Androsterone
Title: Androsterone
CAS Registry Number: 53-41-8
CAS Name: (3a,5a)-3-Hydroxyandrostan-17-one
Additional Names: cis-androsterone; 3a-hydroxy-17-androstanone; androstan-3a-ol-17-one; 3a-hydroxyetioallocholan-17-one; 3-epihydroxyetioallocholan-17-one
Molecular Formula: C19H30O2
Molecular Weight: 290.44
Percent Composition: C 78.57%, H 10.41%, O 11.02%
Literature References: Isolation from male urine after removal of the phenolic estrogen fraction: Butenandt, Tscherning, Z. Physiol. Chem. 229, 167 (1934); v. Euw, Reichstein, Helv. Chim. Acta 25, 988 (1942). Prepn from cholesterol: Ruzicka, ibid. 17, 1389 (1934); Marker, J. Am. Chem. Soc. 57, 1755 (1935); Schoeller et al., US 2232735 (1941 to Schering).
Properties: Crystals from acetone-ether, mp 185-185.5°. Sublimes in high vacuum. [a]D20 +94.6° (c = 0.7 in abs alc). [a]D15 +87.8° (c = 1.5 in dioxane). Not precipitated by digitonin. Barely soluble in water. Sol in most organic solvents.
Melting point: mp 185-185.5°
Optical Rotation: [a]D20 +94.6° (c = 0.7 in abs alc); [a]D15 +87.8° (c = 1.5 in dioxane)
 
Derivative Type: Acetate
Molecular Formula: C21H32O3
Molecular Weight: 332.48
Percent Composition: C 75.86%, H 9.70%, O 14.44%
Properties: Crystals from ether, sublimes in high vac, mp 165°, [a]D14 +76.7° (c = 2.04 in dioxane); [a]D25 +86° (c = 2 in ethanol).
Melting point: mp 165°
Optical Rotation: [a]D14 +76.7° (c = 2.04 in dioxane); [a]D25 +86° (c = 2 in ethanol)
 
Derivative Type: Propionate
Molecular Formula: C22H34O3
Molecular Weight: 346.50
Percent Composition: C 76.26%, H 9.89%, O 13.85%
Properties: mp 151-152°.
Melting point: mp 151-152°
 
Derivative Type: Benzoate
Molecular Formula: C26H34O3
Molecular Weight: 394.55
Percent Composition: C 79.15%, H 8.69%, O 12.17%
Properties: mp 178°.
Melting point: mp 178°

Others monographs:
AplavirocTriethylene GlycolLead ThiocyanateHelveticoside
BifemelaneCalcium MesoxalateDiethazineSorbic Alcohol
Dicobalt OctacarbonylBrevetoxinsAntivenin (Latrodectus mactans)Rumex
Chloramine-BScopariusMeralein SodiumQuinestradiol
©2016 DrugLead US FDA&EMEA