601-57-0

Cholestanone is a cholesterol metabolite that has a keto group in place of the 3-hydroxy group on cholesterol. It decreases TGF-β-induced Smad2 phosphorylation and TGF-β expression and prevents inhibition of DNA synthesis by TGF-β in Mv1Lu cells when used at a concentration of 50 μg/ml. Increased fecal excretion of cholestenone is correlated with an increased risk of colorectal cancer. Cholestenone reduces serum cholesterol levels in a variety of animal models but is toxic to rats when administered at doses of 700-1,000 mg/kg per day, inducing hypertrophy in and reducing the activity of the adrenal gland. It has been used as synthetic intermediate in the synthesis of steroids.

white to light yellow crystals or powder

4-Cholesten-3-one is used as a chiral building block for proteomics research. It is an intestinal metabolite of cholesterol and exhibits an anti-obesity effect on animals.

ChEBI: Cholest-4-en-3-one is a cholestanoid that is cholest-4-ene substituted by an oxo group at position 3. It has a role as a human metabolite and a plant metabolite. It is a cholestanoid and a 3-oxo-Delta(4) steroid.

Store at -20°C

[1] G SALEN. Inverse relationship between plasma cholestanol concentrations and bile acid synthesis in sitosterolemia.[J]. Journal of Lipid Research, 1994, 35 10: 1878-1887.
[2] CHUN-LIN CHEN. Cholest-4-en-3-one attenuates TGF-β responsiveness by inducing TGF-β receptors degradation in Mv1Lu cells and colorectal adenocarcinoma cells.[J]. Journal of Receptors and Signal Transduction, 2017, 37 2: 189-199. DOI: 10.1080/10799893.2016.1203944
[3] D STEINBERG  J A  D S FREDRICKSON. Effects of 4-cholestenone in animals and in man.[J]. Proceedings of the Society for Experimental Biology and Medicine, 1958, 97 4: 784-790. DOI: 10.3181/00379727-97-23880
[4] KE WU. Production, Purification, and Identification of Cholest-4-en-3-one Produced by Cholesterol Oxidase from Rhodococcus sp. in Aqueous/Organic Biphasic System.[J]. Biochemistry Insights, 2015, 8 Suppl 1: 1-8. DOI: 10.4137/bci.s21580