(3beta)-3-Hydroxycholest-5-en-7-one

Basic Information

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CAS Number

566-28-9

Molecular Formula

C27H44O2

Molecular Weight

400.65 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Melting Point

174-175 ºC

Boiling Point

463.26°C (rough estimate)

Flash Point

218.5°C

Solubility

Insuluble (1.0E-4 g/L) (25 ºC),

Refractive Index

1.4480 (estimate)

SMILES

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CC(C)CCCC(C)C1CCC2C1(CCC3C2C(=O)C=C4C3(CCC(C4)O)C)C

InChI

InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1

InChIKey

YIKKMWSQVKJCOP-ABXCMAEBSA-N

LogP

6.567700000000008

Topological Polar Surface Area

37.3 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

663

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

O7676FE78M
5-Cholesten-3beta-ol-7-one
UNII-O7676FE78M
7-Ketocholesterol
(3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-3-hydroxy-10,13-dimethyl-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one
SCHEMBL231535
3.beta.-Hydroxycholest-5-en-7-one
7-kChol
7-oxo-cholest-5-en-3beta-ol
Cholest-5-en-7-one, 3-beta-hydroxy-
7-keto-cholesterol
CHOLEST-5-EN-7-ONE, 3-.BETA.-HYDROXY-
5-Cholesten-3.beta.-ol-7-one
3beta-Hydroxy-5-cholesten-7-one
DTXSID901033744
0GV
Cholest-5-en-7-one, 3-hydroxy-, (3-beta)-
BDBM50045552
(3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-3,4,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-7(2H)-one
SMR000857227
AKOS037645076
(3-beta)-3-Hydroxycholest-5-en-7-one
3-beta-Hydroxycholest-5-en-7-one
SC 4722
4-08-00-01048 (Beilstein Handbook Reference)
MLS001333091
MFCD00010474
5-Cholesten-3beta-ol-7-one, 95%
Cholest-5-en-7-one, 3-hydroxy-, (3.beta.)-
Q27133201
(3beta,8alpha,9beta)-3-Hydroxycholest-5-En-7-One

MDL Number

MFCD00010474

FAQ

What are the physical and chemical properties of (3beta)-3-Hydroxycholest-5-en-7-one (CAS: 566-28-9)?

(3beta)-3-Hydroxycholest-5-en-7-one (CAS: 566-28-9) is a white crystalline solid with a molecular weight of approximately 336.46 g/mol. It is slightly soluble in chloroform and acetone but insoluble in water. The compound exhibits limited reactivity under normal conditions but can undergo oxidation and hydrolysis. It is stable under neutral and slightly acidic conditions.

How is (3beta)-3-Hydroxycholest-5-en-7-one (CAS: 566-28-9) typically synthesized?

(3beta)-3-Hydroxycholest-5-en-7-one (CAS: 566-28-9) is typically synthesized via the reduction of 7-one to 7-ene followed by the introduction of a hydroxyl group at the 3beta position. Common methods include catalytic hydrogenation of cholest-5-en-7-one in the presence of a palladium catalyst, followed by an alcohol formation step using sodium hydride and ethanol. This compound can also be obtained through enzymatic reactions or chemical modifications of cholesterol derivatives.

What industries use (3beta)-3-Hydroxycholest-5-en-7-one (CAS: 566-28-9)?

(3beta)-3-Hydroxycholest-5-en-7-one (CAS: 566-28-9) is primarily used in the pharmaceutical industry for the synthesis of bile acid analogs and in the development of cholesterol-lowering drugs. It is also of interest in the cosmetics industry for its potential as a skin care ingredient, and in the research and development of new drug candidates for various conditions involving cholesterol metabolism.

What precautions should be taken when handling (3beta)-3-Hydroxycholest-5-en-7-one (CAS: 566-28-9)?

When handling (3beta)-3-Hydroxycholest-5-en-7-one (CAS: 566-28-9), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area, ideally a fume hood, to minimize exposure to the compound. Spills should be immediately cleaned up with absorbent material and disposed of according to local regulations. Always refer to the Material Safety Data Sheet (MSDS) for detailed handling and safety information.