54232-58-5

Usage

Uses

Used in Pharmaceutical Industry:
9-oxoODA is used as a therapeutic agent for targeting lipid metabolism. Its activation of the PPARα receptor makes it a potential candidate for the treatment of various metabolic disorders and conditions related to lipid imbalances.
Used in Nutritional Supplements:
As a naturally occurring compound in tomatoes, 9-oxoODA can be utilized as an ingredient in nutritional supplements aimed at promoting healthy lipid metabolism and overall metabolic health.
Used in Research and Development:
9-oxoODA serves as a valuable compound for researchers studying the effects of PPARα agonists on lipid metabolism and related physiological processes. It can be used in the development of new drugs and therapies targeting metabolic diseases.
Used in Functional Foods:
Incorporating 9-oxoODA into functional foods can provide consumers with the health benefits associated with improved lipid metabolism and overall metabolic health.

Upstream product

• 115185-06-3 9-Hode 
• 1632125-16-6 C₂₄H₄₀O₅ 
• 1333494-54-4 (2'S)-1-O-(9-oxo-10(E),12(E)-octadecadienoyl) glycerol 
• 123-99-9 azelaic acid 
• 4196-95-6 azeleic acid anhydride 
• 3452-09-3 1-nonyne 
• 17048-20-3 trimethyl(non-1-ynyl)silane 
• 1632125-15-5 C₁₈H₃₀O₃ 
• 60-33-3 linoleic acid 

Downstream Products

• 4114-74-3 9-oxo-octadecanoic acid 

Relevant academic research and scientific papers

Macamides compound and synthetic method and application thereof

The invention relates to the field of drugs, in particular to a macamides compound and a synthetic method and application thereof. The synthetic method of macamides comprises the steps that linoleic acid and an oxidizing agent are subjected to catalytic oxidation through pyridine derivatives to obtain a macaenes mixture; the macaenes mixture and benzylamine or benzylamine derivatives are subjected to amidation and then separated through preparative chromatography, wherein the oxidizing agent is one of 2,2,6,6-tempol-nitrogen-oxide, pyridinium tribromide, 2-Iodoxybenzoic acid; the benzylamine derivatives are 3-trimethoprim or 3,4-dimethoxybenzamine. Linoleic acid is adopted as a starting reactant to be synthesized, and compared with the prior art that mecamide is extracted from plant maca, the needed raw material is low in cost and easy to obtain; in addition, in the synthesis preparation process, operation is easy, few by-products are produced, the needed reagents and solvents are small in toxicity and easy to obtain, and the novel path is provided for preparing a large number of macamides monomeric compounds.

Synthesis of the anti-melanogenic glycerol fatty acid ester isolated from the tuber-barks of colocasia antiquorum var esculenta

(2′S)-1-O-9-Oxo-(10E,12E)-octadecadienoyl glycerol, a natural anti-melanogenic monoglyceride, is synthesized for the first time. The chiral pool based route employed not only confirms the absolute configuration, but also illustrates the first synthetic entry to the (E,E)-diene keto acid, which is another molecule of biological importance. The confusion caused by the misinterpreted 1H NMR spectroscopic data for the (E,E)-diene motif in the literature is discussed. The first unequivocal piece of evidence for the assigned (12E) configuration is also presented. Georg Thieme Verlag Stuttgart, New York.

Regio- and stereoselective oxidation of linoleic acid bound to serum albumin: Identification by ESI-mass spectrometry and NMR of the oxidation products

An efficient RP-HPLC method was developed for the detection of the oxidation products derived from the AAPH-initiated peroxidation of linoleic acid bound to human serum albumin. Diode array UV-detection allowed the quantification at 234 nm of four regioisomeric hydroperoxyoctadecadienoic acids (HPODE) and four hydroxyoctadecadienoic acids (HODE) while at 280 nm four oxooctadecadienoic acid isomers (KODE) were detected. Full identification of the different underivatized HODE, HPODE and KODE isomers was achieved by negative ESI-mass spectrometry outlining common fragmentation pathways for 9- and 13-regioisomers. Chemical synthesis of 9-(E,Z)-, 9-(E,E)-, 13-(Z,E)- and 13-(E,E)-KODE helped to their structural characterization by 1H NMR. Lipid peroxidation in the presence of albumin proved to be regioselective with a larger accumulation of 13-HPODE and 9-KODE isomers. Thermodynamically more stable E,E-stereoisomers were also favored by albumin for both HPODE and KODE.

9-Oxooctadeca-10,12-dienoic acids as Acetyl-CoA carboxylase inhibitors from red pepper (Capsicum annuum L.)

A methanol extract of red pepper showed potent acetylCoA carboxylase inhibitory activity. The active principles were isolated and identified as (E, E)- and (E, Z)-9-oxooctadeca-10,12-dienoic acids by instrumental analyses. The IC50 values of the compounds were 1.4 x 10-6 and 1.5 x 10-6 M, respectively, their activity being nearly sixty-times higher than that of the common fatty acids themselves. A comparative study of the structure-activity relationship among their related compounds showed that the inhibitory activity was influenced neither by the position and species of the oxygen functional group in the middle of the alkyl chain nor by the configurations of the double bonds. However, it was found that the presence of double bonds between the terminal carboxyl and the mid-chain oxygen functional group lowered the inhibitory activity which could be recovered by hydrogenation of the double bonds.