An internal standard for the quantification of 1,2,3-tripalmitoyl-rac-glycerol
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1-Palmitoyl-d9-2,3-Dipalmitoyl-sn-glycerol

Item No. 27592

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(S)-3-((hexadecanoyl-13,13,14,14,15,15,16,16,16-d9)oxy)propane-1,2-diyl dipalmitate
CAS Number
2738376-70-8
Synonyms
  • Glycerol Tripalmitate-d9
  • TG(16:0-d9/16:0/16:0)
  • Tripalmitin-d9
  • 1,2,3-Tripalmitoyl-sn-glycerol-d9
  • Tripalmitoylglycerol-d9
Molecular Formula
C51H89D9O6
Formula Weight
816.4
Purity
≥99% deuterated forms (d1-d9)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/ml
SMILES
CCCCCCCCCCCCCCCC(O[C@H](COC(CCCCCCCCCCCC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O)COC(CCCCCCCCCCCCCCC)=O)=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/i1D3,4D2,7D2,10D2/t48-/m1/s1
InChi Key
PVNIQBQSYATKKL-NXQILUQVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

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    Product Description

    1-Palmitoyl-d9-2,3-dipalmitoyl-sn-glycerol is intended for use as an internal standard for the quantification of 1,2,3-tripalmitoyl-rac-glycerol (Item No. 23334) by GC- or LC-MS. 1,2,3-Tripalmitoyl-rac-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-rac-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-rac-glycerol has been used to form the lipid matrices of etoposide-incorporated nanoparticles.4 Formulations containing 1,2,3-tripalmitoyl-rac-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).