(-)-Dihydroguaiaretic acid

Names

[ CAS No. ]:
124649-78-1

[ Name ]:
(-)-Dihydroguaiaretic acid

[Synonym ]:
G8DW2Y2JBT
4,4'-[(2R,3R)-2,3-Dimethyl-1,4-butanediyl]bis(2-methoxyphenol)
Phenol, 4,4'-[(2R,3R)-2,3-dimethyl-1,4-butanediyl]bis[2-methoxy-
4,4'-[(2R,3R)-2,3-dimethylbutane-1,4-diyl]bis(2-methoxyphenol)
(-)-dihydroguaiaretic acid

Biological Activity

[Description]:

(-)-Dihydroguaiaretic acid is a Lipoxygenase inhibitor that has antioxidant activity. (-)-Dihydroguaiaretic acid inhibits the oxidation of unsaturated fatty acids and removes free radicals. (-)-Dihydroguaiaretic acid also has anticancer activity with an IC50 value of 7.49 μM (A549 cells)[1][2].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Inflammation/Immunology
Signaling Pathways >> Metabolic Enzyme/Protease >> 5-Lipoxygenase

[References]

[1]. Yamauchi S, et al. Antioxidant activity of butane type lignans, secoisolariciresinol, dihydroguaiaretic acid, and 7,7'-oxodihydroguaiaretic acid. Biosci Biotechnol Biochem. 2008 Nov;72(11):2981-6.  

[2]. Davis R A, et al. Isolation, structure elucidation and cytotoxic evaluation of endiandrin B from the Australian rainforest plant Endiandra anthropophagorum[J]. Bioorganic & medicinal chemistry, 2009, 17(3): 1387-1392.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
488.3±40.0 °C at 760 mmHg

[ Molecular Formula ]:
C20H26O4

[ Molecular Weight ]:
330.418

[ Flash Point ]:
249.1±27.3 °C

[ Exact Mass ]:
330.183105

[ LogP ]:
4.33

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.564

Related Compounds