A non-selective LO inhibitor
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Nordihydroguaiaretic Acid

Item No. 70300

Technical Information
Formal Name
4,4'-(2,3-dimethyl-1,4-butanediyl)bis-1,2-benzenediol
CAS Number
500-38-9
Synonyms
  • NDGA
  • NSC 4291
Molecular Formula
C18H22O4
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: 25 mg/mlDMSO: 100 mg/mlEthanol: 100 mg/mlPBS (pH 7.2): 50 µg/ml
SMILES
CC(Cc1ccc(O)c(O)c1)C(C)Cc1ccc(O)c(O)c1
InChi Code
InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3
InChi Key
HCZKYJDFEPMADG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    NDGA is a non-selective lipoxygenase (LO) inhibitor which blocks cysteinyl leukotriene (CysLT) synthesis. NDGA inhibits A-23187-induced CysLT biosynthesis in rat peritoneal cells with an IC50 value of 5-7 µM.1 The IC50 values are 3.0-5.0 µM for human platelet 12-LO and 0.91 µM for rabbit reticulocyte 15-LO.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hope, W.C., Welton, A.F., Fiedler-Nagy, C., et alIn vitro inhibition of the biosynthesis of slow reacting substance of anaphylaxis (SRS-A) and lipoxygenase activity by quercetin. Biochem. Pharmacol. 32(2), 367-371 (1983).

    2. Pavani, M., Fones, E., Oksenberg, D., et alInhibition of tumoral cell respiration and growth by nordihydroguaiaretic acid. Biochem. Pharmacol. 48(10), 1935-1942 (1994).

    Product Citations

    Shah, R., Farmer, L.A., Zilka, O., et alBeyond DPPH: Use of fluorescence-enabled inhibited autoxidation to predict oxidative cell death rescue. Cell Chem. Biol. 26(11), 1594-1607 (2019).

    Mohan, M.C., Abhimannue, A.P., and Kumar B, P. Identification and characterization of berberine in Tinospora cordifolia by liquid chromatography quadrupole time of flight mass spectrometry (LC MS/MS Q-tof) and evaluation of its anti inflammatory potential. Pharmacogn J, 9(3), 350-355 (2017).

    Lee, S., Park, Y., Kim, J., et alA fluorescence-based assay for measuring the redox potential of 5-lipoxygenase inhibitors. PLoS One 9(2), e87708 (2014).

    Zhao, X., Lu, W., Song, C., et alDetection of mammalian 5-lipoxygenase activity using the fluorescent probe dihydrorhodamine 123. Eur. J. Lipid Sci. Technol. 116, 119-125 (2014).

    Shen, T., Shi, J., Wang, N., et al15-Lipoxygenase and 15-hydroxyeicosatetraenoic acid regulate intravascular thrombosis in pulmonary hypertension. Am. J. Physiol. Lung. Cell. Mol. Physiol. 309(5), L449-L462 (2015).

    Yuan, D., Ran, Y., Liu, Q., et alEnhancement of the HIF-1α/15-LO/15-HETE axis promotes hypoxia-induced endothelial proliferation in preeclamptic pregnancy. PLoS One 9(5), e96510 (2014).

    Shen, T., Ma, J., Zhang, L., et alPositive feedback-loop of telomerase reverse transcriptase and 15-lipoxygenase-2 promotes pulmonary hypertension. PLoS One 8(12), e83132 (2013).

    Zhang, Y., Xu, S., Lin, J., et almTORC1 is a target of nordihydroguaiaretic acid to prevent breast tumor growth in vitro and in vivo. Breast Cancer Res. Treat. 136(2), 379-388 (2012).