CAS 2140-46-7

25-Hydroxycholesterol

Description:

25-Hydroxycholesterol is a sterol and a metabolite of cholesterol, playing a crucial role in various biological processes. It is primarily involved in the regulation of cholesterol homeostasis and has significant implications in immune response and inflammation. This compound is characterized by its hydroxyl group at the 25th carbon position, which distinguishes it from cholesterol and other sterols. It is a white to off-white solid at room temperature and is soluble in organic solvents like ethanol and methanol, but has limited solubility in water. 25-Hydroxycholesterol acts as a signaling molecule, influencing gene expression and cellular functions by activating specific nuclear receptors. Its levels can be indicative of certain physiological states, including cardiovascular health and metabolic disorders. Additionally, it has been studied for its potential roles in various diseases, including atherosclerosis and neurodegenerative conditions. Overall, 25-Hydroxycholesterol is a significant biomolecule with diverse biological activities and implications in health and disease.

Formula: C₂₇H₄₆O₂

InChI: InChI=1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1

InChI key: InChIKey=INBGSXNNRGWLJU-ZHHJOTBYSA-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@@H](CCCC(C)(C)O)C)[H])[H]

Synonyms:

• (3β)-Cholest-5-ene-3,25-diol
• 25-Hydroxy-5-cholestene-3β-ol
• 25-Hydroxycholesterol
• 5-Cholesten-3β,25-diol
• Cholest-5-ene-3,25-diol, (3β)-
• Cholest-5-ene-3β,25-diol

(8S,9S,10R,13R,14S,17R)-17-((R)-6-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: 2140-46-7

Formula: C₂₇H₄₆O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 402.6529

Ref: IN-DA0037V4

25-Hydroxycholesterol

CAS: 2140-46-7

Formula: C₂₇H₄₆O₂

Purity: ≥ 98.0%

Color and Shape: White crystalline powder

Molecular weight: 402.65

Ref: 7W-GK9955

25-Hydroxycholesterol

CAS: 2140-46-7

25-Hydroxycholesterol

Purity: 98%

Molecular weight: 402.65g/mol

Ref: 54-OR1024250

25-Hydroxycholesterol

CAS: 2140-46-7

25-Hydroxycholesterol

Purity: ≥98%

Molecular weight: 402.65g/mol

Ref: 54-BUP06234

25-Hydroxycholesterol

CAS: 2140-46-7

Formula: C₂₇H₄₆O₂

Purity: >95.0%(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 402.66

Ref: 3B-H1872

25-Hydroxycholesterol

CAS: 2140-46-7

25-Hydroxycholesterol, a steroid, hinders SREBPs cleavage and HMG-CoA, regulating cholesterol synthesis and suppressing IgA in B cells. EC50≈65 nM.

Formula: C₂₇H₄₆O₂

Purity: 98% - 99.89%

Color and Shape: Solid

Molecular weight: 402.65

Ref: TM-T4717

25-Hydroxy-Cholesterol

CAS: 2140-46-7

Formula: C₂₇H₄₆O₂

Molecular weight: 402.67

Ref: 4Z-C-5324

25-Hydroxy Cholesterol

CAS: 2140-46-7

Applications An oxygenated derivative of Cholesterol (C432501); an oxysterol. An inhibitor of human immunodeficiency virus replication in vitro. It induces apoptosis in human monocytic cell lines as well as inducing apoptosis in CEM cells associated with negative regulation of c-Myc.
References Aupeix, K. et al.: Immunobiology, 194, 415 (1995); Moog, C. et al.: Antivir. Chem, Chemother., 9, 491 (1998); Ayala-Torres, S. et al.: Exp. Cell Res., 246, 193 (1999);

Formula: C₂₇H₄₆O₂

Color and Shape: Neat

Molecular weight: 402.65

Ref: TR-H918030

25-Hydroxy Cholesterol

CAS: 2140-46-7

Formula: C₂₇H₄₆O₂

Molecular weight: 402.66

Ref: ST-EA-CP-C71052