1.0 2010-04-08 22:05:11 UTC 2019-11-26 02:56:49 UTC FDB001960 3,5-Dihydroxy-4-methoxybenzoic acid 4-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-benzoate 3,5-Dihydroxy-4-methoxy-benzoic acid 3,5-Dihydroxy-4-methoxybenzoate 3,5-Dihydroxy-4-methoxybenzoic acid 3,5-Dihydroxy-P-anisic acid 4-Methoxy-3,5-dihydroxybenzoate 4-Methoxy-3,5-dihydroxybenzoic acid 4-Methoxygallate 4-O-Methylgallate 4-O-Methylgallic acid 5-Hydroxyisovanillic acid Acid Brilliant Green 6B Acid Green 9 Acid leather green KGB Acilan Brilliant Green 6B Airedale green b Aizen Brilliant Acid Green 6BH Aizen Brilliant Acid Green 6BH Extra Amacid milling green b Benzoic acid, 3,5-dihydroxy-4-methoxy- Brilliant Acid Green 6B Brilliant acid green b Brilliant milling green b Brilliant milling green NS Bucacid fast green b C.I. Acid Green 9 C.I. Acid Green 9, monosodium salt C.I. Acid Green 9, monosodium salt (8CI) C.I. Acid Green 9, sodium salt Calcocid Milling Green 6B Cetil Brilliant Green 6B Disulphine green b Erio green Erio viridine b Eriogreen Fast acid green b (biological stain) Fast acid green b (biological stain) (van) Fenazo green XG Folan green b Hidacid fast green b Indigo green b Kiton green b Leather Green 6B Merantine green b Milling brilliant green b Milling green Mitsui brilliant milling green BX Neptune green sgxa Night green a Sumitomo brilliant milling green b Xylene Fast Green 6B Xylene Milling Green 6B C8H8O5 184.1461 184.037173366 3,5-dihydroxy-4-methoxybenzoic acid 3,5-dihydroxy-4-methoxybenzoic acid 4319-02-2 COC1=C(O)C=C(C=C1O)C(O)=O InChI=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 derivatives Organic compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Anisoles Benzoic acids Benzoyl derivatives Carboxylic acids Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Monocarboxylic acids and derivatives Organic oxides P-methoxybenzoic acids and derivatives Phenoxy compounds Resorcinols 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alkyl aryl ether Anisole Aromatic homomonocyclic compound Benzoic acid Benzoyl Carboxylic acid Carboxylic acid derivative Ether Gallic acid or derivatives Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound P-methoxybenzoic acid or derivatives Phenol Phenol ether Phenoxy compound Resorcinol Solid logp 1.32 ALOGPS logs -1.57 ALOGPS solubility 4.93e+00 g/l ALOGPS melting_point Mp 246° logp 0.87 ChemAxon pka_strongest_acidic 3.93 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 3,5-dihydroxy-4-methoxybenzoic acid ChemAxon average_mass 184.1461 ChemAxon mono_mass 184.037173366 ChemAxon smiles COC1=C(O)C=C(C=C1O)C(O)=O ChemAxon formula C8H8O5 ChemAxon inchi InChI=1S/C8H8O5/c1-13-7-5(9)2-4(8(11)12)3-6(7)10/h2-3,9-10H,1H3,(H,11,12) ChemAxon inchikey UBXDWYFLYYJQFR-UHFFFAOYSA-N ChemAxon polar_surface_area 86.99 ChemAxon refractivity 43.74 ChemAxon polarizability 16.72 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 2865 Specdb::MsIr 2866 Specdb::MsIr 2867 Specdb::CMs 13911 Specdb::CMs 40080 Specdb::CMs 146472 Specdb::MsMs 98769 Specdb::MsMs 98770 Specdb::MsMs 98771 Specdb::MsMs 163767 Specdb::MsMs 163768 Specdb::MsMs 163769 Specdb::MsMs 2789670 Specdb::MsMs 2789671 Specdb::MsMs 2789672 Specdb::MsMs 2919605 Specdb::MsMs 2919606 Specdb::MsMs 2919607 Specdb::NmrOneD 99118 Specdb::NmrOneD 99119 Specdb::NmrOneD 99120 Specdb::NmrOneD 99121 Specdb::NmrOneD 99122 Specdb::NmrOneD 99123 Specdb::NmrOneD 99124 Specdb::NmrOneD 99125 Specdb::NmrOneD 99126 Specdb::NmrOneD 99127 Specdb::NmrOneD 99128 Specdb::NmrOneD 99129 Specdb::NmrOneD 99130 Specdb::NmrOneD 99131 Specdb::NmrOneD 99132 Specdb::NmrOneD 99133 Specdb::NmrOneD 99134 Specdb::NmrOneD 99135 Specdb::NmrOneD 99136 Specdb::NmrOneD 99137 HMDB13198 #<Reference:0x000055ce32ba6570> #<Reference:0x000055ce32ba6278> Date Type 1 specific Phoenix dactylifera 42345