ChemicalBook > CAS DataBase List > CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE

CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE

Product Name
CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE
CAS No.
1250-95-9
Chemical Name
CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE
Synonyms
cholesteroloxide;epoxycholesterol;Cholesterolepoxide;5β-Epoxycholesterol;5,6-epoxy Cholestanol;cholesterolalpha-oxide;ALPHA-EPOXYCHOLESTEROL;5a,6a-Epoxycholesterol;-9a,11b-dimethyl-9-((R);5α,6α-epoxy Cholestanol
CBNumber
CB5109966
Molecular Formula
C27H46O2
Formula Weight
402.65
MOL File
1250-95-9.mol
More
Less

CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE Property

Melting point:
147 °C
Boiling point:
464.74°C (rough estimate)
Density 
0.9932 (rough estimate)
refractive index 
1.4480 (estimate)
storage temp. 
-20°C
solubility 
Soluble in DMSO (up to 10 mg/ml) orin Ethanol (up to 10 mg/ml).
form 
solid
pka
15.20±0.70(Predicted)
color 
White
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
More
Less

Safety

WGK Germany 
3
RTECS 
FZ6360000
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C2773
Product name
Cholesterol 5α,6α-epoxide
Packaging
50mg
Price
$105
Updated
2024/03/01
Cayman Chemical
Product number
25539
Product name
5α,6α-epoxy Cholestanol
Purity
≥95%
Packaging
25mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
25539
Product name
5α,6α-epoxy Cholestanol
Purity
≥95%
Packaging
50mg
Price
$68
Updated
2024/03/01
Cayman Chemical
Product number
25539
Product name
5α,6α-epoxy Cholestanol
Purity
≥95%
Packaging
100mg
Price
$129
Updated
2024/03/01
Cayman Chemical
Product number
25539
Product name
5α,6α-epoxy Cholestanol
Purity
≥95%
Packaging
250mg
Price
$301
Updated
2024/03/01
More
Less

CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE Chemical Properties,Usage,Production

Description

5α,6α-Epoxycholesterol (1250-95-9) is a naturally occurring metabolite of cholesterol.? It is a major oxysterol found in processed food1?and has been implicated in atherosclerosis2,3. 5α,6α-Epoxycholesterol has been found to be an endogenous ligand for LXR (EC50?= 76 nM).4

Uses

Cholesterol 5alpha,6alpha-epoxide is used in the generation of oxysterols and in the studies of the biological significance of oxysterols.

Uses

Cholesterol 5α, 6α-epoxide was incorporated in culture medium of human arterial endothelial cells to study oxysterol-induced toxicity.

Uses

5α,6α-epoxycholestanol has been used as a sterol internal standard in ultra-performance liquid chromatography–high resolution mass spectrometry (UPLC-ESI-HRMS) analysis to quantify mice brain sterols. It may be used in calibration curve generation for the quantification of phytosterols in food samples and as an internal standard for oxysterol quantification in biological samples by gas chromatography-mass spectrometry (GC-MS)

Definition

ChEBI: 5,6alpha-epoxy-5alpha-cholestan-3beta-ol is a 3beta-hydroxy steroid, an oxysterol and an epoxy steroid. It derives from a hydride of a 5alpha-cholestane.

General Description

5α,6α-epoxycholestanol (5α,6α-EC) is generated by cholesterol epoxidation and is a diastereoisomer of 5β,6β-epoxycholestanol (5β,6β-EC).

Biochem/physiol Actions

Cholesterol 5α, 6α-epoxide is an oxysterol, a cholesterol derivative by auto-oxidation. Oxysterols are non-genomic regulators of cholesterol homeostasis. The biological effects include protein prenylation, apoptosis, modulation of sphingolipid metabolism and platelet aggregation. Oxysterols bind to liver X receptors, modulate cholesterol efflux and decrease the uptake of cholesterol by the cells.

References

1) Leonarduzzi?et al.?(2002),?Oxidized products of cholesterol: dietary and metabolic origin, and proatherosclerotic effect (review);?J.?Nutr. Biochem.,?13?700 2) Bj?rkhem?et al. (1988),?Assay of unesterified cholesterol-5,6-epoxide in human serum by isotope dilution mass spectrometry. Levels in the healthy state and in hyperlipoproteinemia; J. Lipid Res.,?29?1031 3) Staprans?et al.?(2005),?The role of dietary oxidized cholesterol and oxidized fatty acids in the development of atherosclerosis; Mol. Nutr. Food Res.,?49?1075 4) Berrodin?et al. (2010),?Identification of 5α,6α-Epoxycholesterol as a novel modulator of Liver X Receptor; Mol. Pharmacol.,?78?1046

CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE Suppliers

China 44 Europe 1 Germany 2 India 4 Japan 1 Switzerland 1 United Kingdom 2 United States 12 Global 67
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44733
Advantage
61
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22514
Advantage
55
Shanghai CanSpecsci Instrument Co., Ltd.
Tel
400-6087598 15021221957
Fax
4006087598-8012
Email
order@canspecsci.com
Country
China
ProdList
2045
Advantage
56
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
Advantage
80
Codow Chemical Co.,Ltd.
Tel
18620099427
Fax
+86-20-62619665
Email
amy@howeipharm.com
Country
China
ProdList
17687
Advantage
55
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Aikon International Limited
Tel
025-58851090 15955137747
Fax
(6)02557626880
Email
sales01@aikonchem.com
Country
China
ProdList
15951
Advantage
58
SHANGHAI FDC-CHEMICAL CO.,LTD
Tel
021-61469567 13482353728
Fax
021-61161605
Email
sales@fdc-chemical.com
Country
China
ProdList
15439
Advantage
58
Henan Alfachem Co.,Ltd.
Tel
0371-0371-0371-55051623 18137891487
Fax
QQ：2853979817
Email
2853979817@qq.com
Country
China
ProdList
10007
Advantage
58
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6777
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11218
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
+86-29-81148696 +86-15536356810
Email
1022@dideu.com
Country
China
ProdList
3882
Advantage
58
cjbscvictory
Tel
13348960310 13348960310
Email
3003867561@qq.com
Country
China
ProdList
10524
Advantage
58
Foshan Treasure Biotechnology Co., Ltd
Tel
0757-85921206 18520245316
Email
2329783215@qq.com
Country
China
ProdList
12661
Advantage
58
Shanghai Haohong Pharmaceutical Co., Ltd.
Tel
400-8210725 4008210725
Email
malulu@leyan.com
Country
China
ProdList
40026
Advantage
58
Shaanxi DIDU pharmaceutical and Chemical Co., Ltd
Tel
029-81120477 17792793610
Email
1033@dideu.com
Country
China
ProdList
9945
Advantage
58
Chongqing Xinboyao Biological Technology Co., LTD
Tel
19122915778
Email
1549869036@qq.com
Country
China
ProdList
498
Advantage
58
TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
24641
Advantage
58
Cato Research Chemicals Inc.
Tel
020-81960175-877 18933936954
Email
tianwen.zhan@cato-chem.com
Country
China
ProdList
7761
Advantage
58
Shanghai Maclean Biochemical Technology Co., LTD
Tel
021-50706066 15221275939
Email
shenlinxing@macklin.cn
Country
China
ProdList
30016
Advantage
58
LGC Science (Shanghai) Ltd.
Tel
17717235263
Email
cindy.yang@lgcgroup.com
Country
China
ProdList
17730
Advantage
58
Shanghai Yingxin laboratory equipment Co., Ltd
Tel
021-021-59178156 15300768757
Email
359382369@qq.com
Country
China
ProdList
10674
Advantage
58
Shanghai Saikerui Biotechnology Co. , Ltd.
Tel
021-58000709 15900491054
Email
info@scrbio.com
Country
China
ProdList
9516
Advantage
58
Shanghai Guchen Biotechnology Co., LTD
Tel
021-34675735 19147740836
Email
1986399151@qq.com
Country
China
ProdList
9844
Advantage
58
Shanghai Jianchao Biotechnology Co., LTD
Tel
15021035486 18081542813
Email
1804873256@qq.com
Country
China
ProdList
6684
Advantage
58
Hangzhou Bingochem Co., Ltd.
Tel
0571-8512-5372
Email
sales@bingochem.com
Country
China
ProdList
21669
Advantage
58
Shanghai Aladdin Biochemical Technology Co.,Ltd.
Tel
400-6206333 1316706386
Email
anhua.mao@aladdin-e.com
Country
China
ProdList
48458
Advantage
58
SHANGHAI ZZBIO CO., LTD.
Tel
15102117276 19921389125
Email
tech@zzbioco.com
Country
China
ProdList
12065
Advantage
58
Cato Research Chemicals Inc.
Tel
13342851930
Email
2853283383@qq.com
Country
China
ProdList
15726
Advantage
58
Shanghai Weiyite Biotechnology Co., Ltd
Tel
15317051735
Email
sales@wytsci.com
Country
China
ProdList
9731
Advantage
58
Sangon Biotech (Shanghai) Co.,Ltd.
Tel
400-821-026
Email
Sales@sangon.com
Country
China
ProdList
47255
Advantage
58
Cayman Chemical Company
Tel
800-3649897
Email
Caymanname@qq.com
Country
China
ProdList
21643
Advantage
58
Merck KGaA
Tel
(+86) 21 2033 8288
Email
sigmaname@qq.com
Country
CHINA
ProdList
292394
Advantage
58
Guangzhou CATO Research Chemicals Inc.
Tel
+86-020-81960175-617 +8615602392859
Email
Intermediate@cato-chem.com
Country
China
ProdList
6335
Advantage
58
LEAP CHEM CO., LTD.
Tel
+86-852-30606658
Email
market18@leapchem.com
Country
China
ProdList
24727
Advantage
58
Neobioscience Co., Ltd.
Tel
--
Fax
--
Email
info@neobioscience.com
Country
CHINA
ProdList
6207
Advantage
58
Proteintech China
Tel
--
Fax
--
Email
Proteintech-CN@ptglab.com
Country
CHINA
ProdList
6290
Advantage
58
Shanghai Hao Zhun Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
info@zzsrm.com
Country
CHINA
ProdList
6650
Advantage
58
Beijing Yunbang Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
yunbnagbio@163.com
Country
China
ProdList
6871
Advantage
50
Guangzhou WeiBo Chemical Co., Ltd.
Tel
--
Fax
--
Email
weibochem@163.com
Country
China
ProdList
6187
Advantage
67
Advanced Technology & Industrial Co., Ltd.
Tel
--
Fax
--
Email
sales@advtechind.com
Country
China
ProdList
6523
Advantage
75
More
Less

View Lastest Price from CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Cholesterol-5alpha,6alpha-epoxide 1250-95-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
10000KG
Release date
2024-08-09

1250-95-9, CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDERelated Search:

1,2-EPOXYEICOSANE 1,2-Epoxydodecane TRANS-2,3-EPOXYBUTANE (R)-(+)-1,2-Epoxybutane (R)-(+)-1,2-EPOXYOCTANE 1,2-EPOXYDECANE 1,2-EPOXY-3-METHYLBUTANE (R)-(+)-1,2-EPOXYDECANE 1,2-EPOXY-2-METHYLBUTANE (S)-(-)-1,2-Epoxybutane 3-CYCLOPENTYL-1-PROPANOL 4-METHYL-1,2-CYCLOHEXENE OXIDE 11-HENEICOSANOL 2-CYCLOHEXYLCYCLOHEXANOL 3,3-DIMETHYL-1,2-EPOXYBUTANE 2,3-EPOXY-2-METHYLBUTANE (R)-(+)-1,2-EPOXYDODECANE 1,2-EPOXYHEXADECANE

  • CHOLESTERYL -ALPHA-EPOXIDE
  • CHOLESTAN-5-ALPHA, 6-ALPHA-EPOXY-3-BETA-OL
  • CHOLESTEROL-5A,6A-EPOXIDE
  • CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE
  • 5,6-alpha-epoxy-5-alpha-cholestan-3-beta-o
  • 5,6-epoxy-,(3-beta,5-alpha,6-alpha)-cholestan-3-o
  • 5-alpha,6-alpha-epoxycholestanol
  • 3BETA-HYDROXY-5ALPHA,6ALPHA-EPOXYCHOLESTANE
  • 5-ALPHA-EPOXYCHOLESTEROL
  • 5ALPHA,6ALPHA-EPOXYCHOLESTAN-3BETA-OL
  • cholestanol, 5α,6α-epoxy
  • cholesterol-alpha-epoxide
  • cholesterolalpha-oxide
  • cholesteroloxide
  • epoxycholesterol
  • 5,6-alpha-epoxy-5-alpha-cholestan-3-beta-ol
  • Cholesterolepoxide
  • Cholestan-3-ol, 5,6-epoxy-, (3.beta.,5.alpha.,6.alpha.)-
  • 5α,6α-epoxycholestan-3β-ol
  • cholesterol 5α,6α-epoxide
  • ALPHA-EPOXIDECHOLESTEROL
  • ALPHA-EPOXYCHOLESTEROL
  • 5-ALPHA-CHOLESTAN-3-BETA-OL,5,6-ALPHA-EPOXY-
  • 5β,6β-Epoxy-5β-cholestan-3β-ol
  • 5β-Epoxycholesterol
  • 5,6-Dihydro-5α,6α-epoxycholesterol
  • (4aR,5aS,6aS,6bS,9R,9aR,11aS,11bR)
  • -9a,11b-dimethyl-9-((R)
  • hexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-ol
  • 5,6-epoxy Cholestanol
  • (4aR,5aS,6aS,6bS,9R,9aR,11aS,11bR)-9a,11b-dimethyl-9-((R)-6-methylheptan-2-yl)hexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-ol
  • Cholesterol-5α,6α-epoxide &gt
  • Cholesterol 5α,6α-Εpoxide
  • 5 alfa, 6 alfa-Epoxy-Cholestanol
  • CHOLESTEROL 5-ALFA,6-ALFA-EPOXIDE
  • 5α,6α-epoxy Cholestanol
  • Cholesterol-5α,6α-epoxide
  • 5alpha,6alpha-Epoxycholesterol
  • 5,6α-epoxy-5α-cholestan-3β-ol
  • 5α,6αepoxy Cholestanol,5α,6α epoxy Cholestanol
  • 5a,6a-Epoxycholesterol
  • Cholestan-3-ol, 5,6-epoxy-, (3β,5α,6α)-
  • Epoxycholesterol|||5α,6α-epoxy Cholestanol|||NSC 18176
  • Cholestan-5α,6α-Epoxycholesterol
  • Epoxycholesterol(5α,6α)
  • Cholesterol 5a,6a-epsilonpoxide
  • 1250-95-9
  • Biochemicals and Reagents
  • BioChemical
  • Cholesterol and Derivatives
  • Lipids
  • Sterols