1.0 2016-09-30 22:44:19 UTC 2020-05-21 16:27:05 UTC BMDB0001336 BMDB01336 3,4-Dihydroxybenzeneacetic acid 3,4-Dihydroxybenzeneacetic acid, also known as 3,4-dihydroxybenzeneacetic acid or 3,4-dihydroxybenzeneacetic acid, belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. 3,4-Dihydroxybenzeneacetic acid exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. 3,4-Dihydroxybenzeneacetic acid exists in all living organisms, ranging from bacteria to humans. 3,4-Dihydroxybenzeneacetic acid participates in a number of enzymatic reactions, within cattle. In particular, 3,4-Dihydroxybenzeneacetic acid can be biosynthesized from 3,4-dihydroxyphenylacetaldehyde; which is catalyzed by the enzyme 3,4-dihydroxyphenylacetaldehyde. In addition, 3,4-Dihydroxybenzeneacetic acid and guaiacol can be converted into homovanillic acid and pyrocatechol; which is mediated by the enzyme catechol O-methyltransferase. In cattle, 3,4-dihydroxybenzeneacetic acid is involved in the metabolic pathway called the tyrosine metabolism pathway. 2-(3,4-DIHYDROXYPHENYL)acetIC ACID 3,4-Dihydroxyphenyl acetic acid 3,4-Dihydroxyphenylacetic acid Dopacetic acid Homoprotocatechuate 2-(3,4-DIHYDROXYPHENYL)acetate 3,4-Dihydroxyphenyl acetate 3,4-Dihydroxyphenylacetate Dopacetate 3,4-Dihydroxybenzeneacetate 3,4 Dihydroxyphenylacetic acid 3,4-Dihydroxyphenylacetic acid, monosodium salt (3,4-Dihydroxyphenyl)-acetic acid (3,4-Dihydroxyphenyl)acetate (3,4-Dihydroxyphenyl)acetic acid 3,4-DHPOP 3,4-Dihydroxy-benzeneacetic acid 3,4-Dihydroxy-phenylacetic acid DHY Dihydroxyphenylacetate Dihydroxyphenylacetic acid HAA Homogentisic acid 3',4'-Dihydroxyphenylacetic acid C8H8O4 168.1467 168.042258744 2-(3,4-dihydroxyphenyl)acetic acid 3,4 dihydroxyphenylacetic acid 102-32-9 OC(=O)CC1=CC(O)=C(O)C=C1 InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12) CFFZDZCDUFSOFZ-UHFFFAOYSA-N belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. Organic compounds Benzenoids Phenols Benzenediols Catechols 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Benzene and substituted derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Aromatic homomonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Catechol Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Aromatic homomonocyclic compounds catechols dihydroxyphenylacetic acid Solid melting_point 168 °C water_solubility 4 mg/mL logp 0.98 SANGSTER (1994) logp 0.93 ALOGPS logs -1.37 ALOGPS logp 1 ChemAxon pka_strongest_acidic 3.61 ChemAxon pka_strongest_basic -6.3 ChemAxon iupac 2-(3,4-dihydroxyphenyl)acetic acid ChemAxon average_mass 168.1467 ChemAxon mono_mass 168.042258744 ChemAxon smiles OC(=O)CC1=CC(O)=C(O)C=C1 ChemAxon formula C8H8O4 ChemAxon inchi InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12) ChemAxon inchikey CFFZDZCDUFSOFZ-UHFFFAOYSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 41.33 ChemAxon polarizability 15.71 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Tyrosine Metabolism SMP0087235 Specdb::MsIr 52 Specdb::MsIr 58 Specdb::MsIr 1212 Specdb::MsIr 1213 Specdb::MsIr 1214 Specdb::NmrTwoD 1623 Specdb::NmrOneD 1682 Specdb::NmrOneD 147430 Specdb::NmrOneD 147431 Specdb::NmrOneD 147432 Specdb::NmrOneD 147433 Specdb::NmrOneD 147434 Specdb::NmrOneD 147435 Specdb::NmrOneD 147436 Specdb::NmrOneD 147437 Specdb::NmrOneD 147438 Specdb::NmrOneD 147439 Specdb::NmrOneD 147440 Specdb::NmrOneD 147441 Specdb::NmrOneD 147442 Specdb::NmrOneD 147443 Specdb::NmrOneD 147444 Specdb::NmrOneD 147445 Specdb::NmrOneD 147446 Specdb::NmrOneD 147447 Specdb::NmrOneD 147448 Specdb::NmrOneD 147449 Specdb::MsMs 1519 Specdb::MsMs 1520 Specdb::MsMs 1521 Specdb::MsMs 20231 Specdb::MsMs 20232 Specdb::MsMs 20233 Specdb::MsMs 21134 Specdb::MsMs 21135 Specdb::MsMs 21136 Specdb::MsMs 21782 Specdb::MsMs 21783 Specdb::MsMs 21784 Specdb::MsMs 22685 Specdb::MsMs 22686 Specdb::MsMs 22687 Specdb::MsMs 440143 Specdb::MsMs 2254706 Specdb::MsMs 2255856 Specdb::MsMs 2256784 Specdb::MsMs 2257825 Specdb::MsMs 2258733 Specdb::MsMs 2259829 Specdb::MsMs 2460121 Specdb::MsMs 2460122 Specdb::MsMs 2460123 Specdb::CMs 728 Specdb::CMs 729 Specdb::CMs 730 Specdb::CMs 1498 Specdb::CMs 5724 Specdb::CMs 30325 Specdb::CMs 30436 Specdb::CMs 30920 Specdb::CMs 31313 Specdb::CMs 31807 Specdb::CMs 38029 Specdb::CMs 137656 Specdb::CMs 145390 Brain Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Neuron Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C01161 532 FDB000316 DB01702 41941 547 572 C00040996 DOPAC 36946 6170 CPD-782 Joray, Marcel; Breuninger, Manfred. Process for the preparation of phenolic compounds. PCT Int. Appl. (2007), 15pp. BMDBP00421 Catechol O-methyltransferase A7MBI7 COMT Enzyme