1.0 2010-04-08 22:10:02 UTC 2025-11-18 23:34:33 UTC FDB012172 2-Hydroxy-3-methoxybenzoic acid 2-hydroxy-3-methoxybenzoic acid, also known as O-vanillic acid or O-vanillate, belongs to M-methoxybenzoic acids and derivatives class of compounds. Those are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. 2-hydroxy-3-methoxybenzoic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 2-hydroxy-3-methoxybenzoic acid can be found in evening primrose, which makes 2-hydroxy-3-methoxybenzoic acid a potential biomarker for the consumption of this food product. 2-Hydroxy-3-methoxybenzoic acid 3-Hydroxy-m-anisic acid 3-Methoxysalicylic acid Benzoic acid, 2-hydroxy-3-methoxy- Benzoic acid, 2-hydroxy-3-methoxy- (9CI) Guaiacol-3-carboxylic acid m-Anisic acid, 2-hydroxy- o-Vanillic acid C8H8O4 168.1467 168.042258744 2-hydroxy-3-methoxybenzoic acid 3-methoxysalicyclic acid 877-22-5 COC1=CC=CC(C(O)=O)=C1O InChI=1S/C8H8O4/c1-12-6-4-2-3-5(7(6)9)8(10)11/h2-4,9H,1H3,(H,10,11) AUZQQIPZESHNMG-UHFFFAOYSA-N belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. M-methoxybenzoic acids and derivatives Organic compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aromatic homomonocyclic compounds 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 Phenoxy compounds Salicylic acids Vinylogous acids 1-hydroxy-4-unsubstituted benzenoid Alkyl aryl ether Anisole Aromatic homomonocyclic compound Benzoic acid Benzoyl Carboxylic acid Carboxylic acid derivative Ether Hydrocarbon derivative Hydroxybenzoic acid M-methoxybenzoic acid or derivatives Methoxybenzene Methoxyphenol Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Phenol Phenol ether Phenoxy compound Salicylic acid Salicylic acid or derivatives Vinylogous acid methoxybenzoic acid monohydroxybenzoic acid logp 1.87 ALOGPS logs -1.64 ALOGPS solubility 3.86e+00 g/l ALOGPS melting_point Mp 152° (anhyd.) logp 1.82 ChemAxon pka_strongest_acidic 2.55 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 2-hydroxy-3-methoxybenzoic acid ChemAxon average_mass 168.1467 ChemAxon mono_mass 168.042258744 ChemAxon smiles COC1=CC=CC(C(O)=O)=C1O ChemAxon formula C8H8O4 ChemAxon inchi InChI=1S/C8H8O4/c1-12-6-4-2-3-5(7(6)9)8(10)11/h2-4,9H,1H3,(H,10,11) ChemAxon inchikey AUZQQIPZESHNMG-UHFFFAOYSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 41.76 ChemAxon polarizability 15.73 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 9557 Specdb::MsIr 9558 Specdb::MsIr 9559 Specdb::CMs 29871 Specdb::CMs 36347 Specdb::CMs 47860 Specdb::CMs 102335 Specdb::CMs 173115 Specdb::NmrOneD 52122 Specdb::NmrOneD 52123 Specdb::NmrOneD 52124 Specdb::NmrOneD 52125 Specdb::NmrOneD 52126 Specdb::NmrOneD 52127 Specdb::NmrOneD 52128 Specdb::NmrOneD 52129 Specdb::NmrOneD 52130 Specdb::NmrOneD 52131 Specdb::NmrOneD 52132 Specdb::NmrOneD 52133 Specdb::NmrOneD 52134 Specdb::NmrOneD 52135 Specdb::NmrOneD 52136 Specdb::NmrOneD 52137 Specdb::NmrOneD 52138 Specdb::NmrOneD 52139 Specdb::NmrOneD 52140 Specdb::NmrOneD 52141 Specdb::MsMs 43881 Specdb::MsMs 43882 Specdb::MsMs 43883 Specdb::MsMs 153651 Specdb::MsMs 153652 Specdb::MsMs 153653 Specdb::MsMs 2843840 Specdb::MsMs 2843841 Specdb::MsMs 2843842 Specdb::MsMs 2861290 Specdb::MsMs 2861291 Specdb::MsMs 2861292 HMDB0059713 545918 Evening primrose Type 1 specific Oenothera biennis 3942