Date published: 2026-1-19

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4-Oxatetradecanoic acid (CAS 7420-16-8)

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Alternate Names:
3-(Decyloxy)propanoic acid; 4-Oxymyristic acid
Application:
4-Oxatetradecanoic acid is an analog of myristate that inhibits HIV replication
CAS Number:
7420-16-8
Molecular Weight:
230.34
Molecular Formula:
C13H26O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-Oxatetradecanoic acid is a specialized fatty acid with a unique structural feature: an ether-linked oxygen atom replacing a methylene group within the aliphatic chain, specifically at the fourth carbon from the carboxyl end. This modification introduces an ether linkage, which alters the chemical and physical properties of the molecule compared to typical straight-chain fatty acids. The presence of the ether bond in 4-oxatetradecanoic acid affects its oxidation stability and hydrophobicity, making it an interesting subject for research in materials science and organic chemistry. Researchers have employed this compound in studies focused on the synthesis and properties of novel lipids and their applications in creating more stable lipid membranes or liposomes. These liposomes can be used to investigate membrane dynamics and interactions with other bioactive compounds in a controlled environment. Additionally, 4-oxatetradecanoic acid serves as a precursor in the synthesis of complex esters and polymers, providing insights into the impact of structural modifications on the physical properties of these materials. The compound′s unique structure also offers a platform for studying oxidative stability in lipid systems, potentially leading to advancements in the development of industrial products that require enhanced stability against oxidative degradation.


4-Oxatetradecanoic acid (CAS 7420-16-8) References

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  2. The role of myristoylation in the membrane association of the Lassa virus matrix protein Z.  |  Strecker, T., et al. 2006. Virol J. 3: 93. PMID: 17083745
  3. Synthesis and antifungal properties of alpha-methoxy and alpha-hydroxyl substituted 4-thiatetradecanoic acids.  |  Carballeira, NM., et al. 2007. Chem Phys Lipids. 150: 82-8. PMID: 17662704
  4. HIV escape from natural killer cytotoxicity: nef inhibits NKp44L expression on CD4+ T cells.  |  Fausther-Bovendo, H., et al. 2009. AIDS. 23: 1077-87. PMID: 19424050
  5. Synthesis and biological evaluation of fatty acyl ester derivatives of 2',3'-didehydro-2',3'-dideoxythymidine.  |  Agarwal, HK., et al. 2011. Bioorg Med Chem Lett. 21: 1917-21. PMID: 21382714
  6. Synthesis and Biological Evaluation of 5'-O-Dicarboxylic Fatty Acyl Monoester Derivatives of Anti-HIV Nucleoside Reverse Transcriptase Inhibitors.  |  Pemmaraju, B., et al. 2014. Tetrahedron Lett. 55: 1983-1986. PMID: 24791029
  7. Design, synthesis, antiviral activity, and pre-formulation development of poly-L-arginine-fatty acyl derivatives of nucleoside reverse transcriptase inhibitors.  |  Pemmaraju, BP., et al. 2015. Nucleosides Nucleotides Nucleic Acids. 34: 1-15. PMID: 25513860
  8. Inhibition of enterovirus VP4 myristoylation is a potential antiviral strategy for hand, foot and mouth disease.  |  Tan, YW., et al. 2016. Antiviral Res. 133: 191-5. PMID: 27520386
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  10. Effect of hydrophobicity of acyl groups on the activity and stability of acylated thermolysin.  |  Urabe, I., et al. 1978. Biochim Biophys Acta. 524: 435-41. PMID: 667081

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Oxatetradecanoic acid, 10 mg

sc-202422
10 mg
$188.00