700113P

7α-hydroxycholestenone

Avanti Research^™ - A Croda Brand

• Synonyme(s) : C4; α-HC; α-HC; 7HCO; 7 α-3ox-C; 111107
• Formule empirique (notation de Hill): C₂₇H₄₄O₂
• Numéro CAS: 3862-25-7
• Poids moléculaire : 400.64
• Code UNSPSC : 12352211
• Nomenclature NACRES : NA.25

Propriétés

• Description: 7α-hydroxy-4-cholesten-3-one
• Essai: >99% (TLC)
• Forme: powder
• Conditionnement: pkg of 1 × 1 mg (700113P-1mg); pkg of 1 × 10 mg (700113P-10mg)
• Fabricant/nom de marque: Avanti Research^™ - A Croda Brand
• Conditions d'expédition: dry ice
• Température de stockage: −20°C
• InChI: 1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h15,17-18,21-25,29H,6-14,16H2,1-5H3/t18-,21-,22+,23+,24-,25+,26+,27-/m1/s1
• Clé InChI: IOIZWEJGGCZDOL-RQDYSCIWSA-N

Description

Description générale

7α-Hydroxy-4-cholesten-3-one is an intermediate in the biochemical synthesis of bile acids from cholesterol. Its precursor, 7α-hydroxycholesterol, is produced from cholesterol by hepatic cholesterol 7α-hydroxylase (CYP7A1).[1]It is metabolized by the enzyme 7α-hydroxycholest-4-en-3-one 12α-hydroxylase to 7α,12α-dihydroxycholest-4-en-3-one and then to cholic acid, the major primary bile acid in humans. Alternatively, it can be converted into 5β-cholestane-3α,7α-diol and then to chenodeoxycholic acid, the other major primary bile acid in humans.Serum 7α-hydroxy-4-cholesten-3-one concentrations reflect the activity of the bile acid synthetic pathway. Serum 7α-hydroxy-4-cholesten-3-one values vary during the day as bile acid synthetic rates have a diurnal rhythm.[2]Elevated values are found in patients with bile acid malabsorption and may be useful in the diagnosis of this condition as high values are associated with low SeHCAT retention.[3] The increase in serum 7α-hydroxy-4-cholesten-3-one concentrations reflects the loss of bile acids secondary to bile acid malabsorption or the increased synthesis found in primary bile acid diarrhea associated with impaired negative feedback of CYP7A1 by FGF19.[4]

Application

• Role as a mediator in cholesterol metabolism: 7α-hydroxycholestenone has been implicated in the discussion on oxysterols as cholesterol metabolites that act as significant mediators within biological systems, highlighting its importance in cholesterol metabolism and potential pharmaceutical implications (Mutemberezi et al., 2016).

Conditionnement

5 mL Amber Glass Screw Cap Vial (700113P-10mg)

5 mL Amber Glass Screw Cap Vial (700113P-1mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable