Uranediol
Title: Uranediol
CAS Registry Number: 516-51-8
CAS Name: (3b,5a,17a,17ab)-17-Methyl-D-homoandrostane-3,17a-diol
Molecular Formula: C21H36O2
Molecular Weight: 320.51
Percent Composition: C 78.69%, H 11.32%, O 9.98%
Literature References: From pregnant mares' urine: Marker et al., J. Am. Chem. Soc. 60, 210, 1061, 1561, 2719 (1938); Klyne, Biochem. J. 43, 611 (1948); Brooks et al., ibid. 51, 694 (1952). Structure: Klyne, Nature 166, 559 (1950). Formation by acid hydrolysis of 5a-pregnane-3b,20b-diol: Hirschmann, Williams, J. Biol. Chem. 238, 2305 (1963). Configuration: Hirschmann et al., J. Org. Chem. 31, 375 (1966).
Properties: Needles from aq ethanol, mp 216-219°. Sublimes at 180° and 0.06-0.1 mm. [a]D15 +3.7° (c = 1.8 in chloroform).
Melting point: mp 216-219°
Optical Rotation: [a]D15 +3.7° (c = 1.8 in chloroform)
 
Derivative Type: Diacetate
Molecular Formula: C25H40O4
Molecular Weight: 404.58
Percent Composition: C 74.22%, H 9.97%, O 15.82%
Properties: Plates from aq methanol, mp 159.5-160.5°. Sublimes at 190° and 0.1 mm. [a]D20 -30.4° (c = 1.4 in chloroform); [a]D22 -29.6° (ethanol).
Melting point: mp 159.5-160.5°
Optical Rotation: [a]D20 -30.4° (c = 1.4 in chloroform); [a]D22 -29.6° (ethanol)
 
Derivative Type: Dibenzoate
Molecular Formula: C35H44O4
Molecular Weight: 528.72
Percent Composition: C 79.51%, H 8.39%, O 12.10%
Properties: Leaflets from chloroform + methanol, mp 209-210°. [a]D29 +18.6° (c = 1.05 in chloroform). uv max: 230, 272 nm (log e 4.43, 3.26).
Melting point: mp 209-210°
Optical Rotation: [a]D29 +18.6° (c = 1.05 in chloroform)
Absorption maximum: uv max: 230, 272 nm (log e 4.43, 3.26)

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