25-HYDROXYCHOLESTEROL
- CAS No.
- 2140-46-7
- Chemical Name:
- 25-HYDROXYCHOLESTEROL
- Synonyms
- 25-HYDROXYCHOLESTEROL;5-Cholesten-3β,25-diol;Cholesterol 25-Hydroxy;Perampanel Impurity 39;5-cholestene-3β,25-diol;5-CHOLESTEN-3β, 25-DIOL;Cholest-5-ene-3β,25-diol;5-CHOLESTENE-3BETA,25-DIOL;5-CHOLESTEN-3-BETA, 25-DIOL;26-Hydroxy-Cholesterol - d5
- CBNumber:
- CB7412673
- Molecular Formula:
- C27H46O2
- Molecular Weight:
- 402.65
- MOL File:
- 2140-46-7.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/5/24 18:18:52
| Melting point | 177-179 °C |
|---|---|
| Boiling point | 513.1±23.0 °C(Predicted) |
| Density | 1.03±0.1 g/cm3(Predicted) |
| storage temp. | -20°C |
| solubility | chloroform: 50 mg/mL, clear, colorless to slightly yellow |
| form | solid |
| pka | 15.03±0.70(Predicted) |
| color | White or pale yellow |
| Merck | 13,4846 |
| BRN | 3161259 |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months. |
| InChIKey | INBGSXNNRGWLJU-ZHHJOTBYSA-N |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H312-H315-H319-H332-H335-H373 | |||||||||
| Precautionary statements | P261-P280-P305+P351+P338 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 20/21/22-36/37/38-48 | |||||||||
| Safety Statements | 26-36-45 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 29062990 | |||||||||
| NFPA 704 |
|
25-HYDROXYCHOLESTEROL price More Price(3)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | H1015 | 25-Hydroxycholesterol ≥98% | 2140-46-7 | 10MG | ₹10900.78 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | H1015 | 25-Hydroxycholesterol ≥98% | 2140-46-7 | 25MG | ₹17233.4 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | H1015 | 25-Hydroxycholesterol ≥98% | 2140-46-7 | 100MG | ₹34434.33 | 2022-06-14 | Buy |
25-HYDROXYCHOLESTEROL Chemical Properties,Uses,Production
Description
25-hydroxy Cholesterol is an oxysterol. It is formed from cholesterol by cholesterol-25-hydroxylase, and its production can be induced by inflammation or infection. 25-hydroxy Cholesterol suppresses endogenous cholesterol synthesis by binding to insulin-induced gene (INSIG) proteins and preventing sterol regulatory element binding proteins (SREBPs) from being transported to the Golgi. It inhibits IgA class switching induced by LPS and various cytokines in B cells (IC50 = ~50 nM). 25-hydroxy Cholesterol inhibits replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in Vero cells (EC50 = 3.675 μM) and reduces increases in viral protein production in infected Vero cells when used prior to infection. It reduces viral RNA loads in the lung and trachea in a mouse model of SARS-CoV-2 infection when administered at a dose of 100 mg/kg per day. Serum levels of 25-hydroxy cholesterol are increased in mice expressing human angiotensin-converting enzyme 2 (hACE2), the functional receptor for SARS-CoV-2, in a model of SARS-CoV-2 infection and in a patient with COVID-19, the primarily respiratory disease caused by SARS-CoV-2.
Chemical Properties
Off-White Solid
Uses
25-Hydroxycholesterol was used to treat mouse neuroblastoma cells to activate the ABCA1 signaling and in studies related to fatty acid metabolism.
General Description
25-hydroxy-cholesterol is a side chain substituted oxysterol. Avanti′s unique sterol reverses cataracts in mice. Gestwicki′s team ...... settled on compound 29, a steroid found naturally in the bloodstream but not in the lens, which has no blood supply. Mice with age-related and hereditary cataracts received drops in the right eye, whereas the left eye went untreated. After just a few weeks, the treated eye was visibly clearer, says Gestwicki, who conducted the work while at the University of Michigan. Cataract severity is measured on a scale of zero to four, with four being the worst case. On average, mice in the study had about a one-grade improvement in cataract severity after 4 weeks of treatment. Science DOI: 10.1126/science.aad7400 It has been recently shown that activation of a macrophage toll-like receptor (TLR) by microbial antigens induces synthesis of 25-hydroxycholesterol, and that this oxysterol potently suppresses IgA production.
Purification Methods
25-Hydroxycholesterol forms colourless needles from MeOH [Schwartz Tetrahedron Lett 22 4655 1981]. The 3acetoxy derivative has m 142-142.8o (from Me2CO) and [] D -40.4o (c 2, CHCl3). The 3,25-diacetoxy derivative has m 119-120.5o (from MeOH) and [] 25D -35.5o (CHCl3). [Dauben & Bradlow J Am Chem Soc 72 4248 1950, Ryer et al. J Am Chem Soc 72 4247 1950, Beilstein 6 IV 6437.]
25-HYDROXYCHOLESTEROL Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Varanous Labs Pvt Ltd | +91-7036248882 +91-7036248882 | Hyderabad, India | 1541 | 58 | Inquiry |
| Pharma Affiliates | 172-5066494 | Haryana, India | 6761 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
| Jinan Million Pharmaceutical Co., Ltd | 0531-68659554 +8613031714605 | China | 192 | 58 | Inquiry |
| Hebei Jingbo New Material Technology Co., Ltd | +8619931165850 | China | 1000 | 58 | Inquiry |
| hebei hongtan Biotechnology Co., Ltd | +86-86-1913198-3935 +8617331935328 | China | 973 | 58 | Inquiry |
| Hebei Saisier Technology Co., LTD | +86-18400010335 +86-18034520335 | China | 989 | 58 | Inquiry |
| Hebei Longbang Technology Co., LTD | +86-18032476855 +86-18032476855 | China | 948 | 58 | Inquiry |