Structure Database (LMSD)
Common Name
Methyl hexadecanoate
Systematic Name
Methyl hexadecanoate
Synonyms
- WE(1:0/16:0)
3D model of Methyl hexadecanoate
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Saturated fatty acids are synthesized by both plants and animals from acetyl coenzyme A as a form of long-term energy storage. Palmitic acid is a common 16-carbon saturated fat that represents 10-20% of the normal human dietary fat intake, and approximately 25% of the total plasma fatty acids in plasma lipoproteins.1 Saturated free fatty acids induce the expression of cyclooxygenase-2.2 Palmitic acid methyl ester (MP) is a fatty acid ester whose concentration in cells is modulated by methanol. In studies with isolated Kupffer cells, MP inhibits phagocytosis and decreases cell viability. In cells treated with lipopolysaccharide, it also decreases secretion of interleukin-10, TNF-α, nitric oxide, and prostaglandin E2. This effect is thought to occur by the inhibition of NF-κB.3
This information has been provided by Cayman Chemical
References
2. Lee, J.Y., Sohn, K.H., Rhee, S.H., et al. Saturated fatty acids, but not unsaturated fatty acids, induced the expression of cyclooxygenase-2 mediated through Toll-like receptor 4. The Journal of Biological Chemisty 276(20), 16683-16689 (2001).
3. Cai, P., Kaphalia, B.S., and Ansari, G.A.S. Methyl palmitate: Inhibitor of phagocytosis in primary rat Kupffer cells. Toxicology 210, 197-204 (2005).
References
Comments
Pherobase Semiochemicals
String Representations
InChiKey (Click to copy)
FLIACVVOZYBSBS-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C17H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19-2/h3-16H2,1-2H3
SMILES (Click to copy)
O=C(CCCCCCCCCCCCCCC)OC
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
19
Rings
0
Aromatic Rings
0
Rotatable Bonds
15
Van der Waals Molecular Volume
317.60
Topological Polar Surface Area
26.30
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
2
logP
5.64
Molar Refractivity
82.33
Admin
Created at
-
Updated at
6th Jun 2022