Title: Syringin
CAS Registry Number: 118-34-3
CAS Name: (E)-4-(3-Hydroxy-1-propenyl)-2,6-dimethoxyphenyl-b-D-glucopyranoside
Additional Names: 4-(3-hydroxypropenyl)-2,6-dimethoxyphenyl-D-glucoside; syringoside; ligustrin; lilacin; methoxyconiferine
Molecular Formula: C17H24O9
Molecular Weight: 372.37
Percent Composition: C 54.83%, H 6.50%, O 38.67%
Literature References: First isolated by Meillet in 1841 from bark of Syringa vulgaris L. (lilac): Ann. 40, 319 (1841). Prepn: Pauly, Strassberger, Ber. 62, 2277 (1929); Freudenberg, Schraube, Ber. 88, 16 (1955). Isoln from lilac bark: Freudenberg et al., Ber. 84, 472 (1951); from various plants: Plouvier, Compt. Rend. 254,4196 (1962); from cambial sap of spruce: Freudenberg, Harkin, Phytochemistry 2, 189 (1963).
Derivative Type: Monohydrate
Properties: Crystals from water, mp 192°. [a]D20 -8.2° (c = 2.43 in chloroform), -17.25° (water). Slightly sol in cold water; sol in hot water, alc. Practically insol in ether.
Melting point: mp 192°
Optical Rotation: [a]D20 -8.2° (c = 2.43 in chloroform), -17.25° (water)
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