479975

NDGA

A cell-permeable antioxidant and a selective lipoxygenase (LOX) inhibitor (IC₅₀ = 200 nM, 30 µM, and 30 µM for 5-LOX, 12-LOX, and 15-LOX, respectively) over cyclooxygenase (IC₅₀ = 100 µM).

• Synonym(s): NDGA, Nordihydroguaiaretic Acid
• Empirical Formula (Hill Notation): C₁₈H₂₂O₄
• CAS Number: 500-38-9
• Molecular Weight: 302.36
• MDL number: MFCD00002206
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥90% (HPLC)
• form: crystalline solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• solubility: DMSO: 10 mg/mL; ethanol: soluble
• shipped in: ambient
• storage temp.: 10-30°C
• 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/t11-,12+
• InChI key: HCZKYJDFEPMADG-TXEJJXNPSA-N

Description

General description

A cell-permeable antioxidant and a selective lipoxygenase (LOX) inhibitor (IC₅₀ = 200 nM, 30 µM, and 30 µM for 5-LOX, 12-LOX, and 15-LOX, respectively) over cyclooxygenase (IC₅₀ = 100 µM). Also shown to inhibit platelet-derived growth factor (PDGF)-stimulated DNA synthesis in Swiss/3T3 cells. A powerful hydroxy radical quencher.

A cell-permeable, antioxidant and a selective lipoxygenase (LO) inhibitor (IC₅₀ = 200 nM, 30 µM, and 30 µM for 5-LO, 12-LO, and 15-LO, respectively) over cyclooxygenase (IC₅₀ = 100 µM). Also shown to inhibit platelet-derived growth factor (PDGF)-stimulated DNA synthesis in Swiss 3T3 cells.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
LOX-5

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 200 nM, 30 µM, and 30 µM for 5-LOX, 12-LOX, and 15-LOX, respectively

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Domin, J., et al. 1994. J. Biol. Chem. 269, 8260.
Goodman, Y., et al. 1994. Brain Res. 654, 171.
Kozubik, A., et al. 1993. Exp. Hematol. 21, 138.
Salari, H., et al. 1984. Prostagland. Leuk. Med. 13, 53.
Hope, W.C., et al. 1983. Biochem. Pharmacol. 32, 367.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable