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P5585

Sigma-Aldrich

Palmitic acid

BioXtra, ≥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:
Molecular Weight:
256.42
Beilstein:
607489
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25

biological source

plant (vegetable)

Quality Level

vapor pressure

10 mmHg ( 210 °C)

product line

BioXtra

Assay

≥99%

form

powder

technique(s)

cell culture | mammalian: suitable

impurities

≤0.0005% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.1%

bp

271.5 °C/100 mmHg (lit.)

mp

61-62.5 °C (lit.)

solubility

chloroform: 0.5 M, clear, colorless

density

0.852 g/mL at 25 °C (lit.)

anion traces

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.005%
Ca: ≤0.0005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.05%
Pb: ≤0.001%
Zn: ≤0.0005%

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

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Application

Palmitic acid has been used:
  • as a medium supplement in chorionic villous tissue culture form placenta
  • as a component of hormone pellet for implantation in mice ovary
  • for inducing expression of immunity-related GTPase M (IRGM) in human monocytic cell line, THP-1

Biochem/physiol Actions

Palmitic acid (PA) is a component of membrane phospholipids (PL) and adipose triacylglycerols (TAG). Elevated levels of palmitic acid contributes to the pathophysiology of atherosclerosis, type 2 diabetes mellitus, neurodegenerative diseases, obesity and cancer. PA promotes apoptosis in the endothelial cell by modulating the p38 mitogen-activated protein kinase (MAPK) pathway and favors expression of TNF-α and reactive oxygen species accumulation. PA promotes interleukin 8 (IL-8) synthesis in hepatocytes contributing to hepatic inflammation. PA by interacting with toll-like receptor 4 (TLR4) induces inflammatory injury in cardiomyoctes.
Palmitic acid is a straight-chain 16-carbon fatty acid. Diets rich in palmitic acid, along with lauric and myristic acids, are associated with increased serum levels of low-density lipoprotein cholesterol. Palmitic acid is the first fatty acid produced by lipogenesis. It is a negative regulator of acetyl-CoA carboxylase (ACC) and is implicated in fatty acid-induced insulin resistance.

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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Palmitic acid induced vascular endothelial cell apoptosis contributes to the high severity of coronary artery disease in the Uygur population
Jiang H, et al.
Biomedical Research, 28(2), 17339-17361 (2017)
Biological and nutritional properties of palm oil and palmitic acid: effects on health
Mancini A, et al.
Molecules (Basel), 20(9), 17339-17361 (2015)
Lipidomic Analysis of alpha Synuclein Neurotoxicity Identifies Stearoyl CoA Desaturase as a Target for Parkinson Treatment
Fanning S, et al.
Molecular Cell (2018)
Palmitic acid induces production of proinflammatory cytokine interleukin-8 from hepatocytes
Joshi-Barve S, et al.
Hepatology, 46(3), 823-830 (2007)
Cangju Qinggan Jiangzhi Decoction Reduces the Development of NonAlcoholic Steatohepatitis and Activation of Kupffer Cells
Cheng Y, et al.
Cellular Physiology and Biochemistry, 48(3), 971-982 (2018)

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