1.02010-04-08 22:09:53 UTC2019-11-26 03:05:42 UTCFDB0119033,3',4,4'-TetrahydroxylignanAntioxidant. Formerly approved as a food additive; now banned by FDA (USA)
Masoprocol is a novel antineoplastic agent. It is not known exactly how masoprocol works. Laboratory experiments have shown that masoprocol prevents cells similar to the ones found in actinic keratoses from multiplying. Masoprocol was withdrawn from the U.S. market in June 1996.1,4-Bis(3,4-dihydroxyphenyl)-2,3-dimethyl-butane1,4-Bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane2,3-Bis(3,4-dihydroxybenzyl)butane2,3-Bis(3,4-dihydroxyphenylmethyl)butane4, 4'-(2,3-Dimethyl-1,4-butanediyl)bis(pyrocatechol)4,4'- (2,3-Diemthyltetramethylene)-dipyrocatechol4,4'-(2, 3-Dimethyltetramethylene)dipyrocatechol4,4'-(2,3-Dimethyl-1,4-butanediyl)bis-1, 2-benzenediol4,4'-(2,3-Dimethyl-1,4-butanediyl)bis(pyrocatechol)4,4'-(2,3-Dimethyltetramethylene)dipyrocatecholBisdemethyldihyroguaiaretic aciddihydro-Dinorguaiaretic aciddihydro-Norguaiaretic acidDihydronorguaiaretic acidNDGANordihydroguaiaretic acidNordihydroguairaretic acidNorhydroguaiaretic acidC18H22O4302.3649302.1518091924-{3-[(3,4-dihydroxyphenyl)methyl]-2-methylbutyl}benzene-1,2-diolnordihydroguaiaretic acid500-38-9CC(CC1=CC(O)=C(O)C=C1)C(C)CC1=CC=C(O)C(O)=C1InChI=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,7-8H2,1-2H3HCZKYJDFEPMADG-UHFFFAOYSA-N belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety.Dibenzylbutane lignansOrganic compoundsLignans, neolignans and related compoundsDibenzylbutane lignansAromatic homomonocyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoidsCatecholsHydrocarbon derivativesOrganooxygen compoundsPhenylpropanes1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoidAromatic homomonocyclic compoundBenzenoidCatecholDibenzylbutane lignan skeletonHydrocarbon derivativeMonocyclic benzene moietyOrganic oxygen compoundOrganooxygen compoundPhenolPhenylpropanea small moleculecatecholslignantetrolSolidlogp3.44logs-4.35solubility1.36e-02 g/lmelting_point185.5 oClogp4.76pka_strongest_acidic9.21pka_strongest_basic-6.3iupac4-{3-[(3,4-dihydroxyphenyl)methyl]-2-methylbutyl}benzene-1,2-diolaverage_mass302.3649mono_mass302.151809192smilesCC(CC1=CC(O)=C(O)C=C1)C(C)CC1=CC=C(O)C(O)=C1formulaC18H22O4inchiInChI=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,7-8H2,1-2H3inchikeyHCZKYJDFEPMADG-UHFFFAOYSA-Npolar_surface_area80.92refractivity86.62polarizability32.84rotatable_bond_count5acceptor_count4donor_count4physiological_charge0formal_charge0HMDB12270FlaxseedType 1specificLinum usitatissimum400612-lipoxygenase inhibitor5A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.5-lipoxygenase inhibitor10A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.allelopathic42allergenic43A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.analgesic56An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.anti aggregant94anti bacterial145A substance that kills or slows the growth of bacteria.anti carcinogenic161A substance that inhibits or prevents the proliferation of neoplasms.anti conjunctivitic202Any substance introduced into a living organism with therapeutic or diagnostic purpose.anti galactagogue287anti inflammatory370A substance that reduces or suppresses inflammation.anti metabolite432anti mutagenic451anti septic603A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.anti thyroid654anti ulcer676One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.antioxidant502A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.antitumor672A substance that inhibits or prevents the proliferation of neoplasms.calcium antagonist748Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.carcinogenic762A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.cyclooxygenase inhibitor849A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.cytotoxic859A role played by the molecular entity or part thereof which causes the development of a pathological process.fungicide940A substance used to destroy fungal pests.herbistat987larvicide1063lipoxygenase inhibitor1077A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.lyase inhibitor1082A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.NADPH-oxidase inhibitor1137An EC 1.6.3.* (oxidoreductase acting on NADH or NADPH with oxygen as acceptor) inhibitor that interferes with the action of NAD(P)H oxidase (H2O2-forming), EC 1.6.3.1.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.phospholipase inhibitor1217A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.phytotoxic1226respiroinhibitor1291A substance that diminishes the rate of a chemical reaction.