NDGA (Nordihydroguaiaretic acid) CAS: 500-38-9
NDGA (Nordihydroguaiaretic acid) is an antioxidant and lipoxygenase inhibitor.

NDGA (Nordihydroguaiaretic acid) (CAS 500-38-9)

NDGA (Nordihydroguaiaretic acid) | CAS 500-38-9 is rated 5.0 out of 5 by 1.
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Alternate Names: Dihydronorguaiaretic acid; nordihydroguaiaretate
Application: NDGA (Nordihydroguaiaretic acid) is an antioxidant and lipoxygenase inhibitor
CAS Number: 500-38-9
Purity: ≥95%
Molecular Weight: 302.36
Molecular Formula: C18H22O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).
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NDGA (Nordihydroguaiaretic acid) is an anti-oxidant 5-LO (5-lipoxygenase) inhibitor lignan found in Larrea tridentata. NDGA has been shown to synergistically enhanced the cytotoxicity of DOX, CPT and MTX on tumor cells. NDGA has been shown to inhibit the TGFβ R1 (TGF-β type 1 receptor) by repressing Smad2 phosphorylation. NDGA has displayed antimutagenic effects in a number of cell models through proposed action as a chain-breaking antioxidant. NDGA has also displayed antimicrobial activity. Additionally, this compound is an inhibitor of epidermal and hepatic CYP (cytochrome P450).


References

1. Lambert, J.D., et al. 2002. Toxicon. 40: 1701-1708. PMID: 12457882

2. Meyers, R.O., et al. 2009. Bioorg. Med. Chem. Lett. 19: 4752-4755. PMID: 19615898

3. Plaza, C., et al. 2009. In Vivo. 23: 959-967. PMID: 20023240

4. Chu, L.S., et al. 2010. Sheng Li Xue Bao. 62: 101-108. PMID: 20401443

Appearance :
Crystalline powder
Physical State :
Solid
Solubility :
Soluble in 100% ethanol, methanol, acetone, DMSO, DMF, ethanol (5% w/v), glycol, PEG, and slightly soluble in hot water. Insoluble in water.
Storage :
Store at room temperature
Melting Point :
183-191° C
Boiling Point :
~526.5° C at 760 mmHg (Predicted)
Density :
~1.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.63
IC50 :
CysLT biosynthesis: IC50 = 5-7 µM (rat peritoneal cells); 12-lipoxygenase: IC50 = 3-5 µM (human platelet); 15-lipoxygenase: IC50 = 0.91 µM (rabbit reticulocyte); 5-lipoxygenase: IC50 = 0.2 µM; cyclooxygenase: IC50 = 100 µM; seed lipoxygenase-1: IC50 = 3.5 µM (glycine max)
pK Values :
pKa: 9.56
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
UX1750000
PubChem CID :
Merck Index :
14: 6693
MDL Number :
MFCD00002206
EC Number :
207-903-0
Beilstein Registry :
2056825
SMILES :
CC(CC1=CC(=C(C=C1)O)O)C(C)CC2=CC(=C(C=C2)O)O

Download SDS (MSDS)

Certificate of Analysis

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NDGA (Nordihydroguaiaretic acid) (CAS 500-38-9)  Product Citations

See how others have used NDGA (Nordihydroguaiaretic acid) (CAS 500-38-9). Click on the entry to view the PubMed entry .

Citations 1 to 3 of 3 total

PMID: # 33916785  Kim, JH.|Lee, J.|Jeong, H.|Bang, MS.|Jeong, JH.|Chang, M.| et al. 2021. Molecules. 26:

PMID: # 24243015  Cell. 552-66.

PMID: # 33335297  Sci Rep. 22265.

Citations 1 to 3 of 3 total
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Rated 5 out of 5 by from Zhang Zhang, X. et al. (PubMed 26311402) reported that combination of amniotic epithelial cells (AECs) with NDGA (Nordihydroguaiaretic acid; Dihydronorguaiaretic acid; nordihydroguaiaretate), an antioxidant and lipoxygenase inhibitor, promotes the survival of transplanted AECs in spinal cord-injured rats. -SCBT Publication Review
Date published: 2015-04-28
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