References of (3S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,
17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
Title: Androstenediol
CAS Registry Number: 521-17-5
CAS Name: (3b,17b)-Androst-5-ene-3,17-diol
Synonyms: D5-androstene-3b,17b-diol
Molecular Formula: C19H30O2
Molecular Weight: 290.44
Percent Composition: C 78.57%, H 10.41%, O 11.02%
Literature References: Obtained from dehydroandrosterone: Butenandt, Hanisch,
Ber. 68, 1859 (1935);
Z. Physiol. Chem. 237, 89 (1935); Ruzicka, Wettstein,
Helv. Chim. Acta 18, 1264 (1935);
FIAT Final Report 996, 45 (1947); Levy, Kapp,
US 2521586 (1950 to Nopco Chem.).
Properties: Leaflets from acetone + petr ether, or from methanol or ethyl acetate. Sublimes in high vacuum. mp 184°. [a]D18 -55.5° (c = 0.4 in isopropanol). Insol in water.
Melting point: mp 184°
Optical Rotation: [a]D18 -55.5° (c = 0.4 in isopropanol)
Derivative Type: 3-Acetate
CAS Registry Number: 1639-43-6
Molecular Formula: C21H32O3
Molecular Weight: 332.48
Percent Composition: C 75.86%, H 9.70%, O 14.44%
Properties: Crystals from hexane, mp 147-148°.
Melting point: mp 147-148°
Derivative Type: 17-Acetate
CAS Registry Number: 5937-72-4
Molecular Formula: C21H32O3
Molecular Weight: 332.48
Percent Composition: C 75.86%, H 9.70%, O 14.44%
Properties: Crystals from hexane, mp 146.5-148.5°, [a]D18 -62.4° (alc).
Melting point: mp 146.5-148.5°
Optical Rotation: [a]D18 -62.4° (alc)
Derivative Type: Diacetate
CAS Registry Number: 2099-26-5
Molecular Formula: C23H34O4
Molecular Weight: 374.51
Percent Composition: C 73.76%, H 9.15%, O 17.09%
Properties: Leaflets from hexane, mp 165-166°, [a]D18 -56.5° (alc).
Melting point: mp 165-166°
Optical Rotation: [a]D18 -56.5° (alc)
Derivative Type: 17-Benzoate
Molecular Formula: C26H34O3
Molecular Weight: 394.55
Percent Composition: C 79.15%, H 8.69%, O 12.17%
Properties: Crystals from methanol, mp 220-222°.
Melting point: mp 220-222°
Derivative Type: 3-Acetate-17-benzoate
CAS Registry Number: 5953-63-9
Molecular Formula: C28H36O4
Molecular Weight: 436.58
Percent Composition: C 77.03%, H 8.31%, O 14.66%
Properties: Crystals, mp 180-182°.
Melting point: mp 180-182°
Derivative Type: Dipropionate
CAS Registry Number: 2297-30-5
Molecular Formula: C25H38O4
Molecular Weight: 402.57
Percent Composition: C 74.59%, H 9.51%, O 15.90%
NOTE: This is a controlled substance (anabolic steroid):
21 CFR, 1308.13, as defined in 1300.01.
Use: Dietary supplement for body building.