Epoxycholesterol

Base Information

Chemical Name:Epoxycholesterol
CAS No.:1250-95-9
Molecular Formula:C27H46O2
Molecular Weight:402.661
Hs Code.:
European Community (EC) Number:215-007-6
NSC Number:18176
UNII:3UQ9PF5XBD
DSSTox Substance ID:DTXSID101030546
Nikkaji Number:J869I
Wikidata:Q27121609
Metabolomics Workbench ID:34371
ChEMBL ID:CHEMBL497438
Mol file:1250-95-9.mol

Synonyms:5,6-epoxycholesta-3-ol;cholestan-5 alpha,6 alpha-epoxy-3 beta-ol;cholesterol 5,6-epoxide;cholesterol alpha-epoxide;cholesterol alpha-oxide;cholesterol alpha-oxide, (3beta)-isomer;cholesterol alpha-oxide, (3beta,5beta,6beta)-isomer;cholesterol alpha-oxide, 4-(14)C-labeled, (3beta,5alpha,6alpha)-isomer;cholesterol alpha-oxide, 4-(14)C-labeled, (3beta,5beta,6beta)-isomer;cholesterol epoxide;cholesterol-5 alpha,6 alpha-epoxide;cholesterol-5 alpha,6 alpha-oxide;cholesterol-5 beta,6 beta-epoxide

Suppliers and Price of Epoxycholesterol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
Cholesterol5α,6α-Εpoxide
25mg
$ 50.00

Sigma-Aldrich
Cholesterol 5α,6α-epoxide
50mg
$ 84.80

Crysdot
(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 95+%
5g
$ 829.00

Cayman Chemical
5α,6α-epoxy Cholestanol ≥95%
100mg
$ 104.00

Cayman Chemical
5α,6α-epoxy Cholestanol ≥95%
50mg
$ 55.00

Cayman Chemical
5α,6α-epoxy Cholestanol ≥95%
25mg
$ 29.00

Cayman Chemical
5α,6α-epoxy Cholestanol ≥95%
250mg
$ 247.00

American Custom Chemicals Corporation
CHOLESTEROL-5-ALPHA,6-ALPHA-EPOXIDE 95.00%
1G
$ 765.54

Alichem
(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
5g
$ 878.85

AK Scientific
Cholesterol-5alpha,6alpha-epoxide
25mg
$ 139.00

Total 17 raw suppliers

Chemical Property of Epoxycholesterol

Chemical Property:

Vapor Pressure:5.43E-12mmHg at 25°C
Melting Point:147 °C
Refractive Index:1.4480 (estimate)
Boiling Point:497.7°Cat760mmHg
PKA:15.20±0.70(Predicted)
Flash Point:200.9°C
PSA：32.76000
Density:1.04g/cm³
LogP:6.59990
Storage Temp.:-20°C
Solubility.:Soluble in DMSO (up to 10 mg/ml) orin Ethanol (up to 10 mg/ml).
XLogP3:8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:402.349780706
Heavy Atom Count:29
Complexity:630

Purity/Quality:

97% ^*data from raw suppliers

Cholesterol5α,6α-Εpoxide ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC(C)CCCC(C)C1CCC2C1(CCC3C2CC4C5(C3(CCC(C5)O)C)O4)C
Isomeric SMILES:C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H]4[C@@]5([C@@]3(CC[C@@H](C5)O)C)O4)C
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. Cholesterol 5α, 6α-epoxide was incorporated in culture medium of human arterial endothelial cells to study oxysterol-induced toxicity. 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)

Technology Process of Epoxycholesterol

There total 120 articles about Epoxycholesterol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 38.5%