(3beta,5alpha)-17-Oxoandrostan-3-yl acetate

Basic Information

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CAS Number

1239-31-2

Molecular Formula

C21H32O3

Molecular Weight

332.48 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Melting Point

169-173 ºC

Refractive Index

1.52

Specific Rotation

+69°

SMILES

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CC(=O)OC1CCC2(C(C1)CCC3C2CCC4(C3CCC4=O)C)C

InChI

InChI=1S/C21H32O3/c1-13(22)24-15-8-10-20(2)14(12-15)4-5-16-17-6-7-19(23)21(17,3)11-9-18(16)20/h14-18H,4-12H2,1-3H3/t14-,15-,16-,17-,18-,20-,21-/m0/s1

InChIKey

FDCINQSOYQUNKB-HGDYXINXSA-N

LogP

4.529900000000004

Topological Polar Surface Area

43.370000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

555

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

17-Oxo-5alpha-androstan-3beta-yl acetate
(3-beta,5-alpha)-3-(Acetyloxy)androstan-17-one
ANDROSTEN-17-ONE, 3-beta-HYDROXY-, ACETATE
Isoandrosterone acetate
DTXSID601305364
(3-beta,5-alpha)-17-Oxoandrostan-3-yl acetate
3b-acetoxy-5a-androstan-17-one
SCHEMBL1114494
J-005001
4-08-00-00644 (Beilstein Handbook Reference)
epi-Androsterone acetate
(3beta,5alpha)-3-(Acetyloxy)androstan-17-one
NSC-120612
CHEMBL4632363
KS-5201
Androstan-17-one, 3-(acetyloxy)-, (3beta,5alpha)-
NSC 120612
FDCINQSOYQUNKB-HGDYXINXSA-N
1239-31-2
MT8537SW7X
Acetic acid (3S,5S,8R,10S,13S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
Androsterone acetate
BCP10734
3-beta-Acetoxy-5-alpha-Androstan-17-one
3beta-Acetoxy-5alpha-androstan-17-one
[(3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate
(3aS,3bR,5aS,7S,9aS,9bS,11aS)-9a,11a-dimethyl-1-oxo-hexadecahydro-1H-cyclopenta[a]phenanthren-7-yl acetate
Epiandrosterone acetate
Androstan-17-one, 3-(acetyloxy)-, (3b,5a)-
5alpha-Androstan-3beta-ol-17-one acetate
BRN 2625063

MDL Number

MFCD00067127

Customs Code

2937290090

FAQ

What are the physical and chemical properties of (3beta,5alpha)-17-Oxoandrostan-3-yl acetate (CAS: 1239-31-2)?

(3beta,5alpha)-17-Oxoandrostan-3-yl acetate is a white crystalline solid with a molecular weight of approximately 322.45 g/mol. It is poorly soluble in water but soluble in organic solvents such as ethanol and acetone. The compound exhibits moderate reactivity, particularly towards ester hydrolysis under basic conditions. It also shows some instability towards heat and light, which should be considered during storage and handling.

How is (3beta,5alpha)-17-Oxoandrostan-3-yl acetate (CAS: 1239-31-2) typically synthesized?

(3beta,5alpha)-17-Oxoandrostan-3-yl acetate is typically synthesized from androst-4-en-3-one via a series of reactions including reduction, oxidation, and acetylation. Commonly, the synthesis involves the use of sodium borohydride for reduction, acetic anhydride for acetylation, and catalytic hydrogenation for selectivity. The overall yield is generally around 70-80% depending on the reaction conditions and purity of starting materials.

What industries use (3beta,5alpha)-17-Oxoandrostan-3-yl acetate (CAS: 1239-31-2)?

(3beta,5alpha)-17-Oxoandrostan-3-yl acetate finds applications in the pharmaceutical industry as an intermediate in the synthesis of progestogens and other hormonal drugs. It is also used in the cosmetics industry for its potential anti-aging properties. Additionally, it may have applications in the agricultural sector as a growth regulator.

What precautions should be taken when handling (3beta,5alpha)-17-Oxoandrostan-3-yl acetate (CAS: 1239-31-2)?

When handling (3beta,5alpha)-17-Oxoandrostan-3-yl acetate, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood to minimize exposure. Spills should be cleaned up immediately using appropriate absorbents. Follow standard safety protocols and consult the Material Safety Data Sheet (MSDS/SDS) for detailed instructions on handling, storage, and disposal.