71774-08-8 Usage
Description
5(S)-HPETE, also known as 5(S)-hydroperoxyeicosatetraenoic acid, is an icosatetraenoic acid with double bonds at the 6-7, 8-9, 11-12, and 14-15 positions, having E, Z, Z, and Z geometry, respectively. It features a prostereo-S hydrogen substituted by a hydroperoxy group, making it a significant bioactive molecule with various applications in different industries.
Uses
Used in Pharmaceutical Industry:
5(S)-HPETE is used as a pharmaceutical agent for its potent anti-inflammatory and analgesic properties. It plays a crucial role in the biosynthesis of various eicosanoids, which are essential for regulating inflammation and pain responses in the body.
Used in Research and Development:
In the field of research and development, 5(S)-HPETE is utilized as a key intermediate in the study of eicosanoid biosynthesis and their role in various physiological processes. It helps researchers understand the underlying mechanisms of inflammation, pain, and other related conditions.
Used in Drug Delivery Systems:
5(S)-HPETE can be employed in the development of novel drug delivery systems to enhance the bioavailability and therapeutic outcomes of various medications. Its unique chemical properties make it a promising candidate for targeted drug delivery and controlled release applications.
Used in Cosmetics Industry:
In the cosmetics industry, 5(S)-HPETE may be used as an active ingredient in anti-inflammatory and pain-relieving products, such as creams, lotions, and ointments. Its ability to modulate eicosanoid biosynthesis can contribute to the development of effective skincare and personal care products.
Used in Nutraceuticals:
5(S)-HPETE can be incorporated into nutraceutical products, such as dietary supplements and functional foods, to provide anti-inflammatory and analgesic benefits. Its potential to support overall health and well-being makes it a valuable addition to the nutraceutical market.
Check Digit Verification of cas no
The CAS Registry Mumber 71774-08-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,1,7,7 and 4 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 71774-08:
(7*7)+(6*1)+(5*7)+(4*7)+(3*4)+(2*0)+(1*8)=138
138 % 10 = 8
So 71774-08-8 is a valid CAS Registry Number.
InChI:InChI=1/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1
71774-08-8Relevant articles and documents
A chemoenzymatic approach to hydroperoxyeicosatetraenoic acids. Total synthesis of 5(S)-HPETE
Dussault,Lee
, p. 218 - 226 (2007/10/02)
A new synthetic approach to enantiomerically pure hydroperoxyeicosatetraenoic acids (HPETEs) is described in which the tetraene skeleton is assembled through chemoselective olefination of a protected hydroperoxy aldehyde. Soybean lipoxygenase-mediated dioxygenation of both natural and unnatural fats produces hydroperoxy dienes in high enantiomeric excess; the observed regioselectivity supports a revised hypothesis for substrate specificity. Protection of the diene hydroperoxides as peroxy ketals is followed by regioselective ozonolysis to afford enantiomerically pure 4-peroxy 2,3-enals which undergo olefination to produce peroxytetraenoates. Removal of the monoperoxy ketal and the methyl ester affords enantiomerically pure HPETEs. The generality of the strategy is illustrated with the first chemical synthesis of 5(S)-HPETE.
Stereochemical Course of 5-Lipoxygenation of Arachidonate by Rat Basophil Leukemic Cell (RBL-1) and Potato Enzymes
Corey, E. J.,Lansbury, Peter T.
, p. 4093 - 4094 (2007/10/02)
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Chemical and Enzymic Syntheses of 5-HPETE, a Key Biological Precursor of Slow-Reacting Substance of Anaphylaxis (SRS), and 5-HETE
Corey, E.J.,Albright, John O.,Barton, Alan E.,Hashimoto, Shun-ichi
, p. 1435 - 1436 (2007/10/02)
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