CAS 1961-72-4

(±)-3-Hydroxytetradecanoic acid

Description:

(±)-3-Hydroxytetradecanoic acid, also known as 3-hydroxymyristic acid, is a fatty acid characterized by a long hydrocarbon chain with a hydroxyl group (-OH) located at the third carbon position. This compound has a total of 14 carbon atoms, making it a medium-chain fatty acid. It is typically found in various natural sources, including certain plant oils and animal fats. The presence of the hydroxyl group imparts unique properties, such as increased solubility in water compared to typical fatty acids, which are primarily hydrophobic. This hydroxyl group also allows for potential applications in the synthesis of surfactants, emulsifiers, and other chemical intermediates. The compound can exist as a racemic mixture, containing both enantiomers, which may exhibit different biological activities. Its melting point and solubility characteristics can vary based on the specific isomer and environmental conditions. Overall, (±)-3-Hydroxytetradecanoic acid is of interest in both biochemical research and industrial applications due to its structural features and functional properties.

Formula: C₁₄H₂₈O₃

InChI: InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)

InChI key: InChIKey=ATRNZOYKSNPPBF-UHFFFAOYSA-N

SMILES: C(CCCCCCCCCC)C(CC(O)=O)O

Synonyms:

• (3RS)-3-Hydroxytetradecanoic acid
• (RS)-3-Hydroxytetradecanoic acid
• 3-Hydroxymyristic acid
• 3-Hydroxytetradecanoic acid
• Brn 1725372
• Tetradecanoic acid, 3-hydroxy-
• beta-Hydroxymyristic acid
• beta-Hydroxytetradecanoic acid
• β-Hydroxymyristic acid
• β-Hydroxytetradecanoic acid
• 3-03-00-00660 (Beilstein Handbook Reference)

3-Hydroxymyristic Acid

CAS: 1961-72-4

Formula: C₁₄H₂₈O₃

Purity: >98.0%(GC)(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 244.38

Ref: 3B-H0274

R-(3)-HYDROXYMYRISTIC ACID

CAS: 1961-72-4

Formula: C₁₄H₂₈O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 244.3703

Ref: IN-DA00ACTN

3-Hydroxytetradecanoic Acid

CAS: 1961-72-4

3-Hydroxytetradecanoic Acid

Purity: 98%

Molecular weight: 244.38g/mol

Ref: 54-OR1011012

DL-β-Hydroxymyristic acid

CAS: 1961-72-4

Formula: C₁₄H₂₈O₃

Purity: ≥ 98.0%

Color and Shape: White powder

Molecular weight: 244.37

Ref: 7W-GL0340

3-Hydroxytetradecanoic acid

CAS: 1961-72-4

Formula: C14H28O3

Purity: >98%

Color and Shape: Solid

Molecular weight: 244.37

Ref: 48-14-1403

3-Hydroxytetradecanoic acid

CAS: 1961-72-4

3-Hydroxytetradecanoic acid is a natural saturated fatty acid and a component of bacterial LPS, composition of lipids and the synthesis of surfactants

Formula: C₁₄H₂₈O₃

Color and Shape: Solid

Molecular weight: 244.37

Ref: TM-TYD-00667

3-Hydroxytetradecanoic Acid

Controlled Product

CAS: 1961-72-4

Applications 3-Hydroxytetradecanoic Acid is used in the preparation of liposomes coated with N-acylated molecular-weight. Also used in the synthesis of pseudomycin side-chain analogs. Also used in the study of Lipid A, a major constituent of the lipopolysaccharides, which are responsible for the toxicity of gram negative bacteria.
References Naberezhnykh, G. et al.: Chem. Nat. Comp., 46, 852 (2011); Chen, S. et al.: Bioorg. Med. Chem. Lett., 10, 2107 (2000); Carillo, S. et al.: Marine Drugs., 11, 184 (2013);

Formula: C₁₄H₂₈O₃

Color and Shape: Neat

Molecular weight: 244.37

Ref: TR-H956780

3-Hydroxymyristic Acid

CAS: 1961-72-4

3-Hydroxymyristic acid is a fatty acid that has been shown to inhibit the activity of esterases and lipases, which are enzymes involved in the hydrolysis of esters and triglycerides. It has also been shown to have antioxidant properties, as well as being a structural component of mitochondrial membranes. 3-Hydroxymyristic acid has been shown to reverse the inhibition of mitochondrial membrane potential by bacterial strains such as Listeria monocytogenes and Escherichia coli. This compound can be synthesized by a chemoselective reaction between myristic acid and 3-hydroxypentanoic acid, which is catalyzed by an asymmetric synthesis. The synthesis can be carried out in a high yield with good optical purity using wild-type strains of bacteria or experimental models such as rat liver cells or human erythrocytes.

Formula: C₁₄H₂₈O₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 244.38 g/mol

Ref: 3D-BAA96172