Structure Database (LMSD)

Common Name
Methyl hexadecanoate
Systematic Name
Methyl hexadecanoate
Synonyms
  • WE(1:0/16:0)
LM ID
LMFA07010470
Formula
Exact Mass
Calculate m/z
270.25588
Sum Composition
Status
Curated



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

KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID

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

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Created at
-
Updated at
6th Jun 2022