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S4751

Sigma-Aldrich

Stearic acid

Grade I, ≥98.5% (capillary GC)

Synonym(s):

1-Heptadecanecarboxylic acid, C18:0, Cetylacetic acid, NSC 25956, NSC 261168, Octadecanoic acid, Stearophanic acid

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About This Item

Linear Formula:
CH3(CH2)16COOH
CAS Number:
Molecular Weight:
284.48
Beilstein/REAXYS Number:
608585
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25

vapor pressure

1 mmHg ( 173.7 °C)

Quality Level

type

Grade I

assay

≥98.5% (capillary GC)

form

powder

bp

361 °C (lit.)

mp

67-72 °C (lit.)

solubility

chloroform: 100 mg/mL, clear, colorless

density

0.845 g/cm3

functional group

carboxylic acid

lipid type

saturated FAs

shipped in

ambient

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCCCCCCC(O)=O

InChI

1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20)

InChI key

QIQXTHQIDYTFRH-UHFFFAOYSA-N

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General description

Stearic acid is a C18 saturated fatty acid.

Application

Stearic acid has been used in fatty acid preparations.

Biochem/physiol Actions

β-Oxidation of stearic acid yields eight FADH2 (flavin adenine dinucleotide) and NADH2 (nicotinamide adenine dinucleotide) molecules and nine acetyl-CoA molecules.

Storage Class

11 - Combustible Solids

wgk_germany

nwg

flash_point_f

392.0 °F - Cleveland open cup

flash_point_c

200 °C - Cleveland open cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Solid liquid phase diagrams of binary fatty acid mixtures?Palmitic/stearic with oleic/linoleic/linolenic acid mixture
Eckert Karl-Andreas, et al.
Thermochimica Acta, 630, 50-63 (2016)
Construction and comparison of solid liquid phase diagrams of binary sat-sat and unsat-unsat fatty acid mixtures comprising two of palmitic/stearic/oleic/linoleic/linolenic acid
Eckert KA, et al.
Journal of Environmental Research And Development, 10(4), 1-1 (2016)
Sports Nutrition (1999)
Hypoxia potentiates palmitate-induced pro-inflammatory activation of primary human macrophages
Snodgrass Ryan G, et al.
The Journal of Biological Chemistry, 291(1), 413-424 (2016)
Sophie E Hussey et al.
Bioscience reports, 33(1), 37-47 (2012-10-12)
Emerging evidence suggests that TLR (Toll-like receptor) 4 and downstream pathways [MAPKs (mitogen-activated protein kinases) and NF-κB (nuclear factor κB)] play an important role in the pathogenesis of insulin resistance. LPS (lipopolysaccharide) and saturated NEFA (non-esterified fatty acids) activate TLR4

Articles

Fatty acids of the n-3, n-6 and n-9 families are important supplements for cell culture systems. They are important in cell culture systems used to biomanufacture heterologous proteins, such as monoclonal antibodies.

Lipid Induced Insulin Resistance

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