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Details

Stereochemistry ACHIRAL
Molecular Formula C17H34O2
Molecular Weight 270.4507
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYL PALMITATE

SMILES

CCCCCCCCCCCCCCCC(=O)OC

InChI

InChIKey=FLIACVVOZYBSBS-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Description

Methyl palmitate is one of endogenous fatty acid methyl esters. It has been demonstrated that methyl palmitate inhibited phagocytic activity and the effect was accompanied by differential expression of cytokines, nitric oxide, and COX-2. In addition, the in vitro and in vivo studies demonstrated that methyl palmitate has the potential to inhibit macrophages in general and also has promising anti-inflammatory and anti-fibrotic effects. The drug was tested in vivo on preclinical models of epidural fibrosis, asthma, pulmonary fibrosis, liver fibrosis and edema.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
In a preclinical model of epidural fibrosis, methyl palmitate (300 mg/kg) was given orally three times per week on different days for a total period of 4 weeks. In a preclinical model of asthma and pulmonary fibrosis, methyl palmitate (300mg/kg) was given intraperitoneally three times per week in the last four weeks of the study period. In a model of liver fibrosis, methyl palmitate (300 mg/kg)was given intraperitoneally, daily.
Route of Administration: Other
In Vitro Use Guide
In MTT cytotoxicity assay, Primary rat Kupffer cells were treated with 0.5, 1, and 2 mM methyl palmitate for 24 h followed by with 20 uL MTT (0.5% in PBS) for 4.5 h. In phagocytosis activity assay, cells were treated with 0.5 mM methyl palmitate for 0.5, 1, 2, 4, and 6 h (time-dependent assay) or with methyl palmitate (0.25, 0.5, and 1 mM) for 24 h followed by LPS (500 ng/ml) stimulation for 6 h (dose-dependent assay). Cell viability, as determined by MTT assay, decreased significantly at 2 mM methyl palmitate while changes at 0.5 and 0.1 mM were insignificant. The phagocytic activity of Kupffer cells decreased significantly at all the MP concentration tested when cells were incubated with methyl palmitate for 24 h followed by LPS treatment for 6 h