Androst-1-ene-3,17-dione,(5a)- supplier

Name
5-Androstenedione
EINECS 571-400-4
CAS No. 571-40-4
Article Data27
CAS DataBase
Density 1.099 g/cm³
Solubility
Melting Point 140-142 °C
Formula C₁₉H₂₆O₂
Boiling Point 418.8 °C at 760 mmHg
Molecular Weight 286.414
Flash Point 156.6 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 5a-Androst-1-ene-3,17-dione (8CI);1(5a)-Androstene-3,17-dione;1-Androstenedione;D1-5a-Androstene-3,17-dione;
PSA 34.14000
LogP 3.94330

Synthetic route

: 846-46-8
androstanedione

: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; oxygen; acetic acid; dimethyl sulfoxide at 80℃; under 760.051 Torr; for 12h;	93%
With trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 60℃; for 40h; Temperature; regioselective reaction;	63%
With periodic acid; tert-butyl alcohol
With 3-ketosteroid Δ1-dehydrogenase Enzymatic reaction;

: 65-06-5
1-testosterone

: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
With chromium(VI) oxide In water; acetic acid at 25 - 30℃; for 1h;	88.9%

: 846-46-8
androstanedione

A: 897-06-3
Androsta-1,4-diene-3,17-dione

B: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 70℃; for 24h;	A 4% B 84%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 70℃; for 24h; Dehydrogenation;	A 4% B 84%

: 521-18-6
Stanolone

A: 846-46-8
androstanedione

B: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
With 1-tosyloxy-1-oxo-1H-1λ5-benzo[d][1,2]iodoxol-3-one In dichloromethane at 20℃; for 10h;	A 45% B 17%

: 481-29-8
Epiandrosterone

A: 58-22-0
testosterone

B: 25848-75-3
3β,11α-dihydroxy-5α-androstan-17-one

C: 25848-68-4
3beta-7alpha-Dihydroxy-5alpha-androstane-17-one

D: 25848-69-5
3beta-7beta-Dihydroxy-5alpha-androstane-17-one

E: 2260-01-7
1α,3β-dihydroxy-5α-androstan-17-one

F: 897-06-3
Androsta-1,4-diene-3,17-dione

G: 846-48-0
1-dehydrotestosterone

H: 62-99-7, 2944-87-8, 34096-63-4, 34442-08-5, 145772-79-8
6β-hydroxytestosterone

I: 571-40-4
5α-androst-1-ene-3,17-dione

J: 63-00-3
6β-hydroxy-4-androstene-3,17-dione

Conditions

Conditions	Yield
With malt extract; disodium hydrogenphosphate; calcium(II) chloride dihydrate; magnesium(II) chloride hexahydrate; strontium (III) chloride hexahydrate; potassium chloride; boric acid; sodium hydrogencarbonate; sodium sulfate; sodium chloride; potassium bromide; potassium hydroxide In water; N,N-dimethyl-formamide at 32℃; for 168h; pH=8; Enzymatic reaction;	A 2% B 2% C 2% D 3% E 5% F 5% G 3% H 2% I 2% J 32%

...Expand

: 108-75-8
2,4,6-trimethyl-pyridine

: 28507-01-9
2α-bromo-3,17-dioxo-5α-androstane

A: 63-05-8
Androstenedione

B: 571-40-4
5α-androst-1-ene-3,17-dione

...Expand

: 601-55-8
5α-cholest-1-en-3-one

: 571-40-4
5α-androst-1-ene-3,17-dione

: 65556-93-6
(5S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one

: 571-40-4
5α-androst-1-ene-3,17-dione

: 846-46-8
androstanedione

A: 63-05-8
Androstenedione

B: 897-06-3
Androsta-1,4-diene-3,17-dione

C: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
With Phenylselenyl chloride; dihydrogen peroxide Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 28507-01-9
2α-bromo-3,17-dioxo-5α-androstane

: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
With lithium carbonate; lithium bromide

17β-hydroxy-5α-androsten-(1)-one-(3): 17β-hydroxy-5α-androsten-(1)-one-(3)

: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
With chromium(VI) oxide; acetic acid

2α-bromo-4α-androstanedione-(3.17): 2α-bromo-4α-androstanedione-(3.17)

A: 63-05-8
Androstenedione

B: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
With 2,3,5-trimethyl-pyridine

: 897-06-3
Androsta-1,4-diene-3,17-dione

A: 63-05-8
Androstenedione

B: 1229-12-5
androstane-3,17-dione

C: 571-40-4
5α-androst-1-ene-3,17-dione

D: 571-39-1
5β-Androst-1-ene-3,17-dione

Conditions

Conditions	Yield
With sodium hydroxide; hydrogen; palladium on activated charcoal In methanol Further byproducts.;	A 29 % Chromat. B 16 % Chromat. C 2 % Chromat. D 23 % Chromat.

...Expand

: 952222-37-6
(5S,8R,9S,10S,13S,14S,17S)-2-bromo-10,13-dimethyl-3-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate

: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 99.6 percent / lithium bromide; lithium carbonate / dimethylformamide / 0.5 h / Heating 2: 99.8 percent / sodium hydroxide / methanol / 2 h / 20 °C 3: 88.9 percent / chromium trioxide / acetic acid; H2O / 1 h / 25 - 30 °C View Scheme

: 1164-91-6
stanolone acetate

: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 88 percent / hydrogen chloride; bromine / acetic acid / 1 h / 20 - 25 °C 2: 99.6 percent / lithium bromide; lithium carbonate / dimethylformamide / 0.5 h / Heating 3: 99.8 percent / sodium hydroxide / methanol / 2 h / 20 °C 4: 88.9 percent / chromium trioxide / acetic acid; H2O / 1 h / 25 - 30 °C View Scheme

: 64-82-4, 6656-41-3, 21507-42-6, 25615-33-2, 54631-35-5, 79732-37-9, 97413-69-9
(5α,17β)-3-oxoandrost-1-en-17-yl acetate

: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 99.8 percent / sodium hydroxide / methanol / 2 h / 20 °C 2: 88.9 percent / chromium trioxide / acetic acid; H2O / 1 h / 25 - 30 °C View Scheme

: 521-18-6
Stanolone

: 571-40-4
5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridinium chlorochromate 2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; trifluoroacetic acid / dimethyl sulfoxide; fluorobenzene / 40 h / 60 °C View Scheme

: 571-40-4
5α-androst-1-ene-3,17-dione

: 17356-08-0
thiourea

: C20H30N2O2S

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 1h; Heating;	90%

: 507-09-5
thioacetic acid

: 571-40-4
5α-androst-1-ene-3,17-dione

: 102443-87-8
1α-acetylsulfanyl-5α-androstane-3,17-dione

Conditions

Conditions	Yield
UV-Licht.Irradiation;
im UV-Licht;

: 571-40-4
5α-androst-1-ene-3,17-dione

: 846-46-8
androstanedione

Conditions

Conditions	Yield
With methanol; palladium on activated charcoal; Lindlar's catalyst Hydrogenation;

: 571-40-4
5α-androst-1-ene-3,17-dione

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

Conditions

Conditions	Yield
With fermenting yeast

: 571-40-4
5α-androst-1-ene-3,17-dione

: 5α-androstene-(1)-dione-(3.17)-dioxime

: 571-40-4
5α-androst-1-ene-3,17-dione

: 3308-50-7
1α,2α-epoxy-5α-androstane-3,17-dione

Conditions

Conditions	Yield
With methanol; sodium hydroxide; dihydrogen peroxide

: 571-40-4
5α-androst-1-ene-3,17-dione

: 67-63-0
isopropyl alcohol

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

Conditions

Conditions	Yield
With sodium

: 571-40-4
5α-androst-1-ene-3,17-dione

: 75-16-1
methylmagnesium bromide

: 1423-99-0
1α-methyl-5α-androstane-3,17-dione

Conditions

Conditions	Yield
With copper(l) chloride

: 571-40-4
5α-androst-1-ene-3,17-dione

: 75-16-1
methylmagnesium bromide

: 2881-21-2
dimethylandrostanolone

Conditions

Conditions	Yield
With copper(l) chloride

: 571-40-4
5α-androst-1-ene-3,17-dione

: 75-16-1
methylmagnesium bromide

: 3ξ,17β-Dihydroxy-3ξ,17α-dimethyl-androsten-(1)

Conditions

Conditions	Yield
With copper(l) chloride

: 571-40-4
5α-androst-1-ene-3,17-dione

: 75-16-1
methylmagnesium bromide

: 3ξ-Hydroxy-3ξ-methyl-5α-androsten-(1)-on-(17)

Conditions

Conditions	Yield
With copper(l) chloride

: 67-56-1
methanol

: 571-40-4
5α-androst-1-ene-3,17-dione

palladium/calcium carbonate: palladium/calcium carbonate

: 846-46-8
androstanedione

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 571-40-4
5α-androst-1-ene-3,17-dione

aq.-ethanolic solution: aq.-ethanolic solution

fermenting yeast: fermenting yeast

5α-androstanediol-(3β.17ξ): 5α-androstanediol-(3β.17ξ)

...Expand

: 571-40-4
5α-androst-1-ene-3,17-dione

: 67-63-0
isopropyl alcohol

sodium: sodium

5α-androstanediol-(3β.17ξ): 5α-androstanediol-(3β.17ξ)

...Expand

: 571-40-4
5α-androst-1-ene-3,17-dione

A: 5α-androst-1-ene-3α,17α-diol

B: 5α-androst-1-ene-3β,17α-diol

C: 38859-38-0
5α-androst-1-ene-3α,17β-diol

D: 5α-androst-1-ene-3β,17β-diol

Conditions

Conditions	Yield
With potassium tri-sec-butyl-borohydride In various solvent(s) at 20℃; for 1h;	A 1 % Chromat. B 9 % Chromat. C 8 % Chromat. D 51 % Chromat.

...Expand

Androst-1-ene-3,17-dione,(5a)- Specification

The CAS registry number of Androst-1-ene-3,17-dione,(5a)- is 571-40-4. It also can be called 1-Androstenedioneand. The IUPAC name is (5α)-androst-1-ene-3,17-dione. In addition, the molecular formula is C₁₉H₂₆O₂ and the molecular weight is 286.41.

Physical properties about Androst-1-ene-3,17-dione,(5a)- are: (1)ACD/LogP: 2.86; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.86; (4)ACD/LogD (pH 7.4): 2.86; (5)ACD/BCF (pH 5.5): 87.87; (6)ACD/BCF (pH 7.4): 87.87; (7)ACD/KOC (pH 5.5): 857.04; (8)ACD/KOC (pH 7.4): 857.04; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 34.14 Å²; (13)Index of Refraction: 1.539; (14)Molar Refractivity: 81.63 cm³; (15)Molar Volume: 260.4 cm³; (16)Polarizability: 32.36 ×10^-24cm³; (17)Surface Tension: 40.1 dyne/cm; (18)Density: 1.099 g/cm³; (19)Flash Point: 156.6 °C; (20)Enthalpy of Vaporization: 67.24 kJ/mol; (21)Boiling Point: 418.8 °C at 760 mmHg; (22)Vapour Pressure: 3.19E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C4\C=C/[C@]2([C@@H](CC[C@H]3[C@@H]1CCC(=O)[C@@]1(C)CC[C@H]23)C4)C
(2)InChI: InChI=1/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,12,14-16H,3-6,8,10-11H2,1-2H3/t12-,14-,15-,16-,18-,19-/m0/s1
(3)InChIKey: WJIQCDPCDVWDDE-WZNAKSSCBX

Product Name

5-Androstenedione

Synthetic route

Androst-1-ene-3,17-dione,(5a)- Specification

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