1.0 2016-09-30 22:29:04 UTC 2020-05-05 18:39:45 UTC BMDB0000349 BMDB00349 Erythrono-1,4-lactone D-Erythronolactone Erythronic acid gamma-lactone Erythronate g-lactone Erythronate gamma-lactone Erythronate γ-lactone Erythronic acid g-lactone Erythronic acid γ-lactone (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 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. Organic compounds Organoheterocyclic compounds Lactones Gamma butyrolactones Gamma butyrolactones 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 Aliphatic heteromonocyclic compounds Solid logp -1.72 ALOGPS logs 1.02 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 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 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::MsIr 439 Specdb::MsIr 440 Specdb::MsIr 441 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::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 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 FDB021972 5325915 4483398 87625 C00052984 5338 Isaac, I.; Aizel, G.; Stasik, I.; Wadouachi, A.; Beaupere, D. A new efficient access to glycono 1,4-lactones by oxidation of unprotected itols by catalytic hydrogen transfer with RhH(PPh3)4-benzalacetone system. Synlett (1998), (5), 475-476.