1.0 2016-09-30 22:48:23 UTC 2020-05-21 16:27:05 UTC BMDB0001866 BMDB01866 3,4-Dihydroxymandelic acid 3,4-3,4-3,4-dihydroxymandelic acid, also known as 3,4-dihydroxymandelic acid or 3,4-dihydroxymandelic acid, belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. 3,4-3,4-3,4-dihydroxymandelic acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 3,4-3,4-3,4-dihydroxymandelic acid exists in all living organisms, ranging from bacteria to humans. 3,4-3,4-3,4-dihydroxymandelic acid participates in a number of enzymatic reactions, within cattle. In particular, 3,4-3,4-3,4-dihydroxymandelic acid can be biosynthesized from 3,4-dihydroxymandelaldehyde; which is mediated by the enzyme aldehyde dehydrogenase, dimeric nadp-preferring. In addition, 3,4-3,4-3,4-dihydroxymandelic acid and guaiacol can be converted into vanillylmandelic acid and pyrocatechol through the action of the enzyme catechol O-methyltransferase. In cattle, 3,4-3,4-dihydroxymandelic acid is involved in the metabolic pathway called the tyrosine metabolism pathway. (3,4-Dihydroxyphenyl)(hydroxy)acetic acid 3,4-Dihydroxymandelate 3,4-Dihydroxyphenylglycolic acid Dihydroxymandelic acid DOMA (3,4-Dihydroxyphenyl)(hydroxy)acetate 3,4-Dihydroxyphenylglycolate Dihydroxymandelate 3,4 Dihydroxymandelate 3,4 Dihydroxymandelic acid 3,4-Dihydroxymandelic acid, (S)-isomer 3,4-Dihydroxymandelic acid, ion(1-) 3,4-Dihydroxymandelic acid, monosodium salt DHMA 3,4-Dihydroxymandelic acid, (+-)-isomer C8H8O5 184.1461 184.037173366 2-(3,4-dihydroxyphenyl)-2-hydroxyacetic acid dihydroxymandelic acid 775-01-9 OC(C(O)=O)C1=CC=C(O)C(O)=C1 InChI=1S/C8H8O5/c9-5-2-1-4(3-6(5)10)7(11)8(12)13/h1-3,7,9-11H,(H,12,13) RGHMISIYKIHAJW-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 Alpha hydroxy acids and derivatives Aromatic alcohols Benzene and substituted derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alcohol Alpha-hydroxy acid Aromatic alcohol Aromatic homomonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Catechol Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Aromatic homomonocyclic compounds 2-hydroxy monocarboxylic acid a catechol catechols Solid logp 0.72 ALOGPS logs -1.24 ALOGPS logp 0.29 ChemAxon pka_strongest_acidic 2.98 ChemAxon pka_strongest_basic -4.1 ChemAxon iupac 2-(3,4-dihydroxyphenyl)-2-hydroxyacetic acid ChemAxon average_mass 184.1461 ChemAxon mono_mass 184.037173366 ChemAxon smiles OC(C(O)=O)C1=CC=C(O)C(O)=C1 ChemAxon formula C8H8O5 ChemAxon inchi InChI=1S/C8H8O5/c9-5-2-1-4(3-6(5)10)7(11)8(12)13/h1-3,7,9-11H,(H,12,13) ChemAxon inchikey RGHMISIYKIHAJW-UHFFFAOYSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 42.67 ChemAxon polarizability 16.52 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 4 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 1402 Specdb::MsIr 1403 Specdb::MsIr 1404 Specdb::NmrTwoD 1706 Specdb::CMs 782 Specdb::CMs 1642 Specdb::CMs 25487 Specdb::CMs 30521 Specdb::CMs 31359 Specdb::CMs 32174 Specdb::CMs 38155 Specdb::CMs 171468 Specdb::MsMs 1747 Specdb::MsMs 1748 Specdb::MsMs 1749 Specdb::MsMs 5503 Specdb::MsMs 5504 Specdb::MsMs 5505 Specdb::MsMs 5506 Specdb::MsMs 5507 Specdb::MsMs 5509 Specdb::MsMs 5510 Specdb::MsMs 322483 Specdb::MsMs 322484 Specdb::MsMs 322485 Specdb::MsMs 370393 Specdb::MsMs 370394 Specdb::MsMs 370395 Specdb::MsMs 437574 Specdb::MsMs 437575 Specdb::MsMs 437576 Specdb::MsMs 437577 Specdb::MsMs 437578 Specdb::MsMs 439254 Specdb::MsMs 440155 Specdb::MsMs 448194 Specdb::MsMs 2236289 Specdb::NmrOneD 1766 Specdb::NmrOneD 148400 Specdb::NmrOneD 148401 Specdb::NmrOneD 148402 Specdb::NmrOneD 148403 Specdb::NmrOneD 148404 Specdb::NmrOneD 148405 Specdb::NmrOneD 148406 Specdb::NmrOneD 148407 Specdb::NmrOneD 148408 Specdb::NmrOneD 148409 Specdb::NmrOneD 148410 Specdb::NmrOneD 148411 Specdb::NmrOneD 148412 Specdb::NmrOneD 148413 Specdb::NmrOneD 148414 Specdb::NmrOneD 148415 Specdb::NmrOneD 148416 Specdb::NmrOneD 148417 Specdb::NmrOneD 148418 Specdb::NmrOneD 148419 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 C05580 77371 FDB030383 85782 27637 CPD-11879 46062 3,4-Dihydroxymandelic_acid 696 Joray, Marcel; Breuninger, Manfred. Process for the preparation of phenolic compounds. PCT Int. Appl. (2007), 15pp. BMDBP00421 Catechol O-methyltransferase A7MBI7 COMT Enzyme