Epiandrosterone supplier | CasNO.481-29-8

Name
Epiandrosterone
EINECS 207-563-3
CAS No. 481-29-8
Article Data144
CAS DataBase
Density 1.085 g/cm³
Solubility Practically insoluble in water
Melting Point 172-174 °C
Formula C₁₉H₃₀O₂
Boiling Point 413.1 °C at 760 mmHg
Molecular Weight 290.446
Flash Point 176.4 °C
Transport Information
Appearance white to off-white crystalline powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 5a-Androstan-17-one, 3b-hydroxy- (8CI);3-Epiandrosterone;3b-Androsterone;3b-Hydroxy-17-oxo-5a-androstane;3b-Hydroxy-5a-androstan-17-one;3b-Hydroxy-5a-androstane-17-one;3b-Hydroxyandrostan-17-one;3b-Hydroxyetioallocholan-17-one;3b-OH-5a-Androstane-17-one;5a-Androstan-17-one-3b-ol;5a-Androstan-3b-ol-17-one;5a-Androstane-3b-ol-17-one;Androsterone, epi-;Androsterone, trans-;Isoandrosterone;NSC 93996;d-Epiandrosterone;epi-Androsterone;iso-Androsterone;trans-Androsterone;
PSA 37.30000
LogP 3.95910

Synthetic route

: 53-43-0
dehydroepiandrosterone

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In ethanol at 20℃; under 2068.65 Torr; Inert atmosphere;	100%
With palladium on activated charcoal; hydrogen In ethanol under 2068.65 Torr;	100%
With palladium 10% on activated carbon; hydrogen In ethanol at 40℃; under 2068.65 Torr; for 12h;	99%

: 5615-34-9, 5717-84-0, 5953-71-9, 85848-91-5, 6030-66-6
(3β,5α)-3-hydroxyandrostan-17-one oxime

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
With hydrogen; boric acid; acetone; W-2 Raney-Ni In tetrahydrofuran; methanol; water at 25℃; for 24h;	100%

: 111237-01-5
(3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-3-((tetrahydrofuran-2-yl)oxy)hexadecahydro-17H-cyclopenta[a]phenanthren-17-one

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol for 1h; Ambient temperature;	100%

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

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
With methanol; sodium hydroxide at 40℃; for 4h; Inert atmosphere;	97%
With potassium hydroxide In methanol Heating;	95%
With lipase from Candida cylindracea; octanol In various solvent(s) at 37℃; for 144h;	92%

: 94618-98-1
benzoyloxy-3β oxydo-17α(N) N-methylamino-17β (5α) androstane

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
With potassium hydroxide; water In methanol for 1h; Ambient temperature;	96%

: C22H31NO3

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
Stage #1: C22H31NO3 With sodium tetrahydroborate In methanol at -10℃; for 0.5h; Stage #2: With potassium hydroxide In methanol; water at 40℃; for 1h;	92%

: C26H42O4

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
With CuCl2*H2O In ethanol for 2.5h; Hydrolysis; Heating;	90%

: 846-46-8
androstanedione

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
With sodium dithionite; phase transfer catalyst; sodium hydrogencarbonate In toluene for 8h; Heating;	87%
With ethanol; nickel Hydrogenation;
With ethanol; sodium ethanolate; platinum Hydrogenation;

: 102698-33-9
racem. trans-5,6-Dimethoxy-1,3-cyclohexadien

A: 481-29-8
Epiandrosterone

: 102848-89-5, 107537-59-7, 109906-45-8, 149116-95-0
(+)-anti-7,syn-8-Dimethoxy-2-oxa-3-azabicyclo<2.2.2>oct-5-en

Conditions

Conditions	Yield
With 17α-chloro-17β-nitroso-3β-hydroxy-5α-androstane In methanol; chloroform at -18℃; for 240h;	A 76% B 87%

: 846-46-8
androstanedione

A: 481-29-8
Epiandrosterone

B: 53-41-8
cis-androsterone

Conditions

Conditions	Yield
With trimethylamine-borane; silica gel; iron(III) chloride In benzene for 2h; Ambient temperature;	A 60.2% B 20.9%
With trimethylamine-borane; silica gel; iron(III) chloride In benzene for 2h; Product distribution; Ambient temperature; various catalysts and times;	A 60.2% B 20.9%
With hydrogen; Nic In tetrahydrofuran; ethanol at 25℃; under 760 Torr; for 1.16667h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

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

A: 481-29-8
Epiandrosterone

B: 846-46-8
androstanedione

Conditions

Conditions	Yield
With potato dextrose broth medium In ethanol at 24 - 26℃; for 96h; Penicillium decumbens ATCC 10436;	A 60% B 10%

: 65243-93-8
Acetic acid (3S,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-17-nitro-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

A: 481-29-8
Epiandrosterone

B: 6247-88-7
(3β,5α,13α)-3-hydroxyandrostane-17-one

C: 21522-24-7
3β-Hydroxy-17,18-cyclo-5α-androstan

D: 65243-91-6
3β,17a-dihydroxy-17a-aza-D-homo-5α-androstan-17-one

Conditions

Conditions	Yield
With sodium ethanolate In ethanol Irradiation; Title compound not separated from byproducts;	A n/a B n/a C 7% D 55%
With sodium ethanolate In ethanol Irradiation;	A n/a B n/a C 7% D 55%

...Expand

: 2-Oxo-propionic acid (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

A: 481-29-8
Epiandrosterone

B: 846-46-8
androstanedione

C: 7801-32-3
17a-oxa-D-homo-5α-androstane-3,17-dione

Conditions

Conditions	Yield
With Oxone; edetate disodium; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 120h;	A 38% B 44% C 17%

...Expand

: 1156-92-9
4-androstenediol

A: 481-29-8
Epiandrosterone

B: 846-46-8
androstanedione

Conditions

Conditions	Yield
With potato dextrose broth medium In ethanol at 24 - 26℃; for 96h; Penicillium decumbens ATCC 10436;	A 30% B 36%

: 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%

...Expand

: 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%

...Expand

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

A: 481-29-8
Epiandrosterone

B: 521-18-6
Stanolone

C: 846-46-8
androstanedione

Conditions

Conditions	Yield
at 25℃; for 12h; electrolysis: nickel net anode, cylindrical stainless steel cathode; electrolyte: 0.01M KOH/t-butanol - water (1:1);	A 3% B 28% C 30%

...Expand

: 1232-16-2
<3-2H>androst-4-ene-3β,17β-diol

A: 481-29-8
Epiandrosterone

B: 846-46-8
androstanedione

C: <3-2H>-5α-androstan-3β-ol-17-one

Conditions

Conditions	Yield
With Penicillium decumbens ATCC 10436; potato dextrose broth medium In ethanol at 24 - 26℃; for 96h; Product distribution;	A n/a B 29% C n/a

...Expand

: 95723-33-4
3β-acetoxy-17ξ-nitro-5α,13α-androstane

A: 481-29-8
Epiandrosterone

B: 6247-88-7
(3β,5α,13α)-3-hydroxyandrostane-17-one

C: 95723-34-5
3β,17a-dihydroxy-17a-aza-D-homo-5α,13α-androstan-17-one

Conditions

Conditions	Yield
With sodium ethanolate In ethanol Irradiation; Title compound not separated from byproducts;	A n/a B n/a C 22%
With sodium ethanolate In ethanol Irradiation;	A n/a B n/a C 22%

...Expand

: 58-22-0
testosterone

A: 481-29-8
Epiandrosterone

B: 63-05-8
Androstenedione

C: 53-41-8
cis-androsterone

D: 846-46-8
androstanedione

Conditions

Conditions	Yield
With Penicillium digitatum MRC 500787; MYB medium (malt extract 2percent, glucose 1percent, bacteriological peptone 1percent, yeast extract 0.3percent) In N,N-dimethyl-formamide at 24℃; for 120h;	A 8.9% B 16.3% C 3.6% D 6.4%

...Expand

: 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%

...Expand

: 58-22-0
testosterone

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
nach der Injektion aus dem Harn von Meerschweinchen;

: 53-41-8
cis-androsterone

A: 481-29-8
Epiandrosterone

B: 846-46-8
androstanedione

C: 1852-53-5
androstanediol

Conditions

Conditions	Yield
bei der Einwirkung von Kaninchenleber-Schnitten unter aeroben Bedingungen;

...Expand

: 846-46-8
androstanedione

A: 481-29-8
Epiandrosterone

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

Conditions

Conditions	Yield
bei der Einwirkung von Faeulnisbakterien;

: 516-55-2
isopregnanolone

: phenylmagnesium bromide

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
With diethyl ether ueber mehrere Stufen;

: 5808-11-7
cholestanol benzoate

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
Gewinnung;
Gewinnung;

: 73583-02-5
3β-hydroxy-10.13-dimethyl-17-isopropylidene-5α-gonane

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
With ozone; acetic acid und Erwaermen der Reaktionsloesung;

: 1255-88-5
5α-cholestan-3β-yl acetate

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
With chromium(VI) oxide; acetic acid at 95℃; Erhitzen des aus dem Reaktionsgem. mit Hilfe von Semicarbazid isolierten 3β-Acetoxy-5α-androstanon-(17)-semicarbazons mit einem Gemisch von Essigsaeure und konz.wss.Salzsaeure und Erhitzen des Reaktionsprod. mit aethanol.KOH;
With chromium(VI) oxide; acetic acid at 95℃; Erhitzen des aus Reaktionsgemisch mit Hilfe von Semicarbazid isolierten 3β-Acetoxy-5α-androstanon-(17)-semicarbazons mit wss.Oxalsaeure und Erhitzen des Reaktionsprod. mit aethanol.KOH;

: 4356-09-6
campestanyl acetate

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
Gewinnung;

: 2364-21-8
3β-acetoxy-5α-stigmastane

: 481-29-8
Epiandrosterone

Conditions

Conditions	Yield
Gewinnung;

: 481-29-8
Epiandrosterone

: 2061-71-4
3β-hydroxy-17α-oxa-D-homo-5α-androstan-17-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid In dichloromethane for 22h; Ambient temperature;	100%
With boron trifluoride diethyl etherate; dihydrogen peroxide In tetrahydrofuran at 20 - 25℃; for 168h; Baeyer-Villiger Ketone Oxidation; regioselective reaction;	81%
With 3-chloro-benzenecarboperoxoic acid In chloroform at 105℃; under 5325.53 Torr; for 0.0666667h; Baeyer-Villiger oxidation; Microwave irradiation;	80%
With 3-chloro-benzenecarboperoxoic acid; ammonium cerium(IV) nitrate In dichloromethane at 20℃; Baeyer-Villiger oxidation;	79%

: 481-29-8
Epiandrosterone

: 18162-48-6
tert-butyldimethylsilyl chloride

: 57711-44-1
(3S,10S,13S)-3-((tert-butyldimethylsilyl)oxy)-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-17H-cyclopenta-[a]phenanthren-17-one

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane for 0.5h;	100%
With dmap; triethylamine In dichloromethane for 15h; Ambient temperature;	99%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.0166667h;	89%

: 481-29-8
Epiandrosterone

: 58479-61-1
tert-butylchlorodiphenylsilane

: 400643-64-3
3-(t-butyl)diphenylsiloxy-androstan-17-one

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane	100%

: 481-29-8
Epiandrosterone

: 530-62-1
1,1'-carbonyldiimidazole

: 3β-(1H-Imidazol-1-yl)-5α-androstan-17-one

Conditions

Conditions	Yield
In acetonitrile for 2h; Substitution; Heating;	98%

: 481-29-8
Epiandrosterone

: 459-57-4
4-fluorobenzaldehyde

: 16-(4-fluoro-benzylidene)-5α-androstan-3β-ol-17-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 20℃; for 1h;	98%
With sodium hydroxide In methanol at 40℃; for 12h;	95%

: 481-29-8
Epiandrosterone

: 104-88-1
4-chlorobenzaldehyde

: 303128-79-2
3β-hydroxy-16-p-chlorobenzylidene-5α-androstan-17-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 20℃; for 1h;	98%
With sodium hydroxide In methanol at 40℃; for 12h;	91%

: 481-29-8
Epiandrosterone

: 89-98-5
2-chloro-benzaldehyde

: 303128-78-1
C26H33ClO2

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 20℃; for 1h;	98%

: 481-29-8
Epiandrosterone

: 135-02-4
ortho-anisaldehyde

: 1428382-40-4
(E)-16-(2-methoxyphenyl)methylidene-trans-androsterone

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 20℃; for 1h;	98%

: 481-29-8
Epiandrosterone

: 1530-32-1
ethyltriphenylphosphonium bromide

: 1159-24-6
17-(Z)-ethylidene-3β-hydroxy-5α-androstane

Conditions

Conditions	Yield
Stage #1: ethyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Stage #2: Epiandrosterone In tetrahydrofuran Reflux; Inert atmosphere;	97.8%
With potassium tert-butylate In tetrahydrofuran for 4h; Wittig Olefination; Reflux;	93.8%
With potassium tert-butylate In tetrahydrofuran for 3h; Wittig reaction; Heating;	83%

: 481-29-8
Epiandrosterone

: 28507-02-0
16α-bromo-3β-hydroxy-5α-androstan-17-one

Conditions

Conditions	Yield
With copper(I) bromide In methanol for 12h; Reflux;	97%
With copper(ll) bromide In methanol for 12h; Heating;	95%
With copper(ll) bromide In methanol at 65℃; for 12h;	91%

: 481-29-8
Epiandrosterone

: 141-75-3
butyryl chloride

: 15253-56-2
epiandrosterone 3-butanoate

Conditions

Conditions	Yield
With thallium(I) salt of thiazolidine-2-thione In benzene at 85℃; for 0.25h; ratio of acid chloride and reagent 6 to 3 equivalent;	97%

: 481-29-8
Epiandrosterone

: 104-87-0
4-methyl-benzaldehyde

: 16-(4-methyl-benzylidene)-5α-androstan-3β-ol-17-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 20℃; for 1h;	97%
With sodium hydroxide In methanol at 40℃; for 12h;	91%

: 481-29-8
Epiandrosterone

: 529-20-4
2-methylphenyl aldehyde

: 1428382-39-1
(E)-16-(2-methylphenyl)methylidene-trans-androsterone

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 20℃; for 1h;	97%

: 481-29-8
Epiandrosterone

: 98-88-4
benzoyl chloride

: 6696-39-5
17-oxo-5α-androstan-3β-yl benzoate

Conditions

Conditions	Yield
In pyridine for 1h;	96%
In pyridine at 60℃; for 2h;	90%
With pyridine

: 481-29-8
Epiandrosterone

: 109-94-4
formic acid ethyl ester

: 6174-76-1
3β-hydroxy-16-(hydroxymethylene)-5α-androstan-17-one

Conditions

Conditions	Yield
With sodium methylate In benzene for 4h; Heating;	96%
With pyridine; sodium methylate at 20℃; for 18h; Inert atmosphere;	96%
With sodium ethanolate In dichloromethane; water at 20℃; for 5h; Inert atmosphere;	80%
With sodium methylate; benzene

: 481-29-8
Epiandrosterone

A: C19H29(2)HO2

B: 79037-35-7
<16,16-(2)H2>3β-hydroxy-5α-androstan-17-one

Conditions

Conditions	Yield
With deuteromethanol; water-d2; sodium for 4h; Heating;	A n/a B 96%

Epiandrosterone Specification

The IUPAC name of Epiandrosterone is (3S,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one. With the CAS registry number 481-29-8, it is also named as 3beta-Hydroxyetioallocholan-17-one. The product's categories are pharmaceutical intermediates; steroids; 17-ketosteroids; biochemistry; hydroxyketosteroids. It is white to off-white crystalline powder whih is used for steroid hormone drug. It was first isolated in 1931, by Adolf Friedrich Johann Butenandt and Kurt Tscherning. Additionally, Epiandrosterone should be sealed in the container that the container is placed in the cool and dry aera. Furthermore, people ahould not breathe dust and avoid contact with skin and eyes.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.75; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 1; (6)Index of Refraction: 1.536; (7)Molar Refractivity: 83.49 cm³; (8)Molar Volume: 267.6 cm³; (9)Polarizability: 33.1×10^-24cm³; (10)Surface Tension: 41.1 dyne/cm; (11)Enthalpy of Vaporization: 76.93 kJ/mol; (12)Vapour Pressure: 1.5E-08 mmHg at 25°C; (13)Tautomer Count: 2; (14)Exact Mass: 290.22458; (15)MonoIsotopic Mass: 290.22458; (16)Topological Polar Surface Area: 37.3; (17)Heavy Atom Count: 21; (18)Complexity: 459.

Preparation of Epiandrosterone: It can be converted from the natural steroids androstanediol via 17β-hydroxysteroid dehydrogenase or from androstanedione via 3β-hydroxysteroid dehydrogenase. And it is also naturally obtained by the enzyme 5-alpha reductase from the adrenal hormone dehydroepiandrosterone (DHEA).

People can use the following data to convert to the molecule structure.
1.SMILES:O=C2[C@]1(CC[C@H]3[C@H]([C@@H]1CC2)CC[C@H]4C[C@@H](O)CC[C@]34C)C
2. InChI:InChI=1/C19H30O2/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/h12-16,20H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18-,19-/m0/s1.

Product Name

Epiandrosterone

Synthetic route

Epiandrosterone Specification

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