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CHEBI:7625 - nordihydroguaiaretic acid

ChEBI IDCHEBI:7625
ChEBI Namenordihydroguaiaretic acid
Stars
DefinitionA tetrol that is butane which is substituted at positions 2 and 3 by 3,4-dihydroxybenzyl groups. Masoprocol, the meso-form found in the leaves of the creosote bush (Larrea divaricata), is a potent lipoxygenase inhibitor.
Last Modified20 September 2021
DownloadsMolfile
FormulaC18H22O4
Net Charge0
Average Mass302.370
Monoisotopic Mass302.15181
SMILESCC(Cc1ccc(O)c(O)c1)C(C)Cc1ccc(O)c(O)c1
InChIInChI=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
InChIKeyHCZKYJDFEPMADG-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
ferroptosis inhibitor  Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
ChEBI Ontology
Outgoing Relation(s)
nordihydroguaiaretic acid (CHEBI:7625) has role antioxidant (CHEBI:22586)
nordihydroguaiaretic acid (CHEBI:7625) has role ferroptosis inhibitor (CHEBI:173084)
nordihydroguaiaretic acid (CHEBI:7625) has role geroprotector (CHEBI:176497)
nordihydroguaiaretic acid (CHEBI:7625) has role plant metabolite (CHEBI:76924)
nordihydroguaiaretic acid (CHEBI:7625) is a catechols (CHEBI:33566)
nordihydroguaiaretic acid (CHEBI:7625) is a lignan (CHEBI:25036)
nordihydroguaiaretic acid (CHEBI:7625) is a tetrol (CHEBI:33573)
Incoming Relation(s)
masoprocol (CHEBI:73468) is a nordihydroguaiaretic acid (CHEBI:7625)
IUPAC Name 
4,4'-(2,3-dimethylbutane-1,4-diyl)dibenzene-1,2-diol
Synonyms  Source
β,γ-dimethyl-α,δ-bis(3,4-dihydroxyphenyl)butaneChemIDplus
norhydroguaiaretic acidChemIDplus
nordihydroguaiaretic acidChemIDplus
NDGAChemIDplus
2,3-bis(3,4-dihydroxyphenylmethyl)butaneNIST Chemistry WebBook
NSC 4291NIST Chemistry WebBook
Manual XrefsDatabases
C10719KEGG COMPOUND
Nordihydroguaiaretic_acidWikipedia
CPD-7661MetaCyc
HMDB0012270HMDB
LSM-6507LINCS
Registry NumbersSources
Reaxys:9803564Reaxys
CAS:500-38-9KEGG COMPOUND
CAS:500-38-9NIST Chemistry WebBook
CAS:500-38-9ChemIDplus
Citations