ChemicalBook > CAS DataBase List > 5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL

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

Product Name
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
Formula Weight
402.66
MOL File
566-26-7.mol
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5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL Property

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.
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
H917990
Product name
7α-HydroxyCholesterol
Packaging
5mg
Price
$305
Updated
2021/12/16
IsoSciences
Product number
13410
Product name
7α-Hydroxycholesterol
Purity
≥98%
Packaging
1mg
Price
$195
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
SHG0005077
Product name
CHOLEST-5-EN-3-BETA-7-ALPHA-DIOL
Purity
95.00%
Packaging
5MG
Price
$497.13
Updated
2021/12/16
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5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL Chemical Properties,Usage,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] 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

5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL Preparation Products And Raw materials

Raw materials

Preparation Products

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566-26-7, 5-CHOLESTEN-3-BETA, 7-ALPHA-DIOLRelated Search:

beta-Sitosterol Hydroxyecdysone MOSLOFLAVONE alpha-Cyperone alpha-Terpineol hydroxygenkwanin 2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-4-one (4E,6E)-1,7-Diphenyl-4,6-heptadien-3-one Artemether beta-Eudesmol 7BETA-HYDROXYCHOLESTEROL Fluvastatin sodium salt 25-HYDROXYCHOLESTEROL U 18666A 24(S),25-Epoxycholesterol (not deuterated) 7-KETOCHOLESTEROL CHOLESTENONE(RG) 1-CYCLOHEXYL-2-BUTEN-1-OL

  • 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
  • 5-CHOLESTEN-3β, 7α-DIOL
  • 7alpha-Hydroxycholesterol, Bile acid precursor
  • 7α-Hydroxycholesterol, 10 mM in DMSO
  • 566-26-7
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Steroids