CAS 516-72-3

20α-Hidroxicolesterol

Descrição:

20α-Hidroxicolesterol é um composto esteroide que desempenha um papel significativo em vários processos biológicos, particularmente no contexto do metabolismo do colesterol e da esteroidogênese. É um derivado do colesterol, caracterizado pela presença de um grupo hidroxila na posição 20α, que influencia sua atividade biológica e interações com receptores celulares. Este composto está envolvido na regulação da expressão gênica e pode atuar como precursor para a síntese de outros hormônios esteroides. Em termos de propriedades físicas, 20α-Hidroxicolesterol é tipicamente um sólido branco a off-white, solúvel em solventes orgânicos e apresenta uma solubilidade relativamente baixa em água. Sua estrutura química permite que participe de várias vias bioquímicas, incluindo aquelas relacionadas à inflamação e resposta imunológica. Além disso, tem sido estudado por suas potenciais implicações na saúde cardiovascular e na neurobiologia. Assim como muitos compostos esteroides, sua atividade pode ser influenciada pela presença de outras biomoléculas e fatores ambientais.

Fórmula: C₂₇H₄₆O₂

InChI: InChI=1/C27H46O2/c1-18(2)7-6-14-27(5,29)24-11-10-22-21-9-8-19-17-20(28)12-15-25(19,3)23(21)13-16-26(22,24)4/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t20-,21-,22-,23-,24-,25-,26-,27+/m0/s1

Chave InChI: InChIKey=MCKLJFJEQRYRQT-APGJSSKUSA-N

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

Sinónimos:

• (20S)-20-Hydroxycholesterol
• (20S)-Cholest-5-ene-3beta,20-diol
• (20S)-Hydroxycholesterol
• (3Beta)-Cholest-5-Ene-3,20-Diol
• (3beta,20R)-cholest-5-ene-3,20-diol
• (3β)-Cholest-5-ene-3,20-diol
• 20-Hydroxycholesterol
• 20S-Cholest-5-ene-3β,20-diol
• 20alpha-Hydroxycholesterol
• Cholest-5-ene-3,20-diol, (3beta)-
• Cholest-5-ene-3,20-diol, (3β)-
• Cholest-5-ene-3beta,20-diol, (20S)-
• Cholest-5-ene-3beta,20alpha-diol
• Cholest-5-ene-3β,20-diol, (20S)-
• Cholest-5-ene-3β,20α-diol
• 20α-Hydroxycholesterol
• Cholest-5-ene-3,20a-diol
• 20(S)-hydroxyCholesterol (20α-Hydroxycholesterol)
• 20α-Hydroxycholesterol (not deuterated)
• 5-CHOLESTEN-3-BETA, 20-ALPHA-DIOL
• 5-cholestene-3β,20α-diol
• 3BETA,20ALPHA-DIHYDROXY-5-CHOLESTENE
• 20S-Cholest-5-ene-3,20-diol
• (3S,8S,9S,10R,13S,14S,17S)-17-[(2R)-2-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• (3)-Cholest-5-ene-3,20-diol
• (20S)-Cholest-5-ene-3,20-diol
• 20α-Hydroxy Cholesterol
• 5-Cholestene-3B,20a-diol
• 5-CHOLESTENE-3B,20ALPHA-DIOL
• Cholest-5-ene-3,20-diol, (3.beta.)-
• C05500
• Cholest-5-ene-3β,20-diol
• 20alpha-Hydroxycholesterol (not deuterated)
• (3S,8S,9S,10R,13S,14S,17S)-17-((S)-2-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• 20[S]-HYDROXYCHOLESTEROL

20α-HYDROXYCHOLESTEROL

CAS: 516-72-3

Fórmula: C₂₇H₄₆O₂

Pureza: 98%

Cor e Forma: Solid

Peso molecular: 402.6529

Ref: IN-DA00DDEL

20(S)-Hydroxycholesterol

CAS: 516-72-3

20(S)-Hydroxycholesterol

Pureza: ≥98%

Peso molecular: 402.65g/mol

Ref: 54-BUP03740

(8S,9S,10R,13S,14S,17S)-17-((R)-2-Hydroxy-6-Methylheptan-2-Yl)-10,13-Dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-Tetradecahydro-1H-Cyclopenta[A]Phenanthren-3-Ol

CAS: 516-72-3

(8S,9S,10R,13S,14S,17S)-17-((R)-2-Hydroxy-6-Methylheptan-2-Yl)-10,13-Dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-Tetradecahydro-1H-Cyclopenta[A]Phenanthren-3-Ol

Pureza: 98%

Peso molecular: 402.65g/mol

Ref: 54-OR1023243

(20S)-Hydroxy Cholesterol

CAS: 516-72-3

Fórmula: C₂₇H₄₆O₂

Peso molecular: 402.66

Ref: 4Z-C-5390

20α-Hydroxy Cholesterol-d7

Produto Controlado

CAS: 516-72-3

Applications A metabolite of Cholesterol. Cholesterol oxidation product having cytotoxicity effects.
References Higley, N., et al.: Food Chem. Toxicol., 22, 983 (1984), Emanuel, H., et al.: J. Food Sci., 56, 843 (1991), Kilsdonk, E., et al.: J. Lipid Res., 36, 505 (1995), Cantwell, H., et al.: Cell Biol. Toxicol., 14, 401 (1998),

Fórmula: C₂₇H₃₉D₇O₂

Cor e Forma: Neat

Peso molecular: 409.7

Ref: TR-H918002

20α-Hydroxy Cholesterol

CAS: 516-72-3

Applications A metabolite of Cholesterol (C432501). Cholesterol oxidation product having cytotoxicity effects.
References Higley, N., et al.: Food Chem. Toxicol., 22, 983 (1984), Emanuel, H., et al.: J. Food Sci., 56, 843 (1991), Kilsdonk, E., et al.: J. Lipid Res., 36, 505 (1995), Cantwell, H., et al.: Cell Biol. Toxicol., 14, 401 (1998),

Fórmula: C₂₇H₄₆O₂

Cor e Forma: Neat

Peso molecular: 402.65

Ref: TR-H918000

20a-Hydroxy cholesterol

Produto Controlado

CAS: 516-72-3

20a-Hydroxy cholesterol is a model system for studying the effects of hydroxylation on fatty acid metabolism. The addition of one hydroxyl group to the 20 carbon position in cholesterol leads to an analog, 20a-hydroxycholesterol. This compound has been shown to inhibit the enzyme activities of 3-hydroxyacyl coenzyme A dehydrogenase and acyl coenzyme A:cholesterol acyltransferase. The inhibition of these enzymes leads to decreased production of both prostaglandin E2 and leukotriene B4, which are pro-inflammatory mediators. 20a-Hydroxycholesterol has also been found to be effective in treating skin cancer and adrenocortical carcinoma by inhibiting lipid synthesis, thereby reducing cell proliferation rates.

Fórmula: C₂₇H₄₆O₂

Pureza: Min. 95%

Peso molecular: 402.65 g/mol

Ref: 3D-FH23941

20(S)-Hydroxycholesterol

CAS: 516-72-3

20(S)-Hydroxycholesterol (20α-Hydroxycholesterol) is an allosteric activator of the oncoprotein smoothened (Smo).

Fórmula: C₂₇H₄₆O₂

Pureza: 99.25% - 99.79%

Cor e Forma: Solid

Peso molecular: 402.65

Ref: TM-T10085

(20S)-Hydroxycholesterol

CAS: 516-72-3

Fórmula: C₂₇H₄₆O₂

Peso molecular: 402.66

Ref: ST-EA-CP-C71036