A hydroxy fatty acid
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2-hydroxy Myristic Acid

Item No. 90390

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-hydroxytetradecanoic acid
CAS Number
2507-55-3
Synonyms
  • FA 14:0;O
  • 2-hydroxy Tetradecanoic Acid
Molecular Formula
C14H28O3
Formula Weight
244.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 27 mg/mlEthanol: 37 mg/mlEthanol:PBS (1:2): 0.35 mg/ml
SMILES
CCCCCCCCCCCCC(O)C(=O)O
InChi Code
InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-12-13(15)14(16)17/h13,15H,2-12H2,1H3,(H,16,17)
InChi Key
JYZJYKOZGGEXSX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $46

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    50 mg

    $208

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    100 mg

    $378

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    Product Description

    2-hydroxy Myristic acid is a hydroxy fatty acid that has been found in bovine, human, and horse milk, cow and buffalo cheeses, sea bass filet, seal oil, human vernix caseosa, and wool wax.1 It inhibits cleavage between the enterovirus capsid proteins VP4 and VP2, a process required for enterovirus infectivity, as well as Junin and Tacaribe viral replication (IC50s = 20.1 and 14.2 μM, respectively).2,3 2-hydroxy Myristic acid was previously characterized as a weak inhibitor of peptide myristoylation (Ki = 200 μM) but has been shown to be inactive in ARL1 cells when used at 100 μM.4,5 [Matreya, LLC. Catalog No. 1703]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jenske, R., and Vetter, W. Concentrations of medium-chain 2- and 3-hydroxy fatty acids in foodstuffs. Food Chem. 114(3), 1122-1129 (2009).

    2. Tan, Y.W., Hong, W.J., and Chu, J.J. Inhibition of enterovirus VP4 myristoylation is a potential antiviral strategy for hand, foot and mouth disease. Antiviral Res. 133, 191-195 (2016).

    3. Cordo, S.M., Candurra, N.A., and Damonte, E.B. Myristic acid analogs are inhibitors of Junin virus replication. Microbes Infect. 1(8), 609-614 (1999).

    4. Paige, L.A., Zheng, G.-Q., DeFrees, S.A., et al. Metabolic activation of 2-substituted derivatives of myristic acid to form potent inhibitors of myristoyl CoA:protein N-myristoyltransferase. Biochemistry 29(46), 10566-10573 (1990).

    5. Kallemeijn, W.W., Lueg, G.A., Faronato, M., et al. Validation and Invalidation of Chemical Probes for the Human N-myristoyltransferases. Cell. Chem. Biol. 26, (2019).