A triacylglycerol
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1,2,3-Trioleoyl Glycerol

Item No. 26871

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9Z-octadecenoic acid, 1,1',1"-(1,2,3-propanetriyl) ester
CAS Number
122-32-7
Synonyms
  • Glyceryl Trioleate
  • TG(18:1/18:1/18:1)
  • Triolein
Molecular Formula
C57H104O6
Formula Weight
885.4
Purity
≥50%
Formulation (Request formulation change)
A neat oil
Solubility(Learn about Variance in Solubility)
DMF: miscibleDMSO: miscibleEthanol: miscible
SMILES
O=C(CCCCCCC/C=C\CCCCCCCC)OCC(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O
InChi Code
InChI=1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-
InChi Key
PHYFQTYBJUILEZ-IUPFWZBJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    10 g

    $39

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    25 g

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    50 g

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    100 g

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    Product Description

    1,2,3-Trioleoyl glycerol is a triacylglycerol that contains oleic acid (Item Nos. 90260 | 24659) at the sn-1, sn-2, and sn-3 positions. It inhibits oxidized LDL-induced decreases in cell viability and superoxide dismutase (SOD) and glutathione peroxidase (GPX) activities and increases in apoptosis in endothelial cells when used at a concentration of 10 μM.1 1,2,3-Trioleoyl glycerol has been found in sunflower, corn, and extra virgin olive oils.2,3 It has been used as a standard for the quantification of triacylglycerols in extra virgin olive oil by high temperature gas chromatography-(ionic trap)mass spectrometry (HTGC-(IT)MS).3 1,2,3-Trioleoyl glycerol is a major component of Lorenzo's oil.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Luo, T., Deng, Z.Y., Li, X.P., et al. Triolein and trilinolein ameliorate oxidized low-density lipoprotein-induced oxidative stress in endothelial cells. Lipids 49(5), 495-504 (2014).

    2. Gao, B., Luo, Y., Lu, W., et al. Triacylglycerol compositions of sunflower, corn and soybean oils examined with supercritical CO2 ultra-performance convergence chromatography combined with quadrupole time-of-flight mass spectrometry. Food Chem. 218, 569-574 (2017).

    3. Ruiz-Samblás, C., Rodríguez-Cuadros, L., González-Casado, A., et al. A straightforward quantification of triacylglycerols (and fatty acids) in monovarietal extra virgin olive oils by high-temperature GC. Anal. Methods 4(3), 753-758 (2012).

    4. Moser, H.W., Moser, A.B., Hollandsworth, K., et al. "Lorenzo’s oil" therapy for X-linked adrenoleukodystrophy: Rationale and current assessment of efficacy. J. Mol. Neurosci. 33(1), 105-113 (2007).

    Product Citations

    Patel, R., Santoro, A., Hofer, P., et al. ATGL is a biosynthetic enzyme for fatty acid esters of hydroxy fatty acids. Nature (2021).