IUPAC Name: | 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol |
Description: | NDGA (Nordihydroguaiaretic acid), also known as masoprocol, is a naturally occurring antioxidant dicatechol originally derived from the creosote bush Larrea divaricatta with antipromoter, anti-inflammatory, and antineoplastic activities. NDGA directly inhibits activation of two receptor tyrosine kinases (RTKs), the insulin-like growth factor receptor (IGF-1R) and the c-erbB2/HER2/neu receptor, resulting in decreased proliferation of susceptible tumor cell populations. This agent may induce apoptosis in susceptible tumor cell populations as a result of disruption of the actin cytoskeleton in association with the activation of stress activated protein kinases (SAPKs). In addition, NDGA inhibits arachidonic acid 5-lipoxygenase (5LOX), resulting in diminished synthesis of inflammatory mediators such as prostaglandins and leukotrines; it may prevent leukocyte infiltration into tissues and the release of reactive oxygen species and, at higher concentrations, may also inhibit cyclooxygenase. |
Molecular Weight: | 302.36 |
Molecular Formula: | C18H22O4 |
Canonical SMILES: | CC(CC1=CC(=C(C=C1)O)O)C(C)CC2=CC(=C(C=C2)O)O |
InChI: | 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 |
Boiling Point: | 526.5 °C at 760 mmHg |
Melting Point: | 184-189°C |
Flash Point: | 247.8°C |
Purity: | > 98 % |
Density: | 1.241 g/cm3 |
Solubility: | water, 4.969 mg/L @ 25 °C (est) |
Appearance: | Powder |
Storage: | Freezer (-20°C) |
MDL: | MFCD00002206 |
LogP: | 3.56640 |
Quality Standard: | Enterprise Standard |
Refractive Index: | 1.626 |
Stability: | Stable. Incompatible with oxidizing agents. |
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