diethyl tartrate (YMDB01406)

Identification
YMDB IDYMDB01406
Namediethyl tartrate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionDiethyl tartrate belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Based on a literature review very few articles have been published on Diethyl tartrate.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
  • (+)-Diethyl L-tartrate
  • Butanedioic acid, 2,3-dihydroxy-, diethyl ester
  • Diethyl (+)-tartrate
  • Diethyl (2R,3R)-(+)-tartrate
  • Diethyl (2R,3R)-tartrate
  • Diethyl (R,R)(+)tartrate
  • Diethyl 1,2-dihydroxy-1, 2-ethanedicarboxylate
  • Diethyl 1,2-dihydroxy-1,2-ethanedicarboxylate
  • Diethyl 2,3-dihydroxysuccinate
  • Diethyl L-tartrate
  • diethyl tartarate
  • Ethyl (+)-tartrate
  • Ethyl tartarate
  • Ethyl tartrate
  • L-(+)-(Diethyl tartrate)
  • L-(+)-Tartaric acid diethyl ester
  • Tartaric acid, diethyl ester
  • Tartaric acid, diethyl ester, (R,R)-
  • tartrates
  • Diethyl tartric acid
  • Diethyl tartrate, (S-(r*,r*))-isomer
  • Tartaric acid diethyl ester
  • (+)-Diethyl-L-tartrate
  • (+)-Tartaric acid diethyl ester
  • (-)-Diethyl-D-tartrate
  • Butanedioic acid, 2,3-dihydroxy- (2R,3R)-, diethyl ester
  • Butanedioic acid, 2,3-dihydroxy- (R-(r*,r*)), diethyl ester
  • Diethyl 2,3-dihydroxybutanedioate
  • Diethyl ester(R,R)-tartaric acid
  • Diethyl tartratene
  • Diethyl-D-tartrate
  • FEMA 2378
  • Racem-dimethoxysuccinic acid, dimethylester
  • Racemic-dimethoxysuccinic acid, dimethyl ester
  • Tartaric acid, diethyl ester (8ci)
  • [-]-Tartaric acid diethyl ester
  • 1,4-Diethyl 2,3-dihydroxybutanedioic acid
  • Diethyl tartrate
CAS number87-91-2
WeightAverage: 206.1932
Monoisotopic: 206.07903818
InChI KeyYSAVZVORKRDODB-UHFFFAOYSA-N
InChIInChI=1S/C8H14O6/c1-3-13-7(11)5(9)6(10)8(12)14-4-2/h5-6,9-10H,3-4H2,1-2H3
IUPAC Name1,4-diethyl 2,3-dihydroxybutanedioate
Traditional IUPAC Namediethyl tartrate
Chemical FormulaC8H14O6
SMILESCCOC(=O)C(O)C(O)C(=O)OCC
Chemical Taxonomy
Description belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassBeta hydroxy acids and derivatives
Direct ParentBeta hydroxy acids and derivatives
Alternative Parents
Substituents
  • Beta-hydroxy acid
  • Fatty acid ester
  • Dicarboxylic acid or derivatives
  • Monosaccharide
  • Fatty acyl
  • 1,2-diol
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid derivative
  • Organooxygen compound
  • Alcohol
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateLiquid
Charge0
Melting point17 °C
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogP-0.29 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility150 g/LALOGPS
logP-0.57ALOGPS
logP-0.82ChemAxon
logS-0.14ALOGPS
pKa (Strongest Acidic)11.19ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area93.06 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity45.25 m³·mol⁻¹ChemAxon
Polarizability19.83 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
Organoleptic Properties
Flavour/OdourSource
EarthFDB011660
FruityFDB011660
MildFDB011660
MustFDB011660
WineFDB011660
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-003r-9800000000-c8afa7679c1da8f6dcf4JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-004i-8091000000-3f2c3836910b38c720b3JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-1980000000-44b3da6b525cf2b98079JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0pba-8910000000-fb9f5f6ae1131bbc957dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002b-9200000000-c7e8f2703213575e54a2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0pb9-5930000000-44a6e067f36cd3ecfab6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pba-9700000000-d7dccccaf18e1c2b0b1dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052b-9100000000-31a128b3a14622adebf2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0970000000-81c008c9c652deaca717JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-5900000000-2412716a9f69ba9ffeceJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01vk-9100000000-9a0d3dd447b78f62159aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-5950000000-1a0c0d332cc4ca562f94JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fft-9500000000-cabce9ba65c18b6139ecJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0005-9000000000-d3a8b26bb1020e14a57aJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Patel, S., Shibamoto, T. (2002). "Effect of different strains of Saccharomyces cerevisiae on production of volatiles in Napa Gamay wine and Petite Sirah wine." J Agric Food Chem 50:5649-5653.12236692
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID50562
HMDB IDHMDB0033584
Pubchem Compound ID24197
Kegg IDNot Available
ChemSpider ID13871489
FOODB IDFDB011660
Wikipediadiethyl_tartrate
BioCyc IDNot Available