A triacylglycerol
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1,2,3-Trimyristoyl Glycerol

Item No. 23337

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
tetradecanoic acid, 1,1',1''-(1,2,3-propanetriyl) ester
CAS Number
555-45-3
Synonyms
  • Glycerol Tritetradecanoate
  • Myristic Acid Triglyceride
  • NSC 4062
  • TG(14:0/14:0/14:0)
  • Tritetradecanoyl Glycerol
Molecular Formula
C45H86O6
Formula Weight
723.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 10 mg/ml
SMILES
O=C(CCCCCCCCCCCCC)OCC(OC(CCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCC)=O
InChi Code
InChI=1S/C45H86O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-43(46)49-40-42(51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h42H,4-41H2,1-3H3
InChi Key
DUXYWXYOBMKGIN-UHFFFAOYSA-N
Side Chain Carbon Sum
42:0
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

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    Product Description

    1,2,3-Trimyristoyl glycerol is a triacylglycerol of myristic acid (Item No. 13351) that is found in nutmeg.1 It has been used to prepare lipophilic and cationic lipophilic micro- and nanoparticles carriers loaded with proteins, peptides, and oligonucleotides.2,3,4 1,2,3-Trimyristoyl glycerol alone and in combination with tyloxapol, has been used as a micro- and nanoparticle carrier of small molecules, including fluorescent dyes, steroids, antiepileptics, antidepressants, NSAIDs, and antifungals.5,6 1,2,3-Trimyristoyl glycerol has also been used as a substrate to determine fatty acid selectivity of lipases.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lugemwa, F.N. Extraction of betulin, trimyristin, eugenol and carnosic acid using water-organic solvent mixtures. Molecules 17(8), 9274-9282 (2012).

    2. Christophersen, P.C., Zhang, L., Yang, M., et al. Solid lipid particles for oral delivery of peptide and protein drugs I--elucidating the release mechanism of lysozyme during lipolysis. Eur. J. Pharm. Biopharm. 85(3 Pt A), 473-480 (2013).

    3. Christophersen, P.C., Vaghela, D., Müllertz, A., et al. Solid lipid particles for oral delivery of peptide and protein drugs III - the effect of fed state conditions on the in vitro release and degradation of desmopressin. AAPS J. 16(4), 875-883 (2014).

    4. Jin, S.E., Kim, C.K., and Kim, Y.B. Cellular delivery of cationic lipid nanoparticle-based SMAD3 antisense oligonucleotides for the inhibition of collagen production in keloid fibroblasts. Eur. J. Pharm. Biopharm. 82(1), 19-26 (2012).

    5. Vogelhuber, W., Magni, E., Gazzaniga, A., et al. Monolithic glyceryl trimyristate matrices for parenteral drug release applications. Eur. J. Pharm. Biopharm. 55(1), 133-138 (2003).

    6. Karabulut, I., Durmaz, G., and Hayaloglu, A.A. Fatty acid selectivity of lipases during acidolysis reaction between oleic acid and monoacid triacylglycerols. J. Agric. Food Chem. 57(21), 10466-10470 (2009).