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P5585

Palmitic acid

Name: Palmitic acid
Brand: SIGMA

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:

57-10-3

Molecular Weight:

256.42

UNSPSC Code:

12352106

NACRES:

NA.25

PubChem Substance ID:

24898674

EC Number:

200-312-9

Beilstein/REAXYS Number:

607489

MDL number:

MFCD00002747

Assay:

≥99%

Form:

powder

Grade:

BioPerformance Certified

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Properties

biological source

plant (vegetable)

Quality Level

200

grade

BioPerformance Certified

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 (SO₄^2-): ≤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

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

Description

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.

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Storage Class

11 - Combustible Solids

wgk

nwg

flash_point_f

235.4 °F

flash_point_c

113 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Articles

脂质诱导的胰岛素耐受性

脂肪组织中的胰岛素耐受性减少了循环游离脂肪酸的摄入，并增加了脂肪酶对储存甘油三酯的水解。了解与胰岛素耐受性相关的激素、细胞因子和脂肪因子。

Lipid-induced Insulin Resistance

Lipid Induced Insulin Resistance

Fatty Acid Synthesis in Cancer Cells

Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.

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)

View All Related Papers

Global Trade Item Number

SKU	GTIN
P5585-10G	04061834391999
P5585-100G	04061833623305
P5585-25G	04061834392002