CAS 1481636-43-4

9-[[(9Z)-1-Oxo-9-hexadecen-1-yl]oxy]octadecanoic acid

Description:

9-[[(9Z)-1-Oxo-9-hexadecen-1-yl]oxy]octadecanoic acid, with the CAS number 1481636-43-4, is a complex fatty acid derivative characterized by its long hydrocarbon chains and functional groups. This compound features a hexadecenyl moiety, indicating the presence of a double bond in the hexadecene portion, which contributes to its unsaturation and potential reactivity. The presence of an ester linkage, as suggested by the "oxy" in its name, indicates that it may exhibit surfactant properties, making it relevant in various biochemical applications. Additionally, the octadecanoic acid component, commonly known as stearic acid, contributes to its hydrophobic characteristics, while the overall structure suggests potential amphiphilic behavior. This compound may be of interest in fields such as biochemistry, materials science, and pharmaceuticals, particularly in the development of drug delivery systems or as a component in lipid-based formulations. Its unique structural features may also influence its biological activity and interactions with cellular membranes.

Formula: C₃₄H₆₄O₄

InChI: InChI=1/C34H64O4/c1-3-5-7-9-11-12-13-14-15-16-18-23-27-31-34(37)38-32(28-24-20-17-10-8-6-4-2)29-25-21-19-22-26-30-33(35)36/h12-13,32H,3-11,14-31H2,1-2H3,(H,35,36)/b13-12-

InChI key: InChIKey=VCXRHEIVUHPWLL-SEYXRHQNNA-N

SMILES: C(OC(CCCCCCC/C=C\CCCCCC)=O)(CCCCCCCC(O)=O)CCCCCCCCC

Synonyms:

• 9-[[(9Z)-1-Oxo-9-hexadecen-1-yl]oxy]octadecanoic acid
• Octadecanoic acid, 9-[[(9Z)-1-oxo-9-hexadecen-1-yl]oxy]-

9-POHSA

CAS: 1481636-43-4

Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are recent discoveries in endogenous lipids that are influenced by dietary changes such as fasting and high-fat diets, showing a link with enhanced insulin sensitivity in mice. These compounds typically feature a C-16 or C-18 fatty acid (e.g., palmitoleic, palmitic, oleic, or stearic acid) bound to a hydroxy group on another C-16 or C-18 fatty chain. A specific FAHFA, 9-POHSA, consists of palmitoleic acid connected at the hydroxy stearic acid's 9th position. This molecule, in particular, exhibits notably increased levels in the serum of glucose-tolerant AG4OX mice, which express the Glut4 glucose transporter predominantly in their adipose tissue. Given the broader family of FAHFAs' roles in enhancing glucose tolerance, promoting insulin secretion, and exerting anti-inflammatory effects, 9-POHSA emerges as a potential bioactive lipid involved in managing metabolic syndrome and inflammation.

Formula: C₃₄H₆₄O₄

Color and Shape: Solid

Molecular weight: 536.882

Ref: TM-T84428