22R-hydroxycholesterol

Base Information Edit

Chemical Name:22R-hydroxycholesterol
CAS No.:17954-98-2
Molecular Formula:C27H46O2
Molecular Weight:402.661
Hs Code.:
DSSTox Substance ID:DTXSID501313409
Nikkaji Number:J14.202F
Wikipedia:22R-Hydroxycholesterol
Wikidata:Q4631298
Pharos Ligand ID:58ARCHPPW3GN
Metabolomics Workbench ID:34393
ChEMBL ID:CHEMBL422904
Mol file:17954-98-2.mol

Synonyms:(22R)-22-hydroxycholesterol;22(R)-hydroxycholesterol;22(R)OH cholesterol;22-hydroxycholesterol;22-hydroxycholesterol, (3beta,20R,22R)-isomer;22-hydroxycholesterol, (3beta,20R,22S)-isomer;22-hydroxycholesterol, (3beta,22R)-isomer;22-hydroxycholesterol, (3beta,22S)-isomer;22R-hydroxycholesterol;22S-hydroxycholesterol;cholest-5-ene-3beta,22-diol

Suppliers and Price of 22R-hydroxycholesterol

Supply Marketing:Edit

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
22α-HydroxyCholesterol
25mg
$ 1135.00

Sigma-Aldrich
22(R)-Hydroxycholesterol ≥98%
5mg
$ 338.00

Sigma-Aldrich
22(R)-Hydroxycholesterol ≥98%
1mg
$ 88.70

Cayman Chemical
22(R)-hydroxy Cholesterol ≥98%
5mg
$ 216.00

Cayman Chemical
22(R)-hydroxy Cholesterol ≥98%
1mg
$ 48.00

Cayman Chemical
22(R)-hydroxy Cholesterol ≥98%
10mg
$ 384.00

ApexBio Technology
22(R)-hydroxyCholesterol
10mg
$ 532.00

ApexBio Technology
22(R)-hydroxyCholesterol
5mg
$ 299.00

ApexBio Technology
22(R)-hydroxyCholesterol
1mg
$ 67.00

American Custom Chemicals Corporation
22-(R)-HYDROXYCHOLESTEROL 95.00%
100MG
$ 1963.50

Total 25 raw suppliers

Chemical Property of 22R-hydroxycholesterol Edit

Chemical Property:

Refractive Index:1.536
Boiling Point:513.1 °C at 760 mmHg
Flash Point:213.5 °C
PSA：40.46000
Density:1.03 g/cm³
LogP:6.35950
Storage Temp.:-20°C
Solubility.:Chloroform (Slightly), Methanol (Slightly)
XLogP3:7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:402.349780706
Heavy Atom Count:29
Complexity:624

Purity/Quality:

97% ^*data from raw suppliers

22α-HydroxyCholesterol ^*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)CCC(C(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O
Isomeric SMILES:C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)[C@@H](CCC(C)C)O
Description The liver X receptors (LXRα and LXRβ) are nuclear hormone receptors whose native ligands are oxysterols. LXRs regulate the oxysterol-induced expression of cholesterol 7α-hydroxylase, the rate limiting enzyme of classic bile acid synthesis. 22(R)-hydroxy Cholesterol is an endogenous agonist for LXRs that activates LXRα with an EC50 value of 325 nM. 22(R)-hydroxy Cholesterol, acting through LXR heterodimerized with the retinoid X receptor, induces the expression of the ABCA1 reverse cholesterol transporter. This activity increases the efflux of cholesterol from enterocytes and thus inhibits the overall absorption of cholesterol. 22(R)-hydroxy Cholesterol can be used as a substrate to monitor cholesterol transport or as an endogenous positive control for testing LXR agonists which have potential as therapeutic agents for the treatment of atherosclerosis.
Uses The 22R-metabolite of Cholesterol (C432501). 22-Hydroxycholesterol inhibits chemokine receptor activity. Bovine aortic endothelial cells were treated with 22(R)-Hydroxycholesterol to study the effects on production of free radicals and in studies related to fatty acid metabolism.

Technology Process of 22R-hydroxycholesterol

There total 75 articles about 22R-hydroxycholesterol 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: 21.9%