1.02010-04-08 22:09:12 UTC2019-11-26 03:03:51 UTCFDB0105874-Methoxybenzoic acidFlavouring agent. Food additive listed in the EAFUS Food Additive Database (Jan. 2001)
4-Methoxybenzoic acid, or anisic acid, is an organic compound which is a carboxylic acid found naturally in anise. It is a white crystalline solid which is insoluble in water and soluble in alcohols, ether, and ethyl acetate.; Anisic acid is a phenolic acid, an organic molecule commonly found in anis-seed, a common food spice. Anisic acid is occasionally found in human biofluids. Anisic acid has been characterized as a classical non-competitive inhibitor of the oxidation of L-3,4-dihydroxyphenylalanine (L-DOPA), and the hydroxylation of L-tyrosine catalyzed by tyrosinase (EC 1.14.18.1). Additionally, anisic acid is a metabolite of aniracetam, a cognition enhancer. (PMID: 14577637, 6480763, 6511847, 11597608)4-Anisate4-Anisic acid4-MethoxybenzoateAnisateAnisic acidBadianic acidDraconateDraconic acidDragonic acidFEMA 3945P-AnisateP-Anisic acidp-Anisic acid, 8CIP-MethoxybenzoateP-Methoxybenzoic acidUmbellinic acidC8H8O3152.1473152.0473441224-methoxybenzoic acidP-anisic acid100-09-4COC1=CC=C(C=C1)C(O)=OInChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)ZEYHEAKUIGZSGI-UHFFFAOYSA-N belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.P-methoxybenzoic acids and derivativesOrganic compoundsBenzenoidsBenzene and substituted derivativesBenzoic acids and derivativesAromatic homomonocyclic compoundsAlkyl aryl ethersAnisolesBenzoic acidsBenzoyl derivativesCarboxylic acidsHydrocarbon derivativesMethoxybenzenesMonocarboxylic acids and derivativesOrganic oxidesPhenoxy compoundsAlkyl aryl etherAnisoleAromatic homomonocyclic compoundBenzoic acidBenzoylCarboxylic acidCarboxylic acid derivativeEtherHydrocarbon derivativeMethoxybenzeneMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganooxygen compoundP-methoxybenzoic acid or derivativesPhenol etherPhenoxy compoundmethoxybenzoic acidSolidlogp1.63logs-1.88solubility2.00e+00 g/lmelting_pointMp 184°logp1.47pka_strongest_acidic4.37pka_strongest_basic-4.8iupac4-methoxybenzoic acidaverage_mass152.1473mono_mass152.047344122smilesCOC1=CC=C(C=C1)C(O)=OformulaC8H8O3inchiInChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)inchikeyZEYHEAKUIGZSGI-UHFFFAOYSA-Npolar_surface_area46.53refractivity39.78polarizability14.99rotatable_bond_count2acceptor_count3donor_count1physiological_charge-1formal_charge0Specdb::NmrTwoD1584Specdb::MsIr1071Specdb::MsIr1072Specdb::MsIr1073Specdb::CMs2671Specdb::CMs29593Specdb::CMs29833Specdb::CMs32307Specdb::CMs37926Specdb::CMs99649Specdb::CMs99650Specdb::CMs99651Specdb::CMs158968Specdb::NmrOneD1643Specdb::NmrOneD8602Specdb::NmrOneD8603Specdb::NmrOneD8604Specdb::NmrOneD8605Specdb::NmrOneD8606Specdb::NmrOneD8607Specdb::NmrOneD8608Specdb::NmrOneD8609Specdb::NmrOneD8610Specdb::NmrOneD8611Specdb::NmrOneD8612Specdb::NmrOneD8613Specdb::NmrOneD8614Specdb::NmrOneD8615Specdb::NmrOneD8616Specdb::NmrOneD8617Specdb::NmrOneD8618Specdb::NmrOneD8619Specdb::NmrOneD8620Specdb::NmrOneD8621Specdb::MsMs1421Specdb::MsMs1422Specdb::MsMs1423Specdb::MsMs5041Specdb::MsMs5042Specdb::MsMs5043Specdb::MsMs5044Specdb::MsMs5045Specdb::MsMs5046Specdb::MsMs178647Specdb::MsMs178648Specdb::MsMs178649Specdb::MsMs180966Specdb::MsMs180967Specdb::MsMs180968Specdb::MsMs437279Specdb::MsMs437280Specdb::MsMs437281Specdb::MsMs437282Specdb::MsMs437283Specdb::MsMs2238352Specdb::MsMs2239211Specdb::MsMs2763325Specdb::MsMs2763326Specdb::MsMs2763327HMDB01101ANN#<Reference:0x0000555675ee66e8>#<Reference:0x0000555675ee6530>#<Reference:0x0000555675ee6378>#<Reference:0x0000555675ee61c0>AniseType 1specificPimpinella anisum271192Cocoa beanType 1specificTheobroma cacao3641FennelType 1specificFoeniculum vulgare48038German camomileType 1specificMatricaria recutita127986cadaverousfaintputridsweet