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

5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL Usage And Synthesis

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] WILLIAM C. DUANE  Norman B J. Conversion of 7α-hydroxycholesterol to bile acid in human subjects: Is there an alternate pathway favoring cholic acid synthesis?[J]. Journal of Laboratory and Clinical Medicine, 2002, 139 2: Pages 109-115. DOI:10.1067/mlc.2002.121023
[2] SUN-MI KIM . 7α-Hydroxycholesterol induces inflammation by enhancing production of chemokine (C–C motif) ligand 2[J]. Biochemical and biophysical research communications, 2015, 467 4: Pages 879-884. DOI:10.1016/j.bbrc.2015.10.050
[3] SUN-MI KIM . 27-Hydroxycholesterol and 7alpha-hydroxycholesterol trigger a sequence of events leading to migration of CCR5-expressing Th1 lymphocytes[J]. Toxicology and applied pharmacology, 2014, 274 3: Pages 462-470. DOI:10.1016/j.taap.2013.12.007
[4] YOSHIRO SAITO  Noriko N. 7-Hydroxycholestrol as a possible biomarker of cellular lipid peroxidation: Difference between cellular and plasma lipid peroxidation[J]. Biochemical and biophysical research communications, 2014, 446 3: Pages 741-744. DOI:10.1016/j.bbrc.2013.12.083

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