1.0 2010-04-08 22:10:02 UTC 2019-11-26 03:06:23 UTC FDB012200 2,3-Dihydroxybenzoic acid Occurs in Gentiana lutea (yellow gentian) 2-Pyrocatechuic acid is a normal human benzoic acid metabolite found in plasma (PMID 16351159), and is normally found with increased levels after consumption of many nutrients and drugs, i.e.: cranberry juice (PMID 14733499), aspirin ingestion. (PMID 3342084) It has been found associated with idiopathic oro-facial pain due to stress (oxidative stress might enhance the production of free radicals); it has been suggested that OH radicals are responsible for the production of many systemic and local tissue injury diseases which may initially manifest as pain syndrome, and 2-Pyrocatechuic acid is a biological marker for the detection and quantification of OH radicals, and patients had significantly increased circulating levels of 2-Pyrocatechuic acid after aspirin ingestion than control subjects. (PMID 7748148) 2-Pyrocatechuate 2-Pyrocatechuic acid 2,3 DHB 2,3-DIHYDROXY-benzoate 2,3-Dihydroxy-benzoic acid 2,3-Dihydroxybenzoate 3-Hydroxysalicylate 3-Hydroxysalicylic acid Catechol-3-carboxylate Catechol-3-carboxylic acid Catecholcarboxylate Catecholcarboxylic acid DHBA DOBK o-Pyrocatechuate o-Pyrocatechuic acid Pyrocatechuate Pyrocatechuic acid Pyrocatechuic acid, 8CI Resorcylic acid C7H6O4 154.121 154.026608673 2,3-dihydroxybenzoic acid 2,3-dihydroxy-benzoic acid 303-38-8 OC(=O)C1=C(O)C(O)=CC=C1 InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11) GLDQAMYCGOIJDV-UHFFFAOYSA-N belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids. Salicylic acids Organic compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Benzoic acids Benzoyl derivatives Carboxylic acids Catechols Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organooxygen compounds Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Aromatic homomonocyclic compound Benzoic acid Benzoyl Carboxylic acid Carboxylic acid derivative Catechol Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Phenol Salicylic acid Vinylogous acid dihydroxybenzoic acid Solid logp 1.42 ALOGPS logs -1.35 ALOGPS solubility 6.88e+00 g/l ALOGPS melting_point Mp 204° (anhyd.) logp 1.67 ChemAxon pka_strongest_acidic 2.56 ChemAxon pka_strongest_basic -6.3 ChemAxon iupac 2,3-dihydroxybenzoic acid ChemAxon average_mass 154.121 ChemAxon mono_mass 154.026608673 ChemAxon smiles OC(=O)C1=C(O)C(O)=CC=C1 ChemAxon formula C7H6O4 ChemAxon inchi InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11) ChemAxon inchikey GLDQAMYCGOIJDV-UHFFFAOYSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 37.28 ChemAxon polarizability 13.71 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1297 Specdb::MsMs 603 Specdb::MsMs 604 Specdb::MsMs 605 Specdb::MsMs 240037 Specdb::MsMs 240038 Specdb::MsMs 240039 Specdb::MsMs 242092 Specdb::MsMs 242093 Specdb::MsMs 242094 Specdb::MsMs 439732 Specdb::MsMs 440138 Specdb::MsMs 449821 Specdb::MsMs 449822 Specdb::MsMs 2255333 Specdb::MsMs 2257188 Specdb::MsMs 2257381 Specdb::MsMs 2259225 Specdb::MsMs 2259355 Specdb::MsMs 2365120 Specdb::MsMs 2365121 Specdb::MsMs 2365122 Specdb::MsMs 2597929 Specdb::MsMs 2597930 Specdb::MsMs 2597931 Specdb::MsIr 472 Specdb::MsIr 473 Specdb::MsIr 474 Specdb::CMs 546 Specdb::CMs 1391 Specdb::CMs 5646 Specdb::CMs 30417 Specdb::CMs 31139 Specdb::CMs 31798 Specdb::CMs 37497 Specdb::CMs 137174 Specdb::CMs 144908 Specdb::CMs 1060433 Specdb::CMs 1060435 Specdb::CMs 1060437 Specdb::CMs 1060438 Specdb::CMs 1060440 Specdb::CMs 1060442 Specdb::CMs 1060444 Specdb::CMs 1060445 Specdb::CMs 1060447 Specdb::CMs 1060449 Specdb::CMs 1060451 Specdb::CMs 1060452 Specdb::CMs 1060454 Specdb::NmrOneD 143710 Specdb::NmrOneD 143711 Specdb::NmrOneD 143712 Specdb::NmrOneD 143713 Specdb::NmrOneD 143714 Specdb::NmrOneD 143715 Specdb::NmrOneD 143716 Specdb::NmrOneD 143717 Specdb::NmrOneD 143718 Specdb::NmrOneD 143719 Specdb::NmrOneD 143720 Specdb::NmrOneD 143721 Specdb::NmrOneD 143722 Specdb::NmrOneD 143723 Specdb::NmrOneD 143724 Specdb::NmrOneD 143725 Specdb::NmrOneD 143726 Specdb::NmrOneD 143727 Specdb::NmrOneD 143728 Specdb::NmrOneD 143729 HMDB00397 18026 DBH #<Reference:0x000055ce305684f8> #<Reference:0x000055ce30568340> #<Reference:0x000055ce30568188> #<Reference:0x000055ce30567fa8> #<Reference:0x000055ce30567df0> #<Reference:0x000055ce30567c38> #<Reference:0x000055ce30567a80> Alcoholic beverages Unknown generic American cranberry Type 1 specific Vaccinium macrocarpon 13750 0.158 0.316000015 0.0 mg/100 g Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Broccoli Type 1 specific Brassica oleracea var. italica 36774 2.6076 2.795 2.4202 mg/100 g Buffalo Type 1 specific Bubalus bubalis 89462 Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.56415 0.6021 0.5262 mg/100 g Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Cucumber Type 1 specific Cucumis sativus 3659 2.75245 3.3248 2.1801 mg/100 g Deer Type 1 specific Cervidae 9850 Dill Type 1 specific Anethum graveolens 40922 2.2822 2.5127 2.0517 mg/100 g Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Eggplant Type 1 specific Solanum melongena 4111 0.0287 0.037 0.0204 mg/100 g Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Evening primrose Type 1 specific Oenothera biennis 3942 Garden onion Type 1 specific Allium cepa 4679 0.61345 0.6692 0.5577 mg/100 g Garden tomato Type 1 specific Solanum lycopersicum 4081 0.01055 0.011 0.0101 mg/100 g Garlic Type 1 specific Allium sativum 4682 0.04025 0.0439 0.0366 mg/100 g Grape wine Type 2 specific 0.0835 0.083499998 0.083499998 mg/100 g Green bell pepper Type 1 specific Capsicum annuum 4072 0.02625 0.0349 0.0176 mg/100 g Green zucchini Type 1 specific Cucurbita pepo var. cylindrica 0.0209 0.0287 0.0131 mg/100 g Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Herbs and Spices Unknown generic Horse Type 1 specific Equus caballus 9796 Italian sweet red pepper Type 1 specific Capsicum annuum 4072 0.0931 0.1087 0.0775 mg/100 g Japanese pumpkin Type 1 specific Cucurbita maxima 3661 0.0636 0.081 0.0462 mg/100 g Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Romaine lettuce Type 1 specific Lactuca sativa L. var. longifolia 1.19185 1.7101 0.6736 mg/100 g Root vegetables Unknown generic Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Turnip Type 1 specific Brassica rapa var. rapa 51350 0.0281 0.0305 0.0257 mg/100 g Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Yellow bell pepper Type 1 specific Capsicum annuum 4072 0.4959 0.5484 0.4434 mg/100 g Yellow wax bean Type 1 specific Phaseolus vulgaris 3885 0.72785 0.7602 0.6955 mg/100 g