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5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL

CAS No.
566-26-7
Chemical Name:
5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL
Synonyms
7alpha-Cholesterol;7α-Hydroxy Cholesterol;Cholest-5-En-3Β,7Α-Diol;Cholesterol Impurity 28;5-CHOLESTEN-3β, 7α-DIOL;7-ALPHA-HYDROXYCHOLESTEROL;7a-Hydroxycholest-5-en-3ol;7-alfa-Hydroxy-Cholesterol;3β,7α-Dihydroxycholest-5-ene;(3,7a)-Cholest-5-ene-3,7-diol
CBNumber:
CB9321715
Molecular Formula:
C27H46O2
Molecular Weight:
402.66
MDL Number:
MFCD00201416
MOL File:
566-26-7.mol
Last updated:2023-09-04 16:42:00

5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL Properties

Melting point 168-170°C
Boiling point 515.3±38.0 °C(Predicted)
Density 1.03±0.1 g/cm3(Predicted)
storage temp. Refrigerator
solubility Soluble in DMSO or in Ethanol.
form solid
pka 14.11±0.70(Predicted)
color White or pale yellow
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
FDA UNII 95D0I22I0V

5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC H917990 7α-HydroxyCholesterol 566-26-7 5mg $305 2021-12-16 Buy
American Custom Chemicals Corporation SHG0005077 CHOLEST-5-EN-3-BETA-7-ALPHA-DIOL 95.00% 566-26-7 5MG $497.13 2021-12-16 Buy
IsoSciences 13410 7α-Hydroxycholesterol ≥98% 566-26-7 1mg $195 2021-12-16 Buy
Product number Packaging Price Buy
H917990 5mg $305 Buy
SHG0005077 5MG $497.13 Buy
13410 1mg $195 Buy

5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL Chemical Properties,Uses,Production

Description

7α-Hydroxycholesterol (566-26-7) is a metabolite resulting from the action of cholesterol 7α-hydroxylase on cholesterol. 7α-Hydroxycholesterol is the first intermediate and a rate limiting step in the major pathway for bile acid synthesis in humans.??A pro-inflammatory mediator which upregulates production of CCL2 and MMP9 in macrophages and may promote progression of atherosclerosis.2,3?Possible biomarker for cellular lipid peroxidation.4

Chemical Properties

White Solid

Uses

Secondary metabolite of Cholesterol.

Definition

ChEBI: The 7alpha-hydroxy derivative of cholesterol.

References

1) Duane and Javitt (2002),?Conversion of 7 alpha-hydroxycholesterol to bile acid in human subjects: is there an alternate pathway favoring cholic acid synthesis?; J. Lab. Clin. Med.,?139?109 2) Kim?et al.?(2015)?7α-Hydroxycholesterol induces inflammation by enhancing production of chemokine (C-C motif) ligand 2; Biochem. Biophys. Res. Commun.,?467?879 3) Kim?et al.?(2014)?27-Hydroxycholesterol and 7alpha-hydroxycholesterol trigger a sequence of events leading to migration of CCR5-expressing Th1 lymphocytes; Toxicol. Appl. Pharmacol.,?274?462 4) Saito and Noguchi (2014)?7-Hydroxycholesterol as a possible biomarker of cellular lipid peroxidation: difference between cellular and plasma lipid peroxidation; Biochem. Biophys. Res. Commun.,?446?741

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5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL Spectrum

7-ALPHA-HYDROXYCHOLESTEROL 5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL cholest-5-en-3 beta,7 alpha-diol (3,7a)-Cholest-5-ene-3,7-diol 7a-Hydroxycholest-5-en-3ol 3β,7α-Dihydroxycholest-5-ene 7alpha-Cholesterol Cholest-5-ene-3,7-diol, (3beta,7alpha)- Cholest-5-ene-3,7-diol, (3b,7a)- 7-alfa-Hydroxy-Cholesterol 7α-Hydroxycholesterol (Solution) Cholest-5-ene-3,7-diol, (3β,7α)- 7α-Hydroxy Cholesterol Cholest-5-En-3Β,7Α-Diol Cholesterol Impurity 28 (3beta,7alpha)-cholest-5-ene-3,7-diol peroxidation,Cholesterol,7α-Hydroxycholesterol,non-enzymatic,oxide,inhibit,biomarker,enzymatic,lipid,oxidation,Inhibitor,7α Hydroxycholesterol,7αHydroxycholesterol Cholest-5-ene-3,7-diol, (3β,7α)- 5-CHOLESTEN-3β, 7α-DIOL 566-26-7 Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Steroids