1.0 2011-09-21 00:09:07 UTC 2015-07-21 06:56:59 UTC FDB022143 Erythronic acid Erythronic acid is a sugar component of aqueous humour (eye). It may be derived from glycated proteins or from degradation of ascorbic acid. Erythronic acid is a normal organic acid present in a healthy adult and pediatric population. It has been found in urine, plasma, CSF and synovial fluid. (PMID: 14708889, 8087979, 8376520, 10420182) Erythronic acid is formed when N-Acetyl-D-glucosamine (GlcNAc) is oxidised. GlcNAc is a constituent of hyaluronic acid (HA), a polysaccharide consisting of alternating units of Glucuronic acid and GlcNAc, present as an aqueous solution in synovial fluid. In synovial fluid of patients suffering from rheumatoid arthritis, HA is thought to be degraded either by radicals generated by Fenton chemistry (Fe2+/H2O2) or by NaOCl generated by myeloperoxidase. (PMID: 10614067) [HMDB] (R*,R*)-2,3,4-trihydroxy-Butanoate (R*,R*)-2,3,4-trihydroxy-Butanoic acid 2,3,4-trihydroxybutanoate 2,3,4-trihydroxybutanoic acid erythro-2,3,4-Trihydroxybutyrate erythro-2,3,4-Trihydroxybutyric acid Erythronate Erythronic acid C4H8O5 136.1033 136.037173366 (2R,3R)-2,3,4-trihydroxybutanoic acid erythronic acid 13752-84-6 OC[C@@H](O)[C@@H](O)C(O)=O InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/t2-,3-/m1/s1 JPIJQSOTBSSVTP-PWNYCUMCSA-N belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. Sugar acids and derivatives Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic acyclic compounds Alpha hydroxy acids and derivatives Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Fatty acids and conjugates Hydrocarbon derivatives Monocarboxylic acids and derivatives Monosaccharides Organic oxides Polyols Primary alcohols Secondary alcohols Short-chain hydroxy acids and derivatives Alcohol Aliphatic acyclic compound Alpha-hydroxy acid Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Fatty acid Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives Monosaccharide Organic oxide Polyol Primary alcohol Secondary alcohol Short-chain hydroxy acid Sugar acid erythronic acid Solid logp -2.11 ALOGPS logs 0.55 ALOGPS solubility 4.88e+02 g/l ALOGPS logp -2.1 ChemAxon pka_strongest_acidic 3.4 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2R,3R)-2,3,4-trihydroxybutanoic acid ChemAxon average_mass 136.1033 ChemAxon mono_mass 136.037173366 ChemAxon smiles OC[C@@H](O)[C@@H](O)C(O)=O ChemAxon formula C4H8O5 ChemAxon inchi InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/t2-,3-/m1/s1 ChemAxon inchikey JPIJQSOTBSSVTP-PWNYCUMCSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 26.35 ChemAxon polarizability 11.68 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 667 Specdb::MsIr 668 Specdb::MsIr 669 Specdb::CMs 1227 Specdb::CMs 9497 Specdb::CMs 31170 Specdb::CMs 37649 Specdb::CMs 165848 Specdb::CMs 1070110 Specdb::CMs 1070112 Specdb::CMs 1070114 Specdb::CMs 1070116 Specdb::CMs 1070117 Specdb::CMs 1070119 Specdb::CMs 1070121 Specdb::CMs 1070122 Specdb::CMs 1070124 Specdb::CMs 1070126 Specdb::CMs 1070128 Specdb::CMs 1070130 Specdb::CMs 1070132 Specdb::CMs 1070133 Specdb::CMs 1070135 Specdb::CMs 1070137 Specdb::CMs 1070139 Specdb::CMs 1070140 Specdb::CMs 1070142 Specdb::CMs 1070144 Specdb::NmrOneD 144530 Specdb::NmrOneD 144531 Specdb::NmrOneD 144532 Specdb::NmrOneD 144533 Specdb::NmrOneD 144534 Specdb::NmrOneD 144535 Specdb::NmrOneD 144536 Specdb::NmrOneD 144537 Specdb::NmrOneD 144538 Specdb::NmrOneD 144539 Specdb::NmrOneD 144540 Specdb::NmrOneD 144541 Specdb::NmrOneD 144542 Specdb::NmrOneD 144543 Specdb::NmrOneD 144544 Specdb::NmrOneD 144545 Specdb::NmrOneD 144546 Specdb::NmrOneD 144547 Specdb::NmrOneD 144548 Specdb::NmrOneD 144549 Specdb::MsMs 95097 Specdb::MsMs 95098 Specdb::MsMs 95099 Specdb::MsMs 159279 Specdb::MsMs 159280 Specdb::MsMs 159281 Specdb::MsMs 2822348 Specdb::MsMs 2822349 Specdb::MsMs 2822350 Specdb::MsMs 2859874 Specdb::MsMs 2859875 Specdb::MsMs 2859876 HMDB00613 #<Reference:0x000055ce31c59c20> #<Reference:0x000055ce31c59a68> #<Reference:0x000055ce31c597c0> #<Reference:0x000055ce31c59608> #<Reference:0x000055ce31c59450> #<Reference:0x000055ce31c59248> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 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 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823