Structural Formula Vector Image
Title: Aloe-Emodin
CAS Registry Number: 481-72-1
CAS Name: 1,8-Dihydroxy-3-(hydroxymethyl)-9,10-anthracenedione
Additional Names: 1,8-dihydroxy-3-(hydroxymethyl)anthraquinone; 3-hydroxymethylchrysazin; rhabarberone
Molecular Formula: C15H10O5
Molecular Weight: 270.24
Percent Composition: C 66.67%, H 3.73%, O 29.60%
Literature References: Occurs in the free state and as a glycoside in Rheum (rhubarb), in senna leaves and in various species of Aloe (Liliaceae). Isolation: Condo-Vissicchio, Arch. Pharm. 247, 81 (1909); Mary et al., J. Am. Pharm. Assoc. 45, 229 (1956). Prepn: Cahn, Simonsen, J. Chem. Soc. 1932, 2573; Hay, Haynes, ibid. 1956, 3141; Bapat et al., Tetrahedron Letters no. 5, 15 (1960). HPLC determn in plasma: M. Zaffaroni et al., J. Chromatogr. B 796, 113 (2003).
Properties: Orange needles from toluene, mp 223-224°. Sublimes in CO2 stream. Absorption spectrum: Stone, Furman, J. Am. Chem. Soc. 68, 2742 (1946). Freely sol in hot alcohol, in ether, in benzene with yellow color, in ammonia water and in sulfuric acid with crimson color.
Melting point: mp 223-224°
Derivative Type: Trimethyl ether
Molecular Formula: C18H16O5
Molecular Weight: 312.32
Percent Composition: C 69.22%, H 5.16%, O 25.61%
Properties: Orange needles from acetic acid, mp 163°.
Melting point: mp 163°
Derivative Type: Triacetate
Molecular Formula: C21H16O8
Molecular Weight: 396.35
Percent Composition: C 63.64%, H 4.07%, O 32.29%
Properties: Yellow needles from benzene, mp 175-177°.
Melting point: mp 175-177°
NOTE: See also Emodin.
Therap-Cat: Cathartic.
Keywords: Laxative/Cathartic.

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