3862-25-7 Usage
Description
7α-hydroxy-4-Cholesten-3-one is a metabolite of 7α-hydroxy cholesterol and an intermediate in the biosynthesis of bile acids. Plasma levels of 7α-hydroxy-4-cholesten-3-one positively correlate with the rate of bile acid synthesis in humans and are increased in patients following ileal resection.
Chemical Properties
White Solid
Uses
7α-Hydroxy-4-cholesten-3-one is a metabolite of Cholesterol (C432501).
Definition
ChEBI: A cholestanoid consisting of a cholesterol core having an oxo group at the 3-position, a C2C bond at the 4,5-position and an alpha-hydroxy group at the 7-position.
Check Digit Verification of cas no
The CAS Registry Mumber 3862-25-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,8,6 and 2 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3862-25:
(6*3)+(5*8)+(4*6)+(3*2)+(2*2)+(1*5)=97
97 % 10 = 7
So 3862-25-7 is a valid CAS Registry Number.
InChI:InChI=1/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
3862-25-7Relevant articles and documents
Chemical synthesis of 7α-hydroxycholest-4-en-3-one, a biomarker for irritable bowel syndrome and bile acid malabsorption
Offei, Samuel D.,Arman, Hadi D.,Yoshimoto, Francis K.
, (2019/07/31)
7α-Hydroxy-cholest-4-en-3-one is a biomarker for bile acid loss, irritable bowel syndrome, and other diseases associated with defective bile acid biosynthesis. Furthermore, 7α-hydroxy-cholest-4-en-3-one is the physiological substrate for cytochrome P450 8B1 (P450 8B1 or CYP8B1), the oxysterol 12α-hydroxylase enzyme implicated in obesity and cardiovascular health. We report the chemical synthesis of this physiologically important oxysterol beginning with cholesterol. The key feature of this synthesis involves a regioselective C3-allylic oxidation of a 3-desoxy-Δ4-7α-formate steroid precursor to form 7α-formyloxy-cholest-4-en-3-one, which was saponified to yield 7α-hydroxy-cholest-4-en-3-one.