1.0 2011-09-21 00:06:18 UTC 2015-07-21 06:56:54 UTC FDB021972 Erythrono-1,4-lactone Erythrono-1,4-lactone has been identified as a lactone of tetronic acid in the urine from normal adults and neonates. The formation of this compound may be a consequence of lactonization of erythronic acid during the extraction/isolation process. Lactonization is a potential problem when measuring acids that contain a hydroxyl group at the number 4 carbon, as lactones are formed under acidic conditions. Evidence indicates that most 4-hydroxy acids do not normally exist to any appreciable extent as lactones in urine. (PMID 1192581). [HMDB] (3R,4R)-dihydro-3,4-dihydroxy-Threono-1,4-lactone 2(3H)-Furanone (3R,4R)-rel-dihydro-3,4-dihydroxy-2(3H)-Furanone 3,4-Dihydroxydihydro-2(3H)-furanone D-Erythronic acid gamma-lactone delta-Erythronic acid gamma-lactone dihydro-3,4-dihydroxy-cis-2(3H)-Furanone Erythronic acid g-lactone Erythrono-1,4-lactone C4H6O4 118.088 118.02660868 (3R,4R)-3,4-dihydroxyoxolan-2-one erythrono-1,4-lactone 17675-99-9 O[C@@H]1COC(=O)[C@@H]1O InChI=1S/C4H6O4/c5-2-1-8-4(7)3(2)6/h2-3,5-6H,1H2/t2-,3-/m1/s1 SGMJBNSHAZVGMC-PWNYCUMCSA-N belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Gamma butyrolactones Organic compounds Organoheterocyclic compounds Lactones Gamma butyrolactones Aliphatic heteromonocyclic compounds 1,2-diols Carbonyl compounds Carboxylic acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Secondary alcohols Tetrahydrofurans 1,2-diol Alcohol Aliphatic heteromonocyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Gamma butyrolactone Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxacycle Secondary alcohol Tetrahydrofuran Solid logp -1.72 ALOGPS logs 1.02 ALOGPS solubility 1.24e+03 g/l ALOGPS logp -1.5 ChemAxon pka_strongest_acidic 11.66 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac (3R,4R)-3,4-dihydroxyoxolan-2-one ChemAxon average_mass 118.088 ChemAxon mono_mass 118.02660868 ChemAxon smiles O[C@@H]1COC(=O)[C@@H]1O ChemAxon formula C4H6O4 ChemAxon inchi InChI=1S/C4H6O4/c5-2-1-8-4(7)3(2)6/h2-3,5-6H,1H2/t2-,3-/m1/s1 ChemAxon inchikey SGMJBNSHAZVGMC-PWNYCUMCSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 22.85 ChemAxon polarizability 9.84 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 143610 Specdb::NmrOneD 143611 Specdb::NmrOneD 143612 Specdb::NmrOneD 143613 Specdb::NmrOneD 143614 Specdb::NmrOneD 143615 Specdb::NmrOneD 143616 Specdb::NmrOneD 143617 Specdb::NmrOneD 143618 Specdb::NmrOneD 143619 Specdb::NmrOneD 143620 Specdb::NmrOneD 143621 Specdb::NmrOneD 143622 Specdb::NmrOneD 143623 Specdb::NmrOneD 143624 Specdb::NmrOneD 143625 Specdb::NmrOneD 143626 Specdb::NmrOneD 143627 Specdb::NmrOneD 143628 Specdb::NmrOneD 143629 Specdb::MsIr 439 Specdb::MsIr 440 Specdb::MsIr 441 Specdb::CMs 1131 Specdb::CMs 14690 Specdb::CMs 31129 Specdb::CMs 37453 Specdb::CMs 133185 Specdb::CMs 140919 Specdb::CMs 1059256 Specdb::CMs 1059257 Specdb::CMs 1059259 Specdb::CMs 1059261 Specdb::CMs 1059263 Specdb::MsMs 298465 Specdb::MsMs 298466 Specdb::MsMs 298467 Specdb::MsMs 340237 Specdb::MsMs 340238 Specdb::MsMs 340239 Specdb::MsMs 2266599 Specdb::MsMs 2266600 Specdb::MsMs 2266601 Specdb::MsMs 3075876 Specdb::MsMs 3075877 Specdb::MsMs 3075878 HMDB00349 #<Reference:0x000055ce31e14308> 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