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P0500

Sigma-Aldrich

Palmitic acid

≥99%

Synonym(s):

1-Pentadecanecarboxylic acid, C16:0, Cetylic acid, Hexadecanoic acid, NSC 5030, PamOH

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About This Item

Linear Formula:
CH3(CH2)14COOH
CAS Number:
57-10-3
Molecular Weight:
256.42
Beilstein:
607489
EC Number:
200-312-9
MDL number:
MFCD00002747
UNSPSC Code:
12352106
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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
B Vessby et al.
Diabetologia, 37(10), 1044-1050 (1994-10-01)
Recent data indicate that peripheral insulin sensitivity may be influenced by dietary fat quality and skeletal muscle phospholipid fatty acid composition. During a health survey of 70-year-old men insulin sensitivity was measured by the euglycaemic hyperinsulinaemic clamp technique and the
Jonas Sieber et al.
The American journal of pathology, 183(3), 735-744 (2013-07-23)
Type 2 diabetes mellitus is characterized by dyslipidemia with elevated free fatty acids (FFAs). Loss of podocytes is a hallmark of diabetic nephropathy, and podocytes are highly susceptible to saturated FFAs but not to protective, monounsaturated FFAs. We report that
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