Nordihydroguaiaretic acid - CAS 500-38-9

Catalog: BB026902
Product Name: Nordihydroguaiaretic acid
CAS: 500-38-9
Synonyms: 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
Nordihydroguaiaretic acid
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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