148019-74-3 Usage
Description
12(S)-HYDROXY-16-HEPTADECYNOIC ACID, also known as 12(S)-HDA, is a naturally occurring fatty acid derivative that functions as a mechanism-based inhibitor of cytochrome P450 ω-hydroxylase. It is characterized by its unique structure, which includes a hydroxyl group at the 12th carbon and an alkynyl group at the 16th carbon. 12(S)-HYDROXY-16-HEPTADECYNOIC ACID has been found to inhibit prostaglandin ω-hydroxylase with a Ki value of 1.8 μM, making it a potentially valuable compound in various applications.
Uses
Used in Pharmaceutical Industry:
12(S)-HYDROXY-16-HEPTADECYNOIC ACID is used as a pharmaceutical agent for its ability to inhibit cytochrome P450 ω-hydroxylase and prostaglandin ω-hydroxylase. This inhibition can be beneficial in the development of drugs targeting specific metabolic pathways and conditions related to the overproduction or dysregulation of prostaglandins.
Used in Research Applications:
In the field of scientific research, 12(S)-HYDROXY-16-HEPTADECYNOIC ACID serves as a valuable tool for studying the role of cytochrome P450 ω-hydroxylase and prostaglandin ω-hydroxylase in various biological processes. It can be used to investigate the effects of these enzymes on cellular functions, signaling pathways, and disease progression.
Used in Drug Development:
12(S)-HYDROXY-16-HEPTADECYNOIC ACID can be utilized in the development of novel therapeutics targeting specific diseases and conditions. Its inhibitory properties make it a promising candidate for the creation of drugs that can modulate the activity of cytochrome P450 ω-hydroxylase and prostaglandin ω-hydroxylase, potentially leading to improved treatment options for patients.
Used in Diagnostic Applications:
The ability of 12(S)-HYDROXY-16-HEPTADECYNOIC ACID to inhibit specific enzymes can also be applied in the development of diagnostic tools and tests. These tools can help in the identification and monitoring of conditions related to the dysregulation of cytochrome P450 ω-hydroxylase and prostaglandin ω-hydroxylase, providing valuable information for clinicians and researchers.
Check Digit Verification of cas no
The CAS Registry Mumber 148019-74-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,8,0,1 and 9 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 148019-74:
(8*1)+(7*4)+(6*8)+(5*0)+(4*1)+(3*9)+(2*7)+(1*4)=133
133 % 10 = 3
So 148019-74-3 is a valid CAS Registry Number.
148019-74-3Relevant articles and documents
Mechanism-Based Inhibitors of Prostaglandin ω-Hydroxylase: (R)- and (S)-12-Hydroxy-16-heptadecynoic Acid and 2,2-Dimethyl-12-hydroxy-16-heptadecynoic Acid
Burger, Alain,Clark, Joan E.,Nishimoto, Masazumi,Muerhoff, A. Scott,Masters, Bettie Sue Siler,Montellano, Paul R. Ortiz de
, p. 1418 - 1424 (2007/10/02)
12-Hydroxy-16-heptadecynoic acid has been shown to selectively inactivate cytochrome P450 4A4, a pulmonary cytochrome P450 enzyme that catalyzes the ω-hydroxylation of prostaglandins .Potent, specific inhibitors of this enzyme are required to explore its physiological role.In a continuing effort to develop such agents, the two enantiomers of 12-hydroxy-16-heptadecynoic acid have been stereospecifically synthesized, their absolute stereochemistry confirmed, and the dependence of enzyme inactivation on absolute stereochemistry determined using cytochrome P450 4A4 purified from the lungs of pregnant rabbits.The 12S enantiomer is roughly twice as active (K1 = 1.8 μM, t1/2 = 0.7 min) as the 12 R enantiomer (K1 = 3.6 μM, t1/2 = 0.8 min), but the chirality of the hydroxyl group is not a major determinant of the specificity for the prostaglandin ω-hydroxylase.The felexibility of the acyclic skeleton of the inhibitor may account for the relatively low enantiomeric discrimination. 2,2-Dimethyl-12-hydroxy-16-heptadecynoic acid, an analogue that cannot undergo β-oxidation, has also been synthesized as a potential in vivo inhibitor of the enzyme and has been shown to inactivate the purified enzyme with K1 = 4.9 μM and t1/2 = 1.0 min.These acetylenic agents, particularly the dimethyl analog, are promising in vivo inhibitors of cytochrome P450 4A4.
