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25-Hydroxycholesterol

25-Hydroxycholesterol Structure
25-Hydroxycholesterol structure
CAS No.
2140-46-7
Chemical Name:
25-Hydroxycholesterol
Synonyms
Cholest-5-ene-3β,25-diol;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-3,25-diol;5-CHOLESTENE-3BETA,25-DIOL;5-CHOLESTEN-3-BETA, 25-DIOL
CBNumber:
CB7412673
Molecular Formula:
C27H46O2
Molecular Weight:
402.65
MDL Number:
MFCD00057815
MOL File:
2140-46-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:54:56
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25-Hydroxycholesterol Properties

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
pka 15.03±0.70(Predicted)
form solid
color White or pale yellow
biological source synthetic (organic)
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
SMILES [C@@]12([H])CC[C@H]([C@H](C)CCCC(O)(C)C)[C@@]1(C)CC[C@]1([H])[C@@]3(C)CC[C@H](O)CC3=CC[C@@]21[H] |&1:0,4,5,14,18,20,24,30,r|
FDA UNII 767JTD2N31
UNSPSC Code 41141804
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)
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
Storage Class 11 - Combustible Solids
NFPA 704
0
3 0

25-Hydroxycholesterol price More Price(59)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H1015 25-Hydroxycholesterol ≥98% 2140-46-7 10mg $144 2026-04-30 Buy
Sigma-Aldrich H1015 25-Hydroxycholesterol ≥98% 2140-46-7 25mg $229 2026-04-30 Buy
TCI Chemical H1872 25-Hydroxycholesterol 2140-46-7 100MG $311 2026-04-30 Buy
Cayman Chemical 11097 25-hydroxy Cholesterol ≥98% 2140-46-7 5mg $32 2026-04-30 Buy
Cayman Chemical 11097 25-hydroxy Cholesterol ≥98% 2140-46-7 10mg $61 2026-04-30 Buy
Product number Packaging Price Buy
H1015 10mg $144 Buy
H1015 25mg $229 Buy
H1872 100MG $311 Buy
11097 5mg $32 Buy
11097 10mg $61 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.

Uses

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.

Definition

ChEBI: 25-hydroxycholesterol is an oxysterol and a 25-hydroxy steroid. It has a role as a human metabolite. It is functionally related to a cholesterol.

Biological Functions

25-Hydroxycholesterol (25-HC) is an oxysterol, an early intermediate in the metabolism of cholesterol to bile acids. Studies have shown that 25-HC is closely linked to intracellular cholesterol synthesis and metabolism, and that increased 25-HC synthesis leads to decreased cholesterol synthesis and uptake. 25-HC is also an important component in the control of intracellular cholesterol metabolism, interacting with inflammatory states. In immune function, 25-HC inhibits a wide range of viral infections by regulating the synthesis and distribution of sterols in cells, and is the first line of defence for the lungs. It has a protective effect against tumour growth and metastasis development. In addition, 25-HC and its metabolite 7α, 25-DHC also show beneficial properties by modulating immune cell migration or endothelial/epithelial barrier properties, thus making them involved in atherosclerosis and CNS diseases.

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.

Biochem/physiol Actions

25-Hydroxycholesterol is a side-chain oxysterol that reportedly triggers activation of a number of cholesterol molecules. This triggers their movement from cell membrane to the endoplasmic reticulum (ER). 25-Hydroxycholesterol affects the immune system and has a key role in the pathogenesis of atherosclerosis.

storage

Store at -20°C

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.]

References

[1] DICZFALUSY U. On the formation and possible biological role of 25-hydroxycholesterol[J]. Biochimie, 2013, 95 3: Pages 455-460. DOI:10.1016/j.biochi.2012.06.016
[2] JEFFREY G. MCDONALD  David W R. Editorial: 25-Hydroxycholesterol: a new life in immunology[J]. Journal of Leukocyte Biology, 2010, 88 6: 1071-1072. DOI:10.1189/jlb.0710418

25-Hydroxycholesterol Preparation Products And Raw materials

Raw materials

Preparation Products

25-Hydroxycholesterol Suppliers

Global( 252)Suppliers
Supplier Tel Email Country ProdList Advantage
Hubei Chenxin Pharmaceutical Co., Ltd. 17362916295 w17362916295@163.com China 2995 58
Zhengzhou Kangshan Biological Co., Ltd. +86-0371-55023472 13663848272 2584787837@qq.com China 239 58
Shanghai QiXin New Materials Technology Co.,Ltd +86 181 2706 2053 18127062053 derrickguo@sh-qixin.cn China 19 58
Shanghai Baoboluo New Material Technology Co., Ltd 15572878882; 15572878882 admin@baoboluomedchemfactory.com China 24 58
Changsha YuTeng New Materials Co., Ltd. 13487087296; 13487087296 guoruqing@cs-yuteng.com China 65 58
Suzhou Haiben Pharmaceutical Co., Ltd 19353112242 1816280386@qq.com China 8041 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Beijing HwrkChemical Technology Co., Ltd 89508211 18501085097 sales.bj@hwrkchemical.com China 9407 55
Chemsky（shanghai）International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Syntechem Co.,Ltd info@syntechem.com China 12973 57
Supplier Advantage
Hubei Chenxin Pharmaceutical Co., Ltd. 58
Zhengzhou Kangshan Biological Co., Ltd. 58
Shanghai QiXin New Materials Technology Co.,Ltd 58
Shanghai Baoboluo New Material Technology Co., Ltd 58
Changsha YuTeng New Materials Co., Ltd. 58
Suzhou Haiben Pharmaceutical Co., Ltd 58
J & K SCIENTIFIC LTD. 76
Beijing HwrkChemical Technology Co., Ltd 55
Chemsky（shanghai）International Co.,Ltd. 50
Syntechem Co.,Ltd 57

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View Lastest Price from 25-Hydroxycholesterol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
25-HYDROXYCHOLESTEROL pictures 2026-09-11 25-HYDROXYCHOLESTEROL
2140-46-7
 $1.00 1kg 99% 200 Jinan Million Pharmaceutical Co., Ltd
25-hydroxycholesterol pictures 2026-09-08 25-hydroxycholesterol
2140-46-7
 500g 99% 100kg Changsha YuTeng New Materials Co., Ltd.
25-Hydroxycholesterol pictures 2026-07-27 25-Hydroxycholesterol
2140-46-7
 $45.00-93.00 99.94% 10g TargetMol Chemicals Inc.

25-Hydroxycholesterol Spectrum

25-HYDROXYCHOLESTEROL(2140-46-7)1HNMR

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1of4

3BETA,25-DIHYDROXY-5-CHOLESTENE 5-CHOLESTEN-3-BETA, 25-DIOL 5-CHOLESTENE-3BETA,25-DIOL 25-Hydroxycholesterol (not deuterated) Cholest-5-ene-3,25-diol, (3.beta.)- 5-cholestene-3β,25-diol (3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-hydroxy-6-methyl-heptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol 3β,25-Dihydroxycholest-5-ene (3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-5-hydroxy-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol (3β)-Cholest-5-ene-3,25-diol 25-Hydroxy-5-cholestene-3β-ol 5-Cholesten-3β,25-diol (3S,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 26-Hydroxy-Cholesterol - d5 (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 (3S,8S,9S,10R,13R,14S,17R)-17-[(R)-6-Hydroxy-6-methyl-2-heptyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (3beta,9beta,14beta)-cholest-5-ene-3,25-diol Cholesterol 25-Hydroxy Cholest-5-ene-3,25-diol, (3β)- 25-hydroxycholesterol(2140-46-7) Bicyclo[4.1.0]heptane-3,4-diol,3,7,7-trimethyl-, (1S,3S,4S,6R)- 5-CHOLESTEN-3β, 25-DIOL Perampanel Impurity 39 25-Hydroxycholesterol, cholesterol metabolite 25-Hydroxycholesterol - [H71999] cholest-5-ene-3,25-diol 25-Hydroxycholesterol (Standard) Cholest-5-ene-3β,25-diol 25-Hydroxycholesterol 2140-46-7 Sterols Lipids Cholesterol and Derivatives Anti-Proliferative Agents Antitumor Agents Cancer Research Biochemicals and Reagents BioChemical Hydroxycholesterol Apoptosis Inhibitors Intermediates & Fine Chemicals Metabolites & IMpurities Pharmaceuticals Steroids