1.02010-04-08 22:05:11 UTC2019-11-26 02:56:49 UTCFDB0019603,5-Dihydroxy-4-methoxybenzoic acid4-O-Methyl gallic acid (4-OMGA) has first been identified as a major methyl derivative of gallic acid in human plasma and urine. More recently, 4-O-methyl gallic acid (4-OMGA) has been found in urine during regular black tea ingestion and in plasma after moderate red wine consumption. PMID: 15527792
4-O-methylgallic acid (4-OMGA), a major metabolite of gallic acid abundant in red wine. 4-OMGA inhibited the expression of intercellular adhesion molecule-1(ICAM-1) and vascular cell adhesion molecule-1 (VCAM-1) in human umbilical vein endothelial cells (HUVECs) stimulated with tumor necrosis factor-alpha (TNF-alpha), resulting in the suppression of leukocyte adhesion to HUVECs. PMID: 17027748 [HMDB]3,5-Dihydroxy-4-methoxy-benzoate3,5-Dihydroxy-4-methoxy-benzoic acid3,5-Dihydroxy-4-methoxybenzoate3,5-Dihydroxy-4-methoxybenzoic acid3,5-Dihydroxy-P-anisic acid4-Methoxy-3,5-dihydroxybenzoate4-Methoxy-3,5-dihydroxybenzoic acid4-Methoxygallate4-O-Methylgallate4-O-Methylgallic acid5-Hydroxyisovanillic acidAcid Brilliant Green 6BAcid Green 9Acid leather green KGBAcilan Brilliant Green 6BAiredale green bAizen Brilliant Acid Green 6BHAizen Brilliant Acid Green 6BH ExtraAmacid milling green bBenzoic acid, 3,5-dihydroxy-4-methoxy-Brilliant Acid Green 6BBrilliant acid green bBrilliant milling green bBrilliant milling green NSBucacid fast green bC.I. Acid Green 9C.I. Acid Green 9, monosodium saltC.I. Acid Green 9, monosodium salt (8CI)C.I. Acid Green 9, sodium saltCalcocid Milling Green 6BCetil Brilliant Green 6BDisulphine green bErio greenErio viridine bEriogreenFast acid green b (biological stain)Fast acid green b (biological stain) (van)Fenazo green XGFolan green bHidacid fast green bIndigo green bKiton green bLeather Green 6BMerantine green bMilling brilliant green bMilling greenMitsui brilliant milling green BXNeptune green sgxaNight green aSumitomo brilliant milling green bXylene Fast Green 6BXylene Milling Green 6BC8H8O5184.1461184.0371733663,5-dihydroxy-4-methoxybenzoic acid3,5-dihydroxy-4-methoxybenzoic acid4319-02-2COC1=C(O)C=C(C=C1O)C(O)=OInChI=1S/C8H8O5/c1-13-7-5(9)2-4(8(11)12)3-6(7)10/h2-3,9-10H,1H3,(H,11,12)UBXDWYFLYYJQFR-UHFFFAOYSA-N belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety.Gallic acid and derivativesOrganic compoundsBenzenoidsBenzene and substituted derivativesBenzoic acids and derivativesAromatic homomonocyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoidsAlkyl aryl ethersAnisolesBenzoic acidsBenzoyl derivativesCarboxylic acidsHydrocarbon derivativesMethoxybenzenesMethoxyphenolsMonocarboxylic acids and derivativesOrganic oxidesP-methoxybenzoic acids and derivativesPhenoxy compoundsResorcinols1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoidAlkyl aryl etherAnisoleAromatic homomonocyclic compoundBenzoic acidBenzoylCarboxylic acidCarboxylic acid derivativeEtherGallic acid or derivativesHydrocarbon derivativeMethoxybenzeneMethoxyphenolMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganooxygen compoundP-methoxybenzoic acid or derivativesPhenolPhenol etherPhenoxy compoundResorcinolSolidlogp1.32logs-1.57solubility4.93e+00 g/lmelting_pointMp 246°logp0.87pka_strongest_acidic3.93pka_strongest_basic-4.9iupac3,5-dihydroxy-4-methoxybenzoic acidaverage_mass184.1461mono_mass184.037173366smilesCOC1=C(O)C=C(C=C1O)C(O)=OformulaC8H8O5inchiInChI=1S/C8H8O5/c1-13-7-5(9)2-4(8(11)12)3-6(7)10/h2-3,9-10H,1H3,(H,11,12)inchikeyUBXDWYFLYYJQFR-UHFFFAOYSA-Npolar_surface_area86.99refractivity43.74polarizability16.72rotatable_bond_count2acceptor_count5donor_count3physiological_charge-1formal_charge0Specdb::CMs13911Specdb::CMs40080Specdb::CMs146472Specdb::MsIr2865Specdb::MsIr2866Specdb::MsIr2867Specdb::MsMs98769Specdb::MsMs98770Specdb::MsMs98771Specdb::MsMs163767Specdb::MsMs163768Specdb::MsMs163769Specdb::MsMs2789670Specdb::MsMs2789671Specdb::MsMs2789672Specdb::MsMs2919605Specdb::MsMs2919606Specdb::MsMs2919607Specdb::NmrOneD99118Specdb::NmrOneD99119Specdb::NmrOneD99120Specdb::NmrOneD99121Specdb::NmrOneD99122Specdb::NmrOneD99123Specdb::NmrOneD99124Specdb::NmrOneD99125Specdb::NmrOneD99126Specdb::NmrOneD99127Specdb::NmrOneD99128Specdb::NmrOneD99129Specdb::NmrOneD99130Specdb::NmrOneD99131Specdb::NmrOneD99132Specdb::NmrOneD99133Specdb::NmrOneD99134Specdb::NmrOneD99135Specdb::NmrOneD99136Specdb::NmrOneD99137HMDB13198#<Reference:0x000055567409bcd8>#<Reference:0x000055567409baa8>DateType 1specificPhoenix dactylifera42345