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Name	5alpha-Androstane-3b,17b-diol	EINECS	209-334-3
CAS No.	571-20-0	Density	1.09g/cm³
PSA	40.46000	LogP	3.75090
Solubility	N/A	Melting Point	161 °C
Formula	C19H32 O2	Boiling Point	415°Cat760mmHg
Molecular Weight	292.462	Flash Point	186°C
Transport Information	N/A	Appearance	N/A
Safety	Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating vapors.	Risk Codes	36/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	5a-Androstane-3b,17b-diol (7CI,8CI); 3b,17b-Androstanediol; 3b,17b-Dihydroxy-5a-androstane; 3b-Adiol; Maxterone; NSC 50891	Article Data	120

5alpha-Androstane-3b,17b-diol Synthetic route

: 1239-31-2
3β-acetoxy-5α-androstan-17-one

: 571-20-0
5-androgen-3,17-diol

Conditions

Conditions	Yield
With diisobutylaluminium hydride; nickel dichloride In dichloromethane; toluene at -78℃; for 0.25h; Inert atmosphere;	99%
Multi-step reaction with 2 steps 1: 97 percent / NaBH4 / methanol / 1 h / 0 - 20 °C 2: 95 percent / NaOH / methanol / 0.17 h / Heating View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; methanol / 0.42 h / 20 °C / Inert atmosphere 2: potassium carbonate / methanol / 24 h / 20 °C / Inert atmosphere View Scheme

: 481-29-8
Epiandrosterone

: 571-20-0
5-androgen-3,17-diol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 0 - 20℃;	95%
With ethanol; nickel Hydrogenation;
With hydrogenchloride; acetic acid; platinum Hydrogenation.;

: 3090-70-8
(3S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate

: 571-20-0
5-androgen-3,17-diol

Conditions

Conditions	Yield
With sodium hydroxide In methanol for 0.166667h; Heating;	95%
With potassium carbonate In methanol at 20℃; for 24h; Inert atmosphere;	89%
With sodium hydroxide In methanol Yield given;

: 1239-31-2
3β-acetoxy-5α-androstan-17-one

A: 3090-70-8
(3S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate

B: 571-20-0
5-androgen-3,17-diol

Conditions

Conditions	Yield
With sodium tetrahydroborate In 1,4-dioxane; methanol for 6h; Ambient temperature; Yields of byproduct given;	A 86% B n/a
With sodium tetrahydroborate In 1,4-dioxane; methanol for 6h; Ambient temperature; Yields of byproduct given;	A n/a B 760 mg

: 16992-89-5
3α-hydroxyandrost-4-en-17β-yl acetate

A: 571-20-0
5-androgen-3,17-diol

B: 1852-53-5
androstanediol

C: 17β-ethoxy-5β-androstane-3α,4β-diol

D: 5β-androstane-3α,4β,17β-triol

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide; diborane Product distribution; multistep reaction: 1.) THF, 0 deg C, 4 h, 2.) overnight; hydroboration of androst-4-enes; stereochemical aspects;	A n/a B n/a C 21% D 63%
With sodium hydroxide; dihydrogen peroxide; diborane 1.) THF, 0 deg C, 4 h, 2.) overnight; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With sodium hydroxide; dihydrogen peroxide; diborane 1.) THF, 0 deg C, 4 h, 2.) overnight; Yield given. Multistep reaction. Yields of byproduct given;

: 846-46-8
androstanedione

A: 481-29-8
Epiandrosterone

B: 53-41-8
cis-androsterone

C: 571-20-0
5-androgen-3,17-diol

Conditions

Conditions	Yield
for 504h; Rhodotorula mucilaginosa;	A 18% B 35% C 30%

: 521-18-6
Stanolone

A: 481-29-8
Epiandrosterone

B: 53-41-8
cis-androsterone

C: 846-46-8
androstanedione

D: 571-20-0
5-androgen-3,17-diol

Conditions

Conditions	Yield
for 504h; Rhodotorula mucilaginosa;	A 21% B 33% C 5% D 33%

: 521-18-6
Stanolone

A: 571-20-0
5-androgen-3,17-diol

B: 27261-27-4
5α-androstane-3β,17β,16β-triol

C: 121209-70-9
5α-androstane-2β,3α,16α,17β-tetrol

Conditions

Conditions	Yield
With fungus Gnomonia fructicola In ethanol at 24 - 26℃; for 120h;	A 3% B 20% C 3%
With fungus Gnomonia fructicola In ethanol at 24 - 26℃; for 120h;	A 3% B 20% C 3%

: 846-46-8
androstanedione

A: 481-29-8
Epiandrosterone

B: 29907-31-1
11α-hydroxy-5α-androstane-3,17-dione

C: 17752-36-2
3β,5α-dihydroxy-5α-androstan-17-one

D: 571-20-0
5-androgen-3,17-diol

Conditions

Conditions	Yield
With Cephalosporium aphidicola In ethanol; dimethyl sulfoxide for 168h;	A 9% B 3.5% C 1% D 5.5%

: 71-23-8
propan-1-ol

: 481-29-8
Epiandrosterone

: 571-20-0
5-androgen-3,17-diol

Conditions

Conditions	Yield
With sodium

5alpha-Androstane-3b,17b-diol Chemical Properties

IUPAC Name: (3S,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
Synonyms： 10,13-Dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3,17-diol ; 10,13-Dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol ; 10,13-Diméthylhexadécahydro-1H-cyclopenta[a]phénanthrène-3,17-diol ; androstane-3,17-diol ; 3.alpha-17.beta.-Dihydroxy-5.alpha.-androstane ; 3alpha,17alpha-Dihydroxy-5beta-androstane ; 3alpha,17-Dihydroxy-5beta-androstane ; 3beta,17alpha-Dihydroxy-5alpha-androstane ; 3-beta,17-beta-Androstanediol ; 3beta,17beta-Dihydroxy-5alpha-androstane ; 3-beta,17-beta-Dihydroxy-5-alpha-androstane
The Molecular Formula of   5-alpha-Androstane-3-beta-17-beta-diol (571-20-0):C₁₉H₃₂O₂
The Molecular Weight of   5-alpha-Androstane-3-beta-17-beta-diol (571-20-0):292.456180 g/mol
The Molecular Structure of   5-alpha-Androstane-3-beta-17-beta-diol (571-20-0):
Index of Refraction: 1.546
Molar Refractivity: 84.95 cm³
Molar Volume: 268.1 cm³
Polarizability: 33.67x 10^-24cm³
Surface Tension: 42.6 dyne/cm
Density: 1.09 g/cm³
Flash Point: 186 °C
Enthalpy of Vaporization: 77.17 kJ/mol
Boiling Point: 415 °C at 760 mmHg
Vapour Pressure: 1.27E-08 mmHg at 25°C

5alpha-Androstane-3b,17b-diol Uses

5-alpha-Androstane-3-beta-17-beta-diol (571- 20-0) can be used as anabolic agent.

5alpha-Androstane-3b,17b-diol Safety Profile

Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating vapors.

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