Available from stock

Nordihydroguaiaretic acid

SKU: N0178

Category: Lipids, Fatty Acids

Synonyms: NDGA, Dihydronorguaiaretic acid, NSC 4291, 1,4-Bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane; 500-38-9
CAS-Number: C₁₈H₂₂O₄
Molecular Formula: 302.37
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥97% (HPLC)
Appearance: White to light beige powder or crystals
Identity: 1H-NMR
Water content (K.F.): ≤2.0%

Properties

Solvents: DMSO or ethanol (both 100mg/ml)
Melting Point: 183-191 ºC
Refractive Index: n20D 1.63
Density: ~1.2 g/cm3 (Predicted)

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: +4°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Hazard statements: H302 - H315 - H319 - H335
Precautionary statements: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338
GHS Symbol: GHS07
Signal word: Warning
Transportation: Not dangerous goods

Description: Nordihydroguaiaretic acid (NDGA) is a potent free radical scavenger, protecting cells and tissues from oxidative stress. It is a non-selective lipoxygenase (LO) inhibitor which blocks cysteinyl leukotriene (CysLT) synthesis. It is an inhibitor of the HER2 and IGF-1 receptor tyrosine kinases. NDGA inhibits p300 and activates autophagy. This compound shows antioxidant, antimutagenic, anticancer, antiviral and anti-inflammatory characteristics mediated through multiple signaling pathways.
Smiles: C(C(C(CC1=CC(O)=C(O)C=C1)C)C)C2=CC(O)=C(O)C=C2
InChi Key: HCZKYJDFEPMADG-UHFFFAOYSA-N
References: (1) T. Nakadate, et al., Gan 73, 841 (1982) , (2) S.J. Korn & R. Horn, Mol. Pharmacol. 38, 524 (1990) , (3) Z.Y. Wang, et al., Mutat. Res. 261, 153 (1991) , (4) M. Pavani, et al., Biochem. Pharmacol. 48, 1935 (1994) , (5) R.W. McDonald, et al., Anticancer Drug Des. 16, 261 (2001) , (6) T. Seufferlein, et al., Br. J. Cancer. 86, 1188 (2002) , (7) C.H. Lee, et al., Exp. Cell Res. 289, 335 (2003) , (8) E. Floriano-Sanchez, et al., Free Radic. Res. 40, 523 (2006) , (9) M. Zavodovskaya, et al., J. Cell Biochem. 103, 624 (2008) , (10) Q. Chen, Curr. Top. Med. Chem. 9, 1636 (2009) (Review) , (11) J.M. Lu, et al., Med. Sci. Monit. 16, RA93 (2010) (Review) , (12) T. Tezil, et al., NPJ Aging Mech. Dis. 5, 7 (2019) , (13) G. Manda, et al., Front. Pharmacol. 11, 151 (2020) , (14) F. Martinez, et al., Phytomedicine 106, 154424 (2022)
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

Nordihydroguaiaretic acid (NDGA) is a potent free radical scavenger, protecting cells and tissues from oxidative stress. It is a non-selective lipoxygenase (LO) inhibitor which blocks cysteinyl leukotriene (CysLT) synthesis. It is an inhibitor of the HER2 and IGF-1 receptor tyrosine kinases. NDGA inhibits p300 and activates autophagy. This compound shows antioxidant, antimutagenic, anticancer, antiviral and anti-inflammatory characteristics mediated through multiple signaling pathways.

SKU: N0178 Category: Lipids, Fatty Acids

Additional information

Additional information

Synonyms	NDGA, Dihydronorguaiaretic acid, NSC 4291, 1,4-Bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane
Purity	≥97% (HPLC)
Appearance	White to light beige powder or crystals
CAS-Number	500-38-9
Molecular Formula	C18H22O4
Molecular Weight	302.37
Identity	1H-NMR
Solvents	DMSO or ethanol (both 100mg/ml)
Melting Point	183-191 ºC
Refractive Index	n20D 1.63
Density	~1.2 g/cm3 (Predicted)
Smiles	C(C(C(CC1=CC(O)=C(O)C=C1)C)C)C2=CC(O)=C(O)C=C2
InChi Key	HCZKYJDFEPMADG-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Hazard statements	H302 – H315 – H319 – H335
Precautionary statements	P261 – P264 – P270 – P301 + P312 – P302 + P352 – P305 + P351 + P338
GHS Symbol	GHS07
Signal word	Warning
Transportation	Not dangerous goods
References	(1) T. Nakadate, et al., Gan 73, 841 (1982), (2) S.J. Korn & R. Horn, Mol. Pharmacol. 38, 524 (1990), (3) Z.Y. Wang, et al., Mutat. Res. 261, 153 (1991), (4) M. Pavani, et al., Biochem. Pharmacol. 48, 1935 (1994), (5) R.W. McDonald, et al., Anticancer Drug Des. 16, 261 (2001), (6) T. Seufferlein, et al., Br. J. Cancer. 86, 1188 (2002), (7) C.H. Lee, et al., Exp. Cell Res. 289, 335 (2003), (8) E. Floriano-Sanchez, et al., Free Radic. Res. 40, 523 (2006), (9) M. Zavodovskaya, et al., J. Cell Biochem. 103, 624 (2008), (10) Q. Chen, Curr. Top. Med. Chem. 9, 1636 (2009) (Review), (11) J.M. Lu, et al., Med. Sci. Monit. 16, RA93 (2010) (Review), (12) T. Tezil, et al., NPJ Aging Mech. Dis. 5, 7 (2019), (13) G. Manda, et al., Front. Pharmacol. 11, 151 (2020), (14) F. Martinez, et al., Phytomedicine 106, 154424 (2022)
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
Quantity	1 g, 5 g, Bulk
cdx-Water content (K.F.)	≤2.0%