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Tartaric acid (YMDB01788)

Identification
YMDB IDYMDB01788
NameTartaric acid
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionMeso-Tartaric acid, also known as (2R,3R)-tartaric acid or (R,R)-tartrate, 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. Meso-Tartaric acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • (+)-(2R,3R)-Tartaric acid
  • (+)-(R,R)-tartaric acid
  • (+)-L-tartaric acid
  • (+)-tartarate
  • (+)-tartaric acid
  • (+)-Weinsaeure
  • (1R,2R)-1,2-Dihydroxyethane-1,2-dicarboxylic acid
  • (2R,3R)-(+)-Tartaric acid
  • (2R,3R)-2,3-Dihydroxybernsteinsaeure
  • (2R,3R)-2,3-dihydroxybutanedioate
  • (2R,3R)-2,3-dihydroxybutanedioic acid
  • (2R,3R)-2,3-dihydroxysuccinic acid
  • (2R,3R)-2,3-tartaric acid
  • (2R,3R)-Tartarate
  • (2R,3R)-Tartaric acid
  • (R,R)-(+)-tartaric acid
  • (R,R)-tartarate
  • (R,R)-tartaric acid
  • (R,R)-tartrate
  • 1,2-Dihydroxyethane-1,2-dicarboxylic acid
  • 2, 3-Dihydrosuccinic acid
  • 2,3-Dihydrosuccinic acid
  • 2,3-dihydroxy-succinate
  • 2,3-dihydroxy-succinic acid
  • 2,3-Dihydroxybutanedioate
  • 2,3-Dihydroxybutanedioic acid
  • 2,3-dihydroxysuccinic acid
  • Butanedioic acid, 2,3-dihydroxy-
  • Butanedioic acid, 2,3-dihydroxy- {[R-(R*,R*)]-}
  • d-a,b-Dihydroxysuccinic acid
  • D-tartaric acid
  • Dextrotartaric acid
  • Kyselina 2,3-dihydroxybutandiova
  • Kyselina vinna
  • L-(+)-tartaric acid
  • L-tartarate
  • L-tartaric acid
  • L-threaric acid
  • L(+)-tartaric acid
  • Malic acid, 3-hydroxy-
  • Natural tartaric acid
  • Rechtsweinsaeure
  • Succinic acid, 2, 3-dihydroxy
  • Succinic acid, 2,3-dihydroxy
  • Succinic acid, 2,3-dihydroxy-
  • TAR
  • Tartarate
  • Tartaric acid (VAN)
  • Tartaric acid, (l)
  • Tartaric acid, L-(+)-
  • Tartrate
  • Threaric acid
  • TLA
  • Weinsaeure
  • Weinsteinsaeure
  • Tartaric acid
  • (R,R)-Tartric acid
  • 2,3-Dihydroxysuccinate
  • Meso-tartarate
  • Calcium tartrate tetrahydrate
  • Sodium potassium tartrate
  • Tartaric acid, (r*,s*)-isomer
  • Tartaric acid, (R-(r*,r*))-isomer
  • Tartaric acid, ammonium sodium salt, (1:1:1) salt, (r*,r*)-(+-)-isomer
  • MN(III) tartrate
  • Ammonium tartrate
  • Tartaric acid, calcium salt, (R-r*,r*)-isomer
  • Sodium tartrate
  • Tartaric acid, ((r*,r*)-(+-))-isomer
  • Tartaric acid, (S-(r*,r*))-isomer
  • Tartaric acid, monoammonium salt, (R-(r*,r*))-isomer
  • (R*,r*)-(+-)-2,3-dihydroxybutanedioic acid, monoammonium monosodium salt
  • Aluminum tartrate
  • Calcium tartrate
  • Potassium tartrate
  • Seignette salt
  • Sodium ammonium tartrate
  • Stannous tartrate
CAS number87-69-4
WeightAverage: 150.0868
Monoisotopic: 150.016437924
InChI KeyFEWJPZIEWOKRBE-UHFFFAOYSA-N
InChIInChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)
IUPAC Name2,3-dihydroxybutanedioic acid
Traditional IUPAC Name(.+-.)-tartaric acid
Chemical FormulaC4H6O6
SMILESOC(C(O)C(O)=O)C(O)=O
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar acids and derivatives
Alternative Parents
Substituents
  • Sugar acid
  • Short-chain hydroxy acid
  • Beta-hydroxy acid
  • Fatty acid
  • Monosaccharide
  • Hydroxy acid
  • Dicarboxylic acid or derivatives
  • Alpha-hydroxy acid
  • Secondary alcohol
  • 1,2-diol
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting point169 °C
Experimental Properties
PropertyValueReference
Water Solubility582 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility161 g/LALOGPS
logP-1.3ALOGPS
logP-1.8ChemAxon
logS0.03ALOGPS
pKa (Strongest Acidic)2.72ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area115.06 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.21 m³·mol⁻¹ChemAxon
Polarizability11.61 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
CaramellicNot Available
Very mildNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0002-0920000000-473bf90ce56c0c0592a0JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0002-0920000000-473bf90ce56c0c0592a0JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0002-0920000000-473bf90ce56c0c0592a0JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0002-0920000000-473bf90ce56c0c0592a0JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0096-9200000000-df0ce9fba754b55674b1JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-00di-8029100000-283552abf9161a349136JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0002-5900000000-4c66eac9e5850c5fcbe4JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0072-9600000000-17c4d1ba2b96cd7ef84cJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0072-9600000000-f9fb12efb15f5ed29bceJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0072-9600000000-4115648caec12719bc40JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-00du-9000000000-76ecadb353351b98d37dJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f89-1900000000-81029c7f5a1a1f6c7eefJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-9500000000-0540950c816c3054bc75JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a70-9100000000-ab88b0c77d915bdf94c8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05bb-8900000000-6145a4d3d74ad91e7c08JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-9500000000-e810b360131a0cd0626cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-fd760c42934208e53eabJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05o0-3900000000-e52d00e2e7427df264f9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05p9-9300000000-1e180faafcb2fce14102JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bt9-9000000000-254ae2874ffc06d5337aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4s-4900000000-4b81a8a41abed679d134JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9200000000-b73e0df104053da76268JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-4d8ce26149e6d7a8763fJSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-056r-9000000000-16517a02beb9427ceaffJSpectraViewer | MoNA
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C 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
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID15671
HMDB IDHMDB00956
Pubchem Compound ID444305
Kegg IDC00898
ChemSpider ID852
FOODB IDNot Available
Wikipedia IDTartaric_Acid
BioCyc IDNot Available