6561-58-6 Usage
Description
3-Hydroxy-5-cholestenoic acid, also known as a metabolite of cholesterol, is a steroid acid resulting from the oxidation of one of the terminal methyl groups of cholesterol to the corresponding aldehyde. It is a white solid with significant biological implications, particularly in the elimination of cholesterol in human endothelial cells.
Uses
Used in Pharmaceutical Industry:
3-Hydroxy-5-cholestenoic acid is used as a therapeutic agent for the treatment of high cholesterol levels. Its application reason is based on its ability to facilitate the elimination of cholesterol in human endothelial cells, thus helping to reduce the risk of cardiovascular diseases and other cholesterol-related health issues.
Used in Research and Development:
3-Hydroxy-5-cholestenoic acid is used as a research compound for studying the metabolism of cholesterol and its role in various physiological processes. The application reason is to gain a deeper understanding of cholesterol metabolism and to develop new strategies for managing cholesterol levels and related health conditions.
Used in Drug Delivery Systems:
3-Hydroxy-5-cholestenoic acid can be used as a component in the development of drug delivery systems, particularly for targeting cholesterol-related conditions. The application reason is its ability to interact with cholesterol and potentially enhance the delivery of therapeutic agents to specific cellular targets, improving the efficacy of treatments.
Check Digit Verification of cas no
The CAS Registry Mumber 6561-58-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,5,6 and 1 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 6561-58:
(6*6)+(5*5)+(4*6)+(3*1)+(2*5)+(1*8)=106
106 % 10 = 6
So 6561-58-6 is a valid CAS Registry Number.
InChI:InChI=1/C27H44O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h8,17-18,20-24,28H,5-7,9-16H2,1-4H3,(H,29,30)/t17-,18?,20+,21+,22-,23+,24+,26+,27-/m1/s1
6561-58-6Relevant articles and documents
Structural and biochemical characterization of Mycobacterium tuberculosis CYP142: Evidence for multiple cholesterol 27-hydroxylase activities in a human pathogen
Driscoll, Max D.,McLean, Kirsty J.,Levy, Colin,Mast, Natalia,Pikuleva, Irina A.,Lafite, Pierre,Rigby, Stephen E. J.,Leys, David,Munro, Andrew W.
experimental part, p. 38270 - 38282 (2011/10/13)
The Mycobacterium tuberculosis cytochrome P450 enzyme CYP142 is encoded in a large gene cluster involved in metabolism of host cholesterol. CYP142 was expressed and purified as a soluble, low spin P450 hemoprotein. CYP142 binds tightly to cholesterol and its oxidized derivative cholest-4-en-3-one, with extensive shift of the heme iron to the high spin state. High affinity for azole antibiotics was demonstrated, highlighting their therapeutic potential. CYP142 catalyzes either 27-hydroxylation of cholesterol/cholest-4-en-3-one or generates 5-cholestenoic acid/cholest-4-en-3-one-27-oic acid from these substrates by successive sterol oxidations, with the catalytic outcome dependent on the redox partner system used. The CYP142 crystal structure was solved to 1.6 A, revealing a similar active site organization to the cholesterol-metabolizing M. tuberculosis CYP125, but having a near-identical organization of distal pocket residues to the branched fatty acid oxidizing M. tuberculosis CYP124. The cholesterol oxidizing activity of CYP142 provides an explanation for previous findings that ΔCYP125 strains of Mycobacterium bovis and M. bovis BCG cannot grow on cholesterol, because these strains have a defective CYP142 gene. CYP142 is revealed as a cholesterol 27-oxidase with likely roles in host response modulation and cholesterol metabolism.
Trans reduction of delta24 of lanosterol in the biosynthesis of cholesterol by rat liver enzymes.
Caspi,Kienle,Varma,Mulheirn
, p. 2161 - 2163 (2007/10/13)
-
