Sumatrol

Title: Sumatrol
CAS Registry Number: 82-10-0
CAS Name: [2R-(2a,6aa,12aa)]-1,2,12,12a-Tetrahydro-5-hydroxy-8,9-dimethoxy-2-(1-methylethenyl)-[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one
Molecular Formula: C23H22O7
Molecular Weight: 410.42
Percent Composition: C 67.31%, H 5.40%, O 27.29%
Literature References: Present in resin from Derris sp., Leguminosae: Robertson, Rusby, J. Chem. Soc. 1937, 497. Isolated also from Tephrosia toxicaria Pers., Papilionaceae: Harper, ibid. 1940, 1178. Structure and stereochemistry: Harper, loc. cit.; Crombie, Peace, ibid. 1961, 5445.
Properties: Needles from alcohol, mp 195-196°. Needles from acetone, mp 183°; melts again at 194° after keeping for several days. [a]D20 -182° (c = 2.84 in benzene). Absorption max: 670 nm (e 4660). Practically insol in water; sparingly sol in methanol, cold acetic acid, moderately sol in benzene, ethyl acetate; sol in chloroform.
Melting point: mp 195-196°; mp 183°; melts again at 194°
Optical Rotation: [a]D20 -182° (c = 2.84 in benzene)
Absorption maximum: Absorption max: 670 nm (e 4660)
Status: This monograph has been retired and is no longer subject to revision or update.
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