Title: Morindin
CAS Registry Number: 60450-21-7
CAS Name: 1,5-Dihydroxy-2-methyl-6-[(6-O-b-D-xylopyranosyl-b-D-glucopyranosyl)oxy]-9,10-anthracenedione
Additional Names: 2-[[6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-1,5-dihydroxy-6-methyl-9,10-anthracenedione
Molecular Formula: C27H30O14
Molecular Weight: 578.52
Percent Composition: C 56.05%, H 5.23%, O 38.72%
Literature References: From bark of Coprosma australis Forst. (C. grandifolia Hook.), Rubiaceae: Briggs, Dacre, J. Chem. Soc. 1948, 564. Structure: Briggs, Le Quesne, ibid. 1963, 3471. On acid hydrolysis yields the aglucone morindone. Synthesis and structure proof: B. Vermes et al., Phytochemistry 19, 119 (1980).
Properties: Yellow needles from glacial acetic acid, mp 169-171°. [a]D20 -90.0° (c = 0.054 in dioxane). Absorption max (ethanol): 230, 261, 448 nm (log e 4.15, 3.93, 3.57). Sol in cold water but on boiling forms a water insol form, b-morindin. Sol in dioxane, pyridine, acetone, methanol; slightly sol in ethanol, glacial acetic acid. Practically insol in ether, chloroform, benzene, petr ether.
Melting point: mp 169-171°
Optical Rotation: [a]D20 -90.0° (c = 0.054 in dioxane)
Absorption maximum: Absorption max (ethanol): 230, 261, 448 nm (log e 4.15, 3.93, 3.57) |