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479975

Sigma-Aldrich

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).

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Synonym(s):
NDGA, Nordihydroguaiaretic Acid
Empirical Formula (Hill Notation):
C18H22O4
CAS Number:
Molecular Weight:
302.36
MDL number:

Quality Level

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

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444225

MMP-3 Inhibitor II

assay

≥90% (HPLC)

assay

≥97% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (TLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

storage temp.

10-30°C

storage temp.

2-8°C

storage temp.

10-30°C

storage temp.

10-30°C

solubility

DMSO: 10 mg/mL, ethanol: soluble

solubility

water: 50 mg/mL

solubility

1 M NaOH: 10 mg/mL, ethanol: 10 mg/mL

solubility

DMSO: 30 mg/mL, ethanol: 8 mg/mL

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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