1.0 2016-09-30 23:20:47 UTC 2020-05-21 16:28:46 UTC BMDB0006242 BMDB06242 3,4-Dihydroxymandelaldehyde 3,4-Dihydroxymandelaldehyde, also known as 3,4-dihydroxymandelaldehyde or 3,4-dihydroxymandelaldehyde, belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. 3,4-Dihydroxymandelaldehyde is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 3,4-Dihydroxymandelaldehyde exists in all living organisms, ranging from bacteria to humans. 3,4-Dihydroxymandelaldehyde participates in a number of enzymatic reactions, within cattle. In particular, 3,4-Dihydroxymandelaldehyde can be biosynthesized from norepinephrine through the action of the enzyme amine oxidase [flavin-containing] a. In addition, 3,4-Dihydroxymandelaldehyde and methylamine can be biosynthesized from epinephrine; which is mediated by the enzyme amine oxidase [flavin-containing] a. In cattle, 3,4-dihydroxymandelaldehyde is involved in the metabolic pathway called the tyrosine metabolism pathway. 3,4-Dihydroxymandelic aldehyde 3,4-Dihydroxyphenylglycolaldehyde 3,4-Dihydroxyphenylglycolic aldehyde alpha,3,4-Trihydroxybenzeneacetaldehyde alpha,3,4-Trihydroxyphenylacetaldehyde DHMAL DHPGALD DOPEGAL a,3,4-Trihydroxybenzeneacetaldehyde Α,3,4-trihydroxybenzeneacetaldehyde a,3,4-Trihydroxyphenylacetaldehyde Α,3,4-trihydroxyphenylacetaldehyde a,3,4-Trihydroxy-benzeneacetaldehyde alpha,3,4-Trihydroxy-benzeneacetaldehyde C8H8O4 168.1467 168.042258744 2-(3,4-dihydroxyphenyl)-2-hydroxyacetaldehyde dhmal 13023-73-9 OC(C=O)C1=CC(O)=C(O)C=C1 InChI=1S/C8H8O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-4,8,10-12H YUGMCLJIWGEKCK-UHFFFAOYSA-N belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. Organic compounds Benzenoids Benzene and substituted derivatives Phenylacetaldehydes Phenylacetaldehydes 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alpha-hydroxyaldehydes Aromatic alcohols Catechols Hydrocarbon derivatives Organic oxides Secondary alcohols 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alcohol Aldehyde Alpha-hydroxyaldehyde Aromatic alcohol Aromatic homomonocyclic compound Carbonyl group Catechol Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Phenol Phenylacetaldehyde Secondary alcohol Aromatic homomonocyclic compounds a small molecule aldehyde catechols Solid logp 0.20 ALOGPS logs -1.19 ALOGPS logp 0.13 ChemAxon pka_strongest_acidic 9.2 ChemAxon pka_strongest_basic -3.8 ChemAxon iupac 2-(3,4-dihydroxyphenyl)-2-hydroxyacetaldehyde ChemAxon average_mass 168.1467 ChemAxon mono_mass 168.042258744 ChemAxon smiles OC(C=O)C1=CC(O)=C(O)C=C1 ChemAxon formula C8H8O4 ChemAxon inchi InChI=1S/C8H8O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-4,8,10-12H ChemAxon inchikey YUGMCLJIWGEKCK-UHFFFAOYSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 41.74 ChemAxon polarizability 15.68 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 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 2383 Specdb::MsIr 2384 Specdb::MsIr 2385 Specdb::MsMs 321511 Specdb::MsMs 321512 Specdb::MsMs 321513 Specdb::MsMs 369154 Specdb::MsMs 369155 Specdb::MsMs 369156 Specdb::MsMs 2431918 Specdb::MsMs 2431919 Specdb::MsMs 2431920 Specdb::MsMs 2503316 Specdb::MsMs 2503317 Specdb::MsMs 2503318 Specdb::CMs 25052 Specdb::CMs 38977 Specdb::CMs 136413 Specdb::CMs 144147 Specdb::NmrOneD 67972 Specdb::NmrOneD 67973 Specdb::NmrOneD 67974 Specdb::NmrOneD 67975 Specdb::NmrOneD 67976 Specdb::NmrOneD 67977 Specdb::NmrOneD 67978 Specdb::NmrOneD 67979 Specdb::NmrOneD 67980 Specdb::NmrOneD 67981 Specdb::NmrOneD 67982 Specdb::NmrOneD 67983 Specdb::NmrOneD 67984 Specdb::NmrOneD 67985 Specdb::NmrOneD 67986 Specdb::NmrOneD 67987 Specdb::NmrOneD 67988 Specdb::NmrOneD 67989 Specdb::NmrOneD 67990 Specdb::NmrOneD 67991 FDB030386 133725 151725 27852 C05577 46056 DIHYDROXYPHENYLGLYCOLALDEHYDE BMDBP00890 Amine oxidase [flavin-containing] A P21398 MAOA Enzyme BMDBP00991 Alcohol dehydrogenase class-3 Q3ZC42 ADH5 Enzyme