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
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About This Item
Empirical Formula (Hill Notation):
C18H22O4
CAS Number:
Molecular Weight:
302.36
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Quality Level
description
Merck USA index - 14, 6693
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
SMILES string
Oc1c(ccc(c1)C[C@H]([C@H](Cc2cc(c(cc2)O)O)C)C)O
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
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
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
Preparation Note
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.
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
Disclaimer
Toxicity: Harmful (C)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 479975-250MG | 04055977183887 |