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P0500

Sigma-Aldrich

Palmitic acid

≥99%

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Synonym(s):
1-Pentadecanecarboxylic acid, C16:0, Cetylic acid, Hexadecanoic acid, NSC 5030, PamOH
Linear Formula:
CH3(CH2)14COOH
CAS Number:
57-10-3
Molecular Weight:
256.42
Beilstein:
607489
EC Number:
200-312-9
MDL number:
MFCD00002747
PubChem Substance ID:
24898107
NACRES:
NA.25

vapor pressure

10 mmHg ( 210 °C)

Assay

≥99%

form

powder

bp

271.5 °C/100 mmHg (lit.)

mp

61-62.5 °C (lit.)

density

0.852 g/mL at 25 °C (lit.)

functional group

carboxylic acid

lipid type

saturated FAs

shipped in

ambient

storage temp.

room temp

SMILES string

CCCCCCCCCCCCCCCC(O)=O

InChI

1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)

InChI key

IPCSVZSSVZVIGE-UHFFFAOYSA-N

Gene Information

human ... FABP2(2169) , FABP3(2170) , FABP4(2167) , FABP5(2171)

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General description

Palmitic acid (PA), a saturated fatty acid present in the human body, accounts for 20-30% of total fatty acids (FA) in membrane phospholipids (PL) and adipose triacylglycerols (TAG). It is one of the main components of palm oil however, significant amounts of PA are also found in meat and dairy products, cocoa butter, and olive oil. PA is also present in breast milk. PA performs various fundamental biological functions at cellular and tissue levels.

Application

Palmitic acid has been used:
  • to study its effects on monocyte chemoattractant protein-1 (MCP-1) expression in adipocytes and THP-1 macrophages
  • to stimulate lipotoxicity in primary rat hepatocytes
  • in Et-bovine serum albumin (BSA) solution along with retinoic acid (RA) and retinol to study its effects on spermatogenesis or meiotic progression

Storage Class Code

11 - Combustible Solids

WGK

nwg

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Jorge Matias Caviglia et al.
Journal of lipid research, 52(9), 1636-1651 (2011-07-02)
Although short-term incubation of hepatocytes with oleic acid (OA) stimulates secretion of apolipoprotein B100 (apoB100), exposure to higher doses of OA for longer periods inhibits secretion in association with induction of endoplasmic reticulum (ER) stress. Palmitic acid (PA) induces ER
Songtao Li et al.
Biochimica et biophysica acta, 1841(1), 22-33 (2013-09-24)
Saturated fatty acids (SFAs) induce hepatocyte cell death, wherein oxidative stress is mechanistically involved. Nuclear factor (erythroid-derived 2)-like 2 (Nrf2) is a master transcriptional regulator of cellular antioxidant defense enzymes. Therefore, Nrf2 activation is regarded as an effective strategy against
Chen Shen et al.
Journal of cellular and molecular medicine, 22(7), 3572-3581 (2018-04-20)
Lipotoxicity induced by saturated fatty acids (SFAs) plays a pathological role in the development of non-alcoholic fatty liver disease (NAFLD); however, the exact mechanism(s) remain to be clearly elucidated. Toll-like receptor (TLR) 4 plays a fundamental role in activating the
Sanja Blaskovic et al.
The FEBS journal, 280(12), 2766-2774 (2013-04-05)
S-palmitoylation is post-translational modification, which consists in the addition of a C16 acyl chain to cytosolic cysteines and which is unique amongst lipid modifications in that it is reversible. It can thus, like phosphorylation or ubiquitination, act as a switch.
Andrea Felser et al.
Toxicology, 323, 1-9 (2014-06-03)
Dronedarone is an amiodarone-like antiarrhythmic drug associated with severe liver injury. Since dronedarone inhibits mitochondrial respiration and β-oxidation in vitro, mitochondrial toxicity may also explain dronedarone-associated hepatotoxicity in vivo. We therefore studied hepatotoxicity of dronedarone (200mg/kg/day for 2 weeks or
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Palmitic Acid in Cell Culture

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