Nordihydro Guaiaretic Acid (mixture of diastereomers)

CAS: 500-38-9

Ref. TR-N673000

Product Information

• Name: Nordihydro Guaiaretic Acid (mixture of diastereomers)
• Synonyms: 1,2-Benzenediol, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-, Pyrocatechol, 4,4'-(2,3-dimethyltetramethylene)di- (8CI), 1,4-Bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane, 4,4'-(2,3-Dimethyl-1,4-butanediyl)bis(pyrocatechol), 4,4'-(2,3-Dimethyl-1,4-butanediyl)bis[1,2-benzenediol], 4,4'-(2,3-Dimethyltetramethylene)dipyrocatechol, 4-[4-(3,4-Dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol, Butane, 1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethyl-, Dihydronorguaiaretic acid, Dinorguaiaretic acid, dihydro-, NDGA, NSC 4291, Nordihydroguaiaretic acid, Norguaiaretic acid, dihydro-
• Brand: TRC

Description

Applications Nordihydro Guaiaretic Acid is a lipoxygenase inhibitor; polyphenol-bearing o-dihydroxy (catechol) structure. Inhibitor of broad bean lipoxygenase. The oxidation product from Resveratrol (R150000) showed a high inhibitory activity, whereas Resveratrol itself had no activity and its oxidation efficiency was low.
References Brash, A., et al.: J. Biol. Chem., 274, 23679 (1999), Fujimoto, A., et al.: Bioorg. Med. Chem. Lett., 20, 7393 (2010), Ridolfi, M., et al.: J. Agric. Food Chem., 50, 835 (2002),

Chemical properties

• Molecular weight: 302.36
• Formula: C₁₈H₂₂O₄
• Color/Form: Neat
• 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
• InChI key: InChIKey=HCZKYJDFEPMADG-UHFFFAOYSA-N
• SMILES: CC(Cc1ccc(O)c(O)c1)C(C)Cc1ccc(O)c(O)c1