136696-10-1 Usage
Description
(5S,6Z,8E,10E,14Z)-5-hydroxy-12-oxoicosa-6,8,10,14-tetraenoic acid, also known as 12-oxo-Leukotriene B4 (12-oxo-LTB4), is a dihydroxy fatty acid derived from arachidonic acid through the 5-LO pathway. It is an initial metabolite of Leukotriene B4 (LTB4) formed via the LTB4 12-hydroxydehydrogenase pathway. (5S,6Z,8E,10E,14Z)-5-hydroxy-12-oxoicosa-6,8,10,14-tetraenoic acid plays a significant role in promoting various leukocyte functions, including aggregation, stimulation of ion fluxes, enhancement of lysosomal enzyme release, superoxide anion production, chemotaxis, and chemokinesis.
Uses
Used in Pharmaceutical Industry:
(5S,6Z,8E,10E,14Z)-5-hydroxy-12-oxoicosa-6,8,10,14-tetraenoic acid is used as a pharmaceutical agent for its potential therapeutic applications in various inflammatory and immune response conditions. Its ability to modulate leukocyte functions makes it a promising candidate for the development of new drugs targeting these processes.
Used in Research and Development:
In the field of research and development, (5S,6Z,8E,10E,14Z)-5-hydroxy-12-oxoicosa-6,8,10,14-tetraenoic acid is used as a research tool to study the mechanisms of leukocyte activation and the role of LTB4 in various biological processes. This knowledge can contribute to the development of novel therapeutic strategies for treating inflammatory diseases and other related conditions.
Used in Drug Delivery Systems:
Similar to gallotannin, (5S,6Z,8E,10E,14Z)-5-hydroxy-12-oxoicosa-6,8,10,14-tetraenoic acid can also benefit from novel drug delivery systems to enhance its applications and efficacy. By employing various organic and metallic nanoparticles as carriers, the delivery, bioavailability, and therapeutic outcomes of this compound can be improved, potentially leading to more effective treatments for conditions involving leukocyte dysfunction.
Check Digit Verification of cas no
The CAS Registry Mumber 136696-10-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,6,6,9 and 6 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 136696-10:
(8*1)+(7*3)+(6*6)+(5*6)+(4*9)+(3*6)+(2*1)+(1*0)=151
151 % 10 = 1
So 136696-10-1 is a valid CAS Registry Number.
InChI:InChI=1/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,19,22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t19-/m1/s1
136696-10-1Relevant articles and documents
Dehydrogenase reductase 9 (SDR9C4) and related homologs recognize a broad spectrum of lipid mediator oxylipins as substrates
Belyaeva, Olga V.,Boeglin, William E.,Brash, Alan R.,Goggans, Kelli R.,Karki, Suman,Kedishvili, Natalia Y.,Popov, Kirill M.,Wendell, Stacy G.,Wirth, Samuel E.
, (2022/01/31)
Bioactive oxylipins play multiple roles during inflammation and in the immune response, with termination of their actions partly dependent on the activity of yet-to-be characterized dehydrogenases. Here, we report that human microsomal dehydrogenase reductase 9 (DHRS9, also known as SDR9C4 of the short-chain dehydrogenase/reductase (SDR) superfamily) exhibits a robust oxidative activity toward oxylipins with hydroxyl groups located at carbons C9 and C13 of octadecanoids, C12 and C15 carbons of eicosanoids, and C14 carbon of docosanoids. DHRS9/SDR9C4 is also active toward lipid inflammatory mediator dihydroxylated Leukotriene B4 and pro-resolving mediators such as tri-hydroxylated Resolvin D1 and Lipoxin A4, although notably, with lack of activity on the 15-hydroxyl of prostaglandins. We also found that the SDR enzymes phylogenetically related to DHRS9, i.e., human SDR9C8 (or retinol dehydrogenase 16), the rat SDR9C family member known as retinol dehydrogenase 7, and the mouse ortholog of human DHRS9 display similar activity toward oxylipin substrates. Mice deficient in DHRS9 protein are viable, fertile, and display no apparent phenotype under normal conditions. However, the oxidative activity of microsomal membranes from the skin, lung, and trachea of Dhrs9?/? mice toward 1 μM Leukotriene B4 is 1.7- to 6-fold lower than that of microsomes from wild-type littermates. In addition, the oxidative activity toward 1 μM Resolvin D1 is reduced by about 2.5-fold with DHRS9-null microsomes from the skin and trachea. These results strongly suggest that DHRS9 might play an important role in the metabolism of a wide range of bioactive oxylipins in vivo.
