20-Hydroxycholesterol

Base Information

Chemical Name:20-Hydroxycholesterol
CAS No.:516-72-3
Deprecated CAS:17364-43-1
Molecular Formula:C27H46 O2
Molecular Weight:402.661
Hs Code.:
UNII:30060WAL99
DSSTox Substance ID:DTXSID70862096
Nikkaji Number:J386.589D
Wikidata:Q27067423
Pharos Ligand ID:3XQ564BDL1FS
Metabolomics Workbench ID:34489
ChEMBL ID:CHEMBL173898
Mol file:516-72-3.mol

Synonyms:(20S)-20-hydroxycholesterol;(20S)-cholest-5-ene-3 beta,20-diol;20 alpha-hydroxycholesterol;20-hydroxycholesterol;20-hydroxycholesterol, (3beta,20 xi)-isomer;20-hydroxycholesterol, 3H-labeled, (3beta,20 xi)-isomer;20alpha-hydroxycholesterol;20R-hydroxycholesterol

Suppliers and Price of 20-Hydroxycholesterol

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

Usbiological
20a-Hydroxycholesterol
10mg
$ 403.00

TRC
20α-HydroxyCholesterol
10mg
$ 110.00

TRC
20α-HydroxyCholesterol
5mg
$ 90.00

Tocris
20(S)-Hydroxycholesterol ≥95%(HPLC)
10
$ 184.00

Sigma-Aldrich
20α-Hydroxycholesterol analytical standard
5mg
$ 149.00

Medical Isotopes, Inc.
20α-Hydroxycholesterol
5 mg
$ 490.00

CSNpharm
20(S)-Hydroxycholesterol
10mg
$ 130.00

CSNpharm
20(S)-Hydroxycholesterol
5mg
$ 80.00

CSNpharm
20(S)-Hydroxycholesterol
50mg
$ 360.00

CSNpharm
20(S)-Hydroxycholesterol
100mg
$ 600.00

Total 15 raw suppliers

Chemical Property of 20-Hydroxycholesterol

Chemical Property:

Vapor Pressure:1.23E-12mmHg at 25°C
Melting Point:136-137°C
Boiling Point:512.3°Cat760mmHg
PKA:15.04±0.70(Predicted)
Flash Point:213.1°C
PSA：40.46000
Density:1.03g/cm³
LogP:6.50360
Storage Temp.:-20°C Freezer
Solubility.:Soluble in DMSO or in Ethanol.
XLogP3:6.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:402.349780706
Heavy Atom Count:29
Complexity:638

Purity/Quality:

97% ^*data from raw suppliers

20a-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)CCCC(C)(C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O
Isomeric SMILES:CC(C)CCC[C@@](C)([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)O
Description 20(S)-hydroxy Cholesterol is an allosteric agonist of the smoothened (Smo) receptor that activates the hedgehog (Hh) signaling pathway with an EC50 value of approxiately 3 μM in a gene transcription reporter assay using NIH3T3 cells. 20(S)-hydroxy Cholesterol is necessary for normal Hh signaling. It induces Smo accumulation in primary cilia, an early event in signaling, and binds to the extracellular, cysteine-rich domain of Smo. 20(S)-hydroxy Cholesterol also stimulates osteogenic differentiation of pluripotent bone marrow stromal cells, a process mediated via Hh and Notch signaling.
Uses A metabolite of Cholesterol. Cholesterol oxidation product having cytotoxicity effects A metabolite of Cholesterol (C432501). Cholesterol oxidation product having A metabolite of Cholesterol (C432501). Cholesterol oxidation product having cytotoxicity effects.

Technology Process of 20-Hydroxycholesterol

There total 19 articles about 20-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: 83.0%

: C₃₄H₅₀O₃

: 516-72-3
20(S)-hydroxycholesterol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.3390/molecules27010225