A methylated form of α-linolenic acid
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α-Linolenic Acid methyl ester

Item No. 9000290

Technical Information
Formal Name
9Z,12Z,15Z-octadecatrienoic acid, methyl ester
CAS Number
301-00-8
Synonyms
  • Linolenic Acid methyl ester
  • Methyl ALA
  • Methyl Linolenate
  • Methyl α-Linolenate
  • SFE 19:3
Molecular Formula
C19H32O2
Formula Weight
Purity
≥98%
A 250 mg/ml solution in ethanol
0.15 M Tris-HCl pH 8.5: 1 mg/mlDMF: 100 mg/mlDMSO: 100 mg/mlEthanol: 100 mg/mlPBS (pH 7.2): 0.1 mg/ml
SMILES
CC/C=C\C/C=C\C/C=C\CCCCCCCC(OC)=O
InChi Code
InChI=1S/C19H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h4-5,7-8,10-11H,3,6,9,12-18H2,1-2H3/b5-4-,8-7-,11-10-
InChi Key
DVWSXZIHSUZZKJ-YSTUJMKBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    α-Linolenic acid methyl ester is a natural methylated form of α-linolenic acid (Item No. 90210).1,2 Unlike α-linolenic acid, linolenic acid methyl ester is a poor agonist of GPR120, does not inhibit voltage-dependent calcium channels in β-cells, and only weakly inhibits melanogenesis in mouse B16 melanoma cells.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Go, J.V., Rezanka, T., Srebnik, M., et alVariability of fatty acid components of murine and freshwater gastropod speices from the littoral zone of the Red Sea, Mediterranean Sea, and Sea of Galilee. Biochem. Syst. Ecol. 30, 819-835 (2002).

    2. Mohadjerani, M., Hosseinzadeh, R., and Hosseini, M. Chemical composition and antibacterial properties of essential oil and fatty acids of different parts of Ligularia persica Boiss. Avicenna J. Phytomed. 6(3), 357-365 (2016).

    3. Sun, Q., Hirasawa, A., Hara, T., et alStructure-activity relationships of GPR120 agonists based on a docking simulation. Mol. Pharm. 78(5), 804-810 (2010).

    4. Feng, D.-D., Zhao, Y.-F., Luo, Z.-Q., et alLinoleic acid induces Ca2+-induced inactivation of voltage-dependent Ca2+ currents in rat pancreatic β-cells. J. Endocrinol. 196(2), 377-384 (2008).

    5. Huh, S., Kim, Y.-S., Jung, E., et alMelanogenesis inhibitory effect of fatty acid alkyl esters isolated from Oxalis triangularis. Biol. Pharm. Bull. 33(7), 1242-1245 (2010).