3b-Hydroxycholest-5-en-7-one

Base Information

Chemical Name:3b-Hydroxycholest-5-en-7-one
CAS No.:566-28-9
Molecular Formula:C27H44 O2
Molecular Weight:400.645
Hs Code.:
Metabolomics Workbench ID:165298
Mol file:566-28-9.mol

Synonyms:Cholest-5-en-3b-ol-7-one;3b-hydroxycholest-5-en-7-one;delta5-Cholesten-3b-ol-7-one

Suppliers and Price of 3b-Hydroxycholest-5-en-7-one

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
7-KetoCholesterol(~98%)
250mg
$ 1300.00

TRC
7-KetoCholesterol(~98%)
100mg
$ 605.00

TRC
7-KetoCholesterol(~98%)
10mg
$ 100.00

Sigma-Aldrich
5-Cholesten-3β-ol-7-one ≥90%
100mg
$ 71.80

Sigma-Aldrich
5-Cholesten-3β-ol-7-one ≥90%
1g
$ 409.00

Sigma-Aldrich
5-Cholesten-3β-ol-7-one ≥90%
250mg
$ 137.00

Medical Isotopes, Inc.
7-KetoCholesterol
50 mg
$ 825.00

IsoSciences
Ketocholesterol ≥98%
1 mg
$ 45.00

Cayman Chemical
7-keto Cholesterol ≥98%
50mg
$ 366.00

Cayman Chemical
7-keto Cholesterol ≥98%
10mg
$ 94.00

Total 22 raw suppliers

Chemical Property of 3b-Hydroxycholest-5-en-7-one

Chemical Property:

Vapor Pressure:7.76E-13mmHg at 25°C
Melting Point:158-160°C
Refractive Index:1.4480 (estimate)
Boiling Point:516.7°Cat760mmHg
PKA:14.68±0.70(Predicted)
Flash Point:218.5°C
PSA：37.30000
Density:1.03g/cm³
LogP:6.56770
Storage Temp.:Refrigerator
Solubility.:Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)
XLogP3:7.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:400.334130642
Heavy Atom Count:29
Complexity:663

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-KetoCholesterol(~98%) ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)CCCC(C)C1CCC2C1(CCC3C2C(=O)C=C4C3(CCC(C4)O)C)C
Isomeric SMILES:C[C@H](CCCC(C)C)C1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C(=O)C=C4[C@@]3(CCC(C4)O)C)C
Description 7-keto Cholesterol is a bioactive sterol and a major oxysterol component of oxidized LDL. It is produced by oxidation of cholesterol via ethanol-mediated lipid peroxidation or photodamage as well as oxidation of 7-dehydro cholesterol by the cytochrome P450 (CYP) isoform CYP7A1. 7-keto Cholesterol inhibits CYP7A1 (IC50 = ~1 μM). It induces activation and chemotaxis of retinal microglia as well as polarization to a pro-inflammatory state via NLRP3 inflammasome activation in vitro. Intraocular implantation of 7-keto cholesterol coated wafers increases ocular levels of VEGF, IL-1β, and GRO/KC, macrophage infiltration, and neovascularization in rat eye. Levels of 7-keto cholesterol in lipid deposits are increased in a variety of chronic diseases, including atherosclerosis, Alzheimer''s disease, and age-related macular degeneration.
Uses 5-Cholesten-3β-ol-7-one was used as a standard in the determination of cholesterol derivatives by GC-MS and HPLC. A metabolite of Cholesterol

Technology Process of 3b-Hydroxycholest-5-en-7-one

There total 32 articles about 3b-Hydroxycholest-5-en-7-one 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: 53.0%

: 57-88-5
cholesterol

: 566-28-9
7-Oxocholesterol

: 566-27-8
cholest-5-en-3β,7β-diol

Guidance literature:: With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In dichloromethane; at 23 ℃; for 48h; Time; Temperature; chemoselective reaction; Catalytic behavior;
DOI:10.1002/asia.201800256

Reference yield: 30.0%

: 75-91-2
tert.-butylhydroperoxide

: 57-88-5
cholesterol

: 566-28-9
7-Oxocholesterol

: 36871-91-7,75671-16-8,75671-17-9,86900-29-0,2846-29-9
3β-hydroxycholest-5-ene-7α-hydroperoxide

: 566-26-7
(3S,7S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

: 566-27-8
cholest-5-en-3β,7β-diol

: 36871-91-7
7β-hydroperoxy-3β-hydroxycholest-5-ene

Guidance literature:: Rh₂(cap)4; In dichloromethane; at 25 ℃; for 15h;

Reference yield: 30.0%

: 57-88-5
cholesterol

: 566-28-9
7-Oxocholesterol

: 36871-91-7,75671-16-8,75671-17-9,86900-29-0,2846-29-9
3β-hydroxycholest-5-ene-7α-hydroperoxide

: 566-26-7
(3S,7S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

: 566-27-8
cholest-5-en-3β,7β-diol

: 36871-91-7
7β-hydroperoxy-3β-hydroxycholest-5-ene

Guidance literature:: With tert.-butylhydroperoxide; [Rh₂(cap)4*2CH₃CN]; In water; 1,2-dichloro-ethane; at 25 ℃; for 15h;
DOI:10.1021/jo8021132