Title: Adrenosterone
CAS Registry Number: 382-45-6
CAS Name: Androst-4-ene-3,11,17-trione
Synonyms: Reichstein's substance G
Molecular Formula: C19H24O3
Molecular Weight: 300.39
Percent Composition: C 75.97%, H 8.05%, O 15.98%
Literature References: Prepn: Reichstein,
Helv. Chim. Acta 19, 29, 1107 (1936); Kendall
et al., J. Biol. Chem. 116, 267 (1936); Reichstein,
Helv. Chim. Acta 20, 817, 953 (1937). Total synthesis: Velluz
et al., Compt. Rend. 250, 1293 (1960). Crystal structure: Ohrt
et al., Acta Crystallogr. 19, 479 (1965). Metabolism: Bradlow
et al., Steroids 10, 233 (1967).
Properties: Needles from alcohol, mp 220-224°. Sublimes in high vacuum. Soly in water: 9.85 (23°), 15.2 (37°) mg/100 ml. Sol in alcohol, acetone, ether. [a]D20 +262° (abs alcohol); [a]255461 +364 ± 5° (c = 0.18 in abs alc). uv max: 235 nm.
Melting point: mp 220-224°
Optical Rotation: [a]D20 +262° (abs alcohol); [a]255461 +364 ± 5° (c = 0.18 in abs alc)
Absorption maximum: uv max: 235 nm