 74, 1818 (1941).
 
Derivative Type: Monohydrate
Properties: Needles from methanol, mp 268-270°. [a]D26 -100° (0.07 g in 10 ml glacial acetic acid); [a]D24 -87° (0.05 g in pyridine). Practically insol in water and the usual organic solvents. Sol in nitrobenzene, phenol, aniline, pyridine, concd acids and alkalies. The water of crystn cannot be removed at 100° in vacuo over P2O5 (Merz); may be removed at 138° in high vacuum (Zemplén). Hydrolysis gives 5,7-dihydroxy-4¢-methoxyflavone, D-glucose, and L-rhamnose.
Melting point: mp 268-270°
Optical Rotation: [a]D26 -100° (0.07 g in 10 ml glacial acetic acid); [a]D24 -87° (0.05 g in pyridine)

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