Skip to Content
MilliporeSigma
All Photos(1)

Documents

74540

Sigma-Aldrich

Nordihydroguaiaretic acid

≥97.0% (HPLC)

Sign Into View Organizational & Contract Pricing

Synonym(s):
1,4-Bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane, 4,4′-(2,3-Dimethyltetramethylene)dipyrocatechol, Masoprocol, NDGA
Linear Formula:
[-CH(CH3)CH2C6H3-1,2-(OH)2]2
CAS Number:
Molecular Weight:
302.36
Beilstein/REAXYS Number:
2056826
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (HPLC)

form

crystals

impurities

≤2% water

mp

184-186 °C (lit.)

SMILES string

CC(Cc1ccc(O)c(O)c1)C(C)Cc2ccc(O)c(O)c2

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

HCZKYJDFEPMADG-UHFFFAOYSA-N

Gene Information

mouse ... Alox12(11684)

Looking for similar products? Visit Product Comparison Guide

General description

Nordihydroguaiaretic acid (NDGA) is used as an antioxidant and potent scavenger of reactive oxygen species (ROS).

Application

Nordihydroguaiaretic acid can be used:
  • In the synthesis of nordihydroguaiaretic acid derivatives with potent HIV inhibition activity.
  • As a starting material in the synthesis of tetra-O-methylnordihydroguaiaretic acid.

Biochem/physiol Actions

Lipoxygenase inhibitor; polyphenol-bearing o-dihydroxy (catechol) structure.

Other Notes

Inhibitor of broad bean lipoxygenase

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Tetra-O-methylnordihydroguaiaretic acid inhibits melanoma in vivo
Lambert JD, et al.
Cancer Letters, 171(1), 47-56 (2001)
Nordihydroguaiaretic acid is a potent in vitro scavenger of peroxynitrite, singlet oxygen, hydroxyl radical, superoxide anion and hypochlorous acid and prevents in vivo ozone-induced tyrosine nitration in lungs.
Floriano-Sanchez E, et al.
Free Radical Research, 40(5), 523-533 (2006)
New nordihydroguaiaretic acid derivatives as anti-HIV agents.
Hwu JR, et al.
Bioorganic & Medicinal Chemistry Letters, 18(6), 1884-1888 (2008)
H.M. Al-Obaidy et al.
Journal of Food Science, 46, 597-597 (1981)
Silvia Arteaga et al.
Journal of ethnopharmacology, 98(3), 231-239 (2005-04-09)
Although controversial, Creosote bush, Larrea tridentata (Sesse and Moc. ex DC) Coville, is used to treat a variety of illnesses including infertility, rheumatism, arthritis, diabetes, gallbladder and kidney stones, pain and inflammation. Recently, it has been used as a nutritional

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service