Title: Hederagenin
CAS Registry Number: 465-99-6
CAS Name: (3b,4a)-3,23-Dihydroxyolean-12-en-28-oic acid
Additional Names: caulosapogenin; melanthigenin
Molecular Formula: C30H48O4
Molecular Weight: 472.70
Percent Composition: C 76.23%, H 10.24%, O 13.54%
Literature References: Occurs as glycoside in many saponins, see a-Hederin. Isoln and structure: van der Haar, Arch. Pharm. 250, 424 (1912); Ruzicka et al., Helv. Chim. Acta 28, 380 (1945); Haynes et al., J. Chem. Soc. 1963, 744. Identity with melanthigenin: Mustafa, Soliman, ibid. 1943, 70. Identity with caulosapogenin: McShefferty, Stenlake, ibid. 1956, 2314. Molecular and crystal structure: R. Roques et al., Acta Crystallogr. B34, 1634 (1978). See also a- and b-Amyrin and Oleanolic Acid.
Properties: Crystals from alc, mp 332-334°. [a]D20 +81° (c = 0.7 in pyridine). Freely sol in pyridine; sol in chloroform-alcohol mixtures; slowly sol in alcohol; practically insol in water; sol in dil alcoholic NaOH, but not in water solns of alkalies.
Melting point: mp 332-334°
Optical Rotation: [a]D20 +81° (c = 0.7 in pyridine)
Derivative Type: Diacetate
Properties: mp 172-174°. [a]D20 +64° (CHCl3).
Melting point: mp 172-174°
Optical Rotation: [a]D20 +64° (CHCl3)
Derivative Type: Methyl ester
Properties: mp 240°. [a]D23 +76° (c = 0.8 in CHCl3).
Melting point: mp 240°
Optical Rotation: [a]D23 +76° (c = 0.8 in CHCl3)

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