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masoprocol

Go to external page http://purl.obolibrary.org/obo/CHEBI_73468

The meso-form of nordihydroguaiaretic acid. An antioxidant found in the creosote bush, Larrea divaricata, it is a potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. It also inhibits (though to a lesser extent) formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase.

Term info

Label

masoprocol

Synonyms
  • 4-[(2R,3S)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
database cross reference
Subsets

3_STAR

IUPAC NAME
4-[(2R,3S)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol [ IUPAC ]

BRAND NAME
Actinex [ ChemIDplus ]

INN
masoprocol [ WHO_MedNet ]

INN
masoprocolum [ ChemIDplus ]

INN
masoprocol [ ChemIDplus ]

charge

0

formula

C18H22O4

has obo namespace

chebi_ontology

has related synonym

CHX 100, meso-4,4'-(2,3-dimethyltetramethylene)dipyrocatechol, erythro-nordihydroguaiaretic acid, masoprocol, meso-NDGA, meso-1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane, masoprocolum, meso-4,4'-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol), meso-nordihydroguaiaretic acid, meso-2,3-bis(3,4-dihydroxyphenylmethyl)butane, Actinex, meso-4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol, CHX-100, meso-beta,gamma-dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butan

id

CHEBI:73468

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/t11-,12+

inchikey

HCZKYJDFEPMADG-TXEJJXNPSA-N

mass

302.36490

monoisotopicmass

302.15181

smiles

C[C@@H](Cc1ccc(O)c(O)c1)[C@H](C)Cc1ccc(O)c(O)c1