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(3R,4R)-3,4-dihydroxyoxolan-2-one

PubChem CID: 5325915

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Compound Synonyms D-Erythronolactone, 15667-21-7, (3R,4R)-3,4-Dihydroxydihydrofuran-2(3H)-one, d-erythrono-1,4-lactone, (3R,4R)-3,4-dihydroxyoxolan-2-one, erythrono-1,4-lactone, 2(3H)-Furanone, dihydro-3,4-dihydroxy-, (3R,4R)-, 17675-99-9, MFCD00077763, erythronolactone, (3R,4R)-Dihydroxydihydro-2(3H)-furanone, Erythronic acid g-lactone, D-Erythronolactone, 98%, D-Erythronic gamma-Lactone, erythronic acid gamma-lactone, Erythronic acid-1,4-lactone, SCHEMBL818248, CHEMBL113716, D-Erythronic acid gamma-lactone, CHEBI:87625, DTXSID90935493, delta-Erythronic acid gamma-lactone, 3,4-Dihydroxyoxolan-2-onato(3-), 3,4-Dihydroxydihydro-2(3H)-furanone, AKOS024262526, D-Erythronic acid gamma-lactone, 95%, DS-9368, ME00265, s11960, dihydro-3,4-dihydroxy-cis-2(3H)-Furanone, CS-0157912, E0455, (3R,4R)-3,4-dihydroxytetrahydrofuran-2-one, D-Erythrono-1,4-lactone, >=95.0% (GC), EN300-371174, Rel-(3R,4R)-3,4-dihydroxydihydrofuran-2(3H)-one, (3R,4R)-rel-dihydro-3,4-dihydroxy-2(3H)-Furanone, Q27159785, (3R,4R)-dihydro-3,4-dihydroxy-Threono-1,4-lactone 2(3H)-Furanone, C3A81166-85F4-4D25-8FB9-714897037227, (2R,3R)-Butane-2,3,4-triol-1,4-lactone, D-Erythronic acid ?-lactone, D-Erythronolactone, InChI=1/C4H6O4/c5-2-1-8-4(7)3(2)6/h2-3,5-6H,1H2/t2-,3-/m1/s
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 66.8
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCC1
Deep Smiles O[C@@H][C@H]O)COC5=O
Heavy Atom Count 8.0
Classyfire Class Lactones
Description 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]
Scaffold Graph Node Level OC1CCCO1
Classyfire Subclass Gamma butyrolactones
Isotope Atom Count 0.0
Molecular Complexity 111.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name (3R,4R)-3,4-dihydroxyoxolan-2-one
Class Lactones
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp -1.3
Superclass Organoheterocyclic compounds
Subclass Gamma butyrolactones
Gsk 4 400 Rule True
Molecular Formula C4H6O4
Scaffold Graph Node Bond Level O=C1CCCO1
Inchi Key SGMJBNSHAZVGMC-PWNYCUMCSA-N
Silicos It Class Soluble
Rotatable Bond Count 0.0
State Solid
Synonyms (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, D-Erythronolactone, Erythronic acid gamma-lactone, Erythronate g-lactone, Erythronate gamma-lactone, Erythronate γ-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, Dihydro-3,4-dihydroxy-cis-2(3H)-furanone, 2-c-hydroxy-methyl-d-erythrono-1,4-lactone
Esol Class Highly soluble
Functional Groups CO, COC(C)=O
Compound Name (3R,4R)-3,4-dihydroxyoxolan-2-one
Kingdom Organic compounds
Exact Mass 118.027
Formal Charge 0.0
Monoisotopic Mass 118.027
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 118.09
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C4H6O4/c5-2-1-8-4(7)3(2)6/h2-3,5-6H,1H2/t2-,3-/m1/s1
Smiles C1[C@H]([C@H](C(=O)O1)O)O
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Gamma butyrolactones

  • 1. Outgoing r'ship FOUND_IN to/from Oryza Sativa (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279