A triacylglycerol
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Labeled Version(s)
285931,2,3-Tripalmitoyl-d31 Glycerol
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1,2,3-Tripalmitoyl Glycerol

Item No. 23334

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
hexadecanoic acid, 1,1',1''-(1,2,3-propanetriyl) ester
CAS Number
555-44-2
Synonyms
  • Glycerol Trihexadecanoate
  • Glycerol Tripalmitate
  • Glyceryl Tripalmitate
  • TG(16:0/16:0/16:0)
  • Trihexadecanoyl Glycerol
  • Tripalmitin
  • Tripalmitoylglycerol
Molecular Formula
C51H98O6
Formula Weight
807.3
Purity
≥85%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 1 mg/ml
SMILES
O=C(CCCCCCCCCCCCCCC)OCC(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O
InChi Code
InChI=1S/C51H98O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3
InChi Key
PVNIQBQSYATKKL-UHFFFAOYSA-N
Side Chain Carbon Sum
48:0
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

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    Product Description

    1,2,3-Tripalmitoyl glycerol is a triacylglycerol that contains palmitic acid (Item No. 10006627) at the sn-1, sn-2, and sn-3 positions and has been found in palm oil.1 It inhibits glucose-stimulated insulin secretion and reduces viability of INS1 cells in a concentration-dependent manner.2 Myocardial levels of 1,2,3-tripalmitoyl glycerol are elevated by greater than 5-fold in a rat model of diabetes induced by streptozotocin (Item No. 13104).3 1,2,3-Tripalmitoyl glycerol has been used to form the lipid matrices of etoposide-incorporated nanoparticles.4 Formulations containing 1,2,3-tripalmitoyl glycerol have been used in cosmetic products as thickening and skin-conditioning agents.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lísa, M., and Holčapek, M. Triacylglycerols profiling in plant oils important in food industry, dietetics and cosmetics using high-performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. J. Chromatogr. A 1198-1199, 115-130 (2008).

    2. Moffitt, J.H., Fielding, B.A., Evershed, R., et al. Adverse physicochemical properties of tripalmitin in beta cells lead to morphological changes and lipotoxicity in vitro. Diabetologia 48(9), 1819-1829 (2005).

    3. Han, X., Abendschein, D.R., Kelley, J.G., et al. Diabetes-induced changes in specific lipid molecular species in rat myocardium. Biochem J. 352(Pt. 1), 79-89 (2000).

    4. Reddy, L.H., Sharma, R.K., Chuttani, K., et al. Etoposide-incorporated tripalmitin nanoparticles with different surface charge: Formulation, characterization, radiolabeling, and biodistribution studies. AAPS J. 6(3), e23 (2004).

    5. Johnson, W., Jr., and Panel, C.I.R.E. Final report on the safety assessment of trilaurin, triarachidin, tribehenin, tricaprin, tricaprylin, trierucin, triheptanoin, triheptylundecanoin, triisononanoin, triisopalmitin, triisostearin, trilinolein, trimyristin, trioctanoin, triolein, tripalmitin, tripalmitolein, triricinolein, tristearin, triundecanoin, glyceryl triacetyl hydroxystearate, glyceryl triacetyl ricinoleate, and glyceryl stearate diacetate. Int. J. Toxicol. 20(Suppl 4), 61-94 (2001).