CAS 566-28-9

7-Ketocholesterol

Description:

7-Ketocholesterol is an oxidized derivative of cholesterol, characterized by the presence of a ketone group at the C7 position of the steroid nucleus. Its molecular formula is C27H46O, and it has a molecular weight of approximately 402.65 g/mol. This compound is a sterol and is known to play a role in various biological processes, including cellular signaling and membrane fluidity. 7-Ketocholesterol is often studied in the context of its potential implications in health and disease, particularly in relation to atherosclerosis and neurodegenerative disorders, as it can influence cholesterol metabolism and cellular function. It is also recognized for its ability to induce oxidative stress and inflammation in cells. In terms of physical properties, 7-Ketocholesterol is typically a white to off-white solid, and it is soluble in organic solvents but has limited solubility in water. Its reactivity and interactions with other biomolecules make it a significant compound in both biochemistry and pharmacology.

Formula: C₂₇H₄₄O₂

InChI: InChI=1/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+/m0/s1

InChI key: InChIKey=YIKKMWSQVKJCOP-ABXCMAEBSA-N

SMILES: C[C@@]12[C@]([C@]3([C@@]([C@]4(C)C(=CC3=O)C[C@@H](O)CC4)(CC1)[H])[H])(CC[C@@]2([C@@H](CCCC(C)C)C)[H])[H]

Synonyms:

• (3Beta)-3-Hydroxycholest-5-En-7-One
• (3S,10R,13R,17R)-17-(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
• (3β)-3-Hydroxycholest-5-en-7-one
• (5Beta,7Alpha)-7-Hydroxy-3-Oxocholan-24-Oic Acid
• 3-Beta-Hydroxycholest-5-En-7-One
• 3β-Hydroxy-cholest-5-ene-7-one
• 3β-Hydroxycholest-5-en-7-one
• 5-cholesten-3B-ol-7-one
• 7-Ketocholesterol
• 7-Oxocholesterol
• Cholest-5-en-3β-ol-7-one
• Cholest-5-en-7-one, 3-hydroxy-, (3β)-
• Cholest-5-en-7-one, 3β-hydroxy-
• Sc 4722
• Δ5-Cholesten-3β-ol-7-one
• Δ⁵-Cholesten-3β-ol-7-one
• 5-CHOLESTEN-3BETA-OL-7-ONE
• 7-KetoC
• 5A-CHOLESTAN-3B-OL-7-ONE
• Ketocholesterol
• (3-beta)-cholest-5-en-7-on
• 7-Keto Cholesterol (~98%)
• 3BETA-HYDROXY-5-CHOLESTEN-7-ONE
• 3β-Hydroxy-5-cholesten-7-one, 7-Ketocholesterol
• 3-beta-hydroxy-cholest-5-en-7-on
• (3)-3-Hydroxycholest-5-en-7-one
• 3-hydroxy-5-cholestene-7-one
• 7-Ketocholesterolk
• Cholest-5-en-3-ol-7-one
• 7-Ketocholesterol (Solution)
• sc4722
• Cholesterol 7-Keto
• (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
• 7-oxo-cholestero
• Cholest-5-en-7-one, 3-hydroxy-, (3.beta.)-
• 3-Hydroxycholest-5-en-7-one
• 3β-hydroxy-5-cholesten-7-one
• (3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one
• 3-HYDROXY-5-CHOLESTENE-7-ONE;7-KETOCHOLESTEROL
• 3-hydroxy-10,13-dimethyl-17-(6-methylheptan-2-yl)-1,2,3,4,8,9,11,12,14,15,1 6,17-dodecahydrocyclopenta[a]phenanthren-7-one

7-Ketocholesterol

CAS: 566-28-9

Formula: C₂₇H₄₄O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 400.6371

Ref: IN-DA00E9IF

7-Keto-Cholesterol

CAS: 566-28-9

Formula: C₂₇H₄₄O₂

Molecular weight: 400.65

Ref: 4Z-C-5322

5-Cholesten-3Β-Ol-7-One

CAS: 566-28-9

5-Cholesten-3Β-Ol-7-One

Purity: 98%

Molecular weight: 400.64g/mol

Ref: 54-OR1022895

7-Ketocholesterol

CAS: 566-28-9

7-Ketocholesterol

Purity: ≥95%

Molecular weight: 400.65g/mol

Ref: 54-BUP06665

5-Cholesten-3β-ol-7-one

CAS: 566-28-9

Formula: C₂₇H₄₄O₂

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 400.64

Ref: 7W-GL2633

7-Ketocholesterol

CAS: 566-28-9

Formula: C₂₇H₄₄O₂

Purity: 95%~99%

Molecular weight: 400.647

Ref: BP-BP4652

7-Ketocholesterol

CAS: 566-28-9

7-Ketocholesterol is a metabolite of Cholesterol

Formula: C₂₇H₄₄O₂

Purity: 97.59% - 98.84%

Color and Shape: Solid

Molecular weight: 400.65

Ref: TM-TN6715

7-Keto Cholesterol

Controlled Product

CAS: 566-28-9

Applications 7-Keto Cholesterol is a metabolite of Cholesterol.
References Wang, J., et al.: Biochemistry, 43, 1010 (2004), Lemaire-Ewing, S., et al.: Cell Biol. Toxicol., 21, 97 (2005), Fuda, H., et al.: J. Lipid Res., 48, 1343 ( 2007), Sasaki, H., et al.: Metabolism, 56, 357 (2007),

Formula: C₂₇H₄₄O₂

Purity: ~98%

Color and Shape: Neat

Molecular weight: 400.64

Ref: TR-K185050

7-Ketocholesterol

Controlled Product

CAS: 566-28-9

7-Ketocholesterol is a reactive molecule that can induce inflammation and has been shown to be associated with eye disorders. 7-Ketocholesterol is an intermediate in the biosynthesis of cholesterol and is converted to 7-keto-cholesterol by the enzyme HMG-CoA reductase. This compound has also been shown to be a potent inducer of autophagy, which is a process that degrades intracellular components. 7-Ketocholesterol binds to cell nuclei and alters their shape, which may lead to cancerous cell growth. For example, this molecule induces apoptosis in cultured human retinal pigment epithelial cells. The mechanism of action for 7-ketocholesterol involves mitochondrial membrane potential, ATP binding cassette transporters, and DNA polymerase chain reaction (PCR).

Formula: C₂₇H₄₄O₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 400.64 g/mol

Ref: 3D-FK24766

7-Ketocholesterol

CAS: 566-28-9

Formula: C₂₇H₄₄O₂

Molecular weight: 400.6

Ref: ST-EA-CP-C71028