5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol

Base Information

Chemical Name:5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol
CAS No.:18866-87-0
Molecular Formula:C₂₇H₄₈O₄
Molecular Weight:436.676
Hs Code.:
DSSTox Substance ID:DTXSID00864861
Nikkaji Number:J451.976K
Wikidata:Q76295104
Metabolomics Workbench ID:36719
Mol file:18866-87-0.mol

Synonyms:5 beta cholestane-3 alpha,7 alpha,12 alpha,25-tetrol;5 beta-cholestane-3 beta,7 alpha,12 alpha,25-tetrol;cholestane-3,7,12,25-tetrol

Suppliers and Price of 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol

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

Total 0 raw suppliers

Chemical Property of 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol

Chemical Property:

Vapor Pressure:2.75E-15mmHg at 25°C
Boiling Point:568.4°Cat760mmHg
Flash Point:238.3°C
PSA：80.92000
Density:1.099g/cm³
LogP:4.52510
XLogP3:4.9
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:436.35526001
Heavy Atom Count:31
Complexity:649

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(CCCC(C)(C)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
Isomeric SMILES:C[C@H](CCCC(C)(C)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
General Description (3R,5S,7R,8R,9S,10S,12S,13R,14S)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol **(3R,5S,7R,8R,9S,10S,12S,13R,14S)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol**, also known as **5β-cholestane-3α,7α,12α,25-tetrol** or **3α,7α,12α,25-tetrahydroxycoprostane**, is a bile alcohol with hydroxyl groups at positions 3α, 7α, 12α, and 25 of the 5β-cholestane skeleton. It serves as an intermediate in the biosynthesis of cholic acid and has been synthesized for studying metabolic disorders such as cerebrotendinous xanthomatosis (CTX), where defects in bile acid biosynthesis occur. (3R,5S,7R,8R,9S,10S,12S,13R,14S)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol has been prepared via homologation sequences involving diazoketone intermediates and subsequent Grignard reactions, with structural confirmation by NMR and mass spectrometry. Its derivatives are also investigated as substrates for hepatic steroid 12α-hydroxylase.

Technology Process of 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol

There total 10 articles about 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 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:

: 7170-94-7
cholic acid

: 18866-87-0
5β-Cholestane-3α,7α,12α,25-tetrol

Guidance literature:: Multi-step reaction with 2 steps

1: methanesulfonic acid / 0.01 h / Irradiation

2: diethyl ether; benzene / Ambient temperature

With methanesulfonic acid; In diethyl ether; benzene;
DOI:10.1016/S0039-128X(97)00007-X

Reference yield:

: 917-64-6
methyl magnesium iodide

: 59445-12-4
3α,7α,12α-trihydroxy-5β-cholane-24-carboxylic acid methyl ester

: 18866-87-0
5β-Cholestane-3α,7α,12α,25-tetrol

Guidance literature:: With benzene;
DOI:10.1021/ja01198a066

Reference yield:

: 2097-89-4
cholic acid triformate

: 18866-87-0
5β-Cholestane-3α,7α,12α,25-tetrol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) (COCl)2 / 1.) benzene, RT, 2 h, 2.) benzene, RT, overnight

2: aq. AgNO₃ / methanol / 4 h / Heating

3: methanesulfonic acid / 0.01 h / Irradiation

4: diethyl ether; benzene / Ambient temperature

With oxalyl dichloride; methanesulfonic acid; silver nitrate; In methanol; diethyl ether; benzene;
DOI:10.1016/S0039-128X(97)00007-X