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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:
57-11-4
Molecular Weight:
284.48
Beilstein:
608585
EC Number:
200-313-4
MDL number:
MFCD00002752
UNSPSC Code:
12352106
PubChem Substance ID:
24899616
NACRES:
NA.25

vapor pressure

1 mmHg ( 173.7 °C)

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 Code

11 - Combustible Solids

WGK

nwg

Flash Point(F)

392.0 °F - Cleveland open cup

Flash Point(C)

200 °C - Cleveland open cup

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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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
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Stearic Acid in Cell Culture

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

Lipid Induced Insulin Resistance

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