- Epiandrosterone
- Epiandrosterone Acetate
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Cas Database |
| Name |
Epiandrosterone |
EINECS | 207-563-3 |
| CAS No. | 481-29-8 | Density | 1.085 g/cm3 |
| PSA | 37.30000 | LogP | 3.95910 |
| 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 | N/A | Appearance | white to off-white crystalline powder |
| Safety | 22-24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| 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; |
Article Data | 144 |
Epiandrosterone Synthetic route
| 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 | 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 | Yield |
|---|---|
| With toluene-4-sulfonic acid In ethanol for 1h; Ambient temperature; | 100% |
| 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 | Yield |
|---|---|
| With potassium hydroxide; water In methanol for 1h; Ambient temperature; | 96% |
- 481-29-8
Epiandrosterone
| 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% |
- 481-29-8
Epiandrosterone
| Conditions | Yield |
|---|---|
| With CuCl2*H2O In ethanol for 2.5h; Hydrolysis; Heating; | 90% |
| 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 | Yield |
|---|---|
| With 17α-chloro-17β-nitroso-3β-hydroxy-5α-androstane In methanol; chloroform at -18℃; for 240h; | A 76% B 87% |
| 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; |
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: 33.1×10-24 cm3; (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.
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