Cholestenone

Cholestanone is a cholesterol metabolite that has a keto group in place of the 3-hydroxy group on cholesterol. It decreases TGF-beta-induced Smad2 phosphorylation and TGF-beta expression and prevents inhibition of DNA synthesis by TGF-beta 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.Formal Name: cholest-4-en-3-one. CAS Number: 601-57-0. Synonyms: 4-Cholesten-3-one, Delta4-Cholestenone, NSC 63000, NSC 134926. Molecular Formula: C27H44O. Formula Weight: 384.6. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: :, DMF: 0.1 mg/ml, Ethanol: 2 mg/ml. lambdamax: 242 nm. SMILES: O=C1CC[C@@]2(C)C(CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@@H](CCCC(C)C)C)=C1. InChi Code: InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h17-19,22-25H,6-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1. InChi Key: NYOXRYYXRWJDKP-GYKMGIIDSA-N.