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Showing Compound L-Tartaric acid (FDB001113)

Record Information
Version1.0
Creation date2010-04-08 22:04:50 UTC
Update date2019-11-26 02:55:56 UTC
Primary IDFDB001113
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameL-Tartaric acid
DescriptionPresent in many fruits, wines and coffee. Acidulant for beverages, foods and pharmaceuticals,used to enhance natural and synthetic fruit flavours, especies in grape- and lime-flavoured drinks and candies. Firming agent, humectant. It is used in leavening systems including baking powders. Stabiliising agent for ground spices and cheeses to prevent discoloration. Chelating agent in fatty foods. Synergist with antioxidants, pH control agent in milk, jams and jellies, moisture-control agent. *Metatartaric* acid (a mixture of polyesters obtained by the controlled dehydration of (+)-tartaric acid, together with unchanged (+)-tartaric acid) is permitted in wine in UK Natural tartaric acid isomer . L-Tartaric acid is found in many foods, some of which are coffee and coffee products, common grape, alcoholic beverages, and fruits.
CAS Number87-69-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(+)-(R,R)-Tartaric acidChEBI
(+)-L-Tartaric acidChEBI
(+)-Tartaric acidChEBI
(+)-WeinsaeureChEBI
(2R,3R)-2,3-DihydroxybernsteinsaeureChEBI
(2R,3R)-2,3-Dihydroxysuccinic acidChEBI
(2R,3R)-Tartaric acidChEBI
(R,R)-(+)-Tartaric acidChEBI
(R,R)-Tartaric acidChEBI
L(+)-TARTARIC ACIDChEBI
L-Threaric acidChEBI
RechtsweinsaeureChEBI
WeinsteinsaeureChEBI
(R,R)-TartrateKegg
L-Tartaric acidKegg
TartrateKegg
2,3-Dihydroxybutanedioic acidKegg
(+)-(R,R)-TartarateGenerator
(+)-L-TartarateGenerator
(+)-TartarateGenerator
(2R,3R)-2,3-DihydroxysuccinateGenerator
(2R,3R)-TartarateGenerator
(R,R)-(+)-TartarateGenerator
(R,R)-TartarateGenerator
L(+)-TARTARateGenerator
L-ThrearateGenerator
(R,R)-Tartric acidGenerator
L-TartarateGenerator
Tartric acidGenerator
2,3-DihydroxybutanedioateGenerator
TartarateGenerator
Aluminum tartrateHMDB
Ammonium tartrateHMDB
Potassium tartrateHMDB
Seignette saltHMDB
Sodium ammonium tartrateHMDB
Stannous tartrateHMDB
Tartaric acid, calcium salt, (R-r*,r*)-isomerHMDB
Calcium tartrate tetrahydrateHMDB
Sodium tartrateHMDB
Tartaric acid, ((r*,r*)-(+-))-isomerHMDB
Tartaric acid, monoammonium salt, (R-(r*,r*))-isomerHMDB
(R*,r*)-(+-)-2,3-dihydroxybutanedioic acid, monoammonium monosodium saltHMDB
MN(III) tartrateHMDB
Calcium tartrateHMDB
Tartaric acid, (R-(r*,r*))-isomerHMDB
Sodium potassium tartrateHMDB
Tartaric acid, (r*,s*)-isomerHMDB
Tartaric acid, (S-(r*,r*))-isomerHMDB
Tartaric acid, ammonium sodium salt, (1:1:1) salt, (r*,r*)-(+-)-isomerHMDB
(+)-(2R,3R)-Tartaric acidHMDB
(1R,2R)-1,2-Dihydroxyethane-1,2-dicarboxylic acidHMDB
(2R,3R)-2,3-DihydroxybutanedioateHMDB
(2R,3R)-2,3-Dihydroxybutanedioic acidHMDB
(2R,3R)-2,3-Tartaric acidHMDB
1,2-Dihydroxyethane-1,2-dicarboxylic acidHMDB
2,3-Dihydroxy-succinateHMDB
2,3-Dihydroxy-succinic acidHMDB
2,3-Dihydroxysuccinic acidHMDB
D-a,b-Dihydroxysuccinic acidHMDB
D-Tartaric acidHMDB
Dextrotartaric acidHMDB
L-(+)-Tartaric acidHMDB
Natural tartaric acidHMDB
TARHMDB
Threaric acidHMDB
TLAHMDB
WeinsaeureHMDB
(2R,3R)-(+)-Tartaric acidHMDB
Dihydroxysuccinic acidHMDB
Tartaric acidHMDB
(+)-(r,r)-tartaric acidbiospider
(+)-l-tartaric acidbiospider
(+)-tartaratebiospider
(+)-tartaric acidbiospider
(2R,3R)-2,3-dihydroxybutanedioatebiospider
(2R,3R)-2,3-dihydroxybutanedioic acidbiospider
(2R,3R)-2,3-dihydroxysuccinic acidbiospider
(2R,3R)-2,3-tartaric acidbiospider
(r,r)-(+)-tartaric acidbiospider
(r,r)-tartaratebiospider
(r,r)-tartaric acidbiospider
(r,r)-tartratebiospider
E334db_source
FEMA 3044db_source
L-(+)-tartaric acidbiospider
L-tartaratebiospider
L-tartaric acidbiospider
Tartaric acid, l-(+)-biospider
Tartaric acid; L-formdb_source
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
Polarizability11.33 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H6O6
IUPAC name(2R,3R)-2,3-dihydroxybutanedioic acid
InChI IdentifierInChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m1/s1
InChI KeyFEWJPZIEWOKRBE-JCYAYHJZSA-N
Isomeric SMILESO[C@H]([C@@H](O)C(O)=O)C(O)=O
Average Molecular Weight150.0868
Monoisotopic Molecular Weight150.016437924
Classification
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
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 32.01%; H 4.03%; O 63.96%DFC
Melting PointMp 169-170°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKapKa2 4.34 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D +12 (c, 20.0 in H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-056r-9000000000-16517a02beb9427ceaff2019-05-16View Spectrum
GC-MSTartaric acid, non-derivatized, GC-MS Spectrumsplash10-0002-0930000000-19235937e21066a9c484Spectrum
GC-MSTartaric acid, 4 TMS, GC-MS Spectrumsplash10-000f-0961000000-559c31b016f4fb3700d2Spectrum
GC-MSTartaric acid, non-derivatized, GC-MS Spectrumsplash10-0007-0961000000-1b17d674621eb9d88c3cSpectrum
GC-MSTartaric acid, non-derivatized, GC-MS Spectrumsplash10-0002-0930000000-19235937e21066a9c484Spectrum
GC-MSTartaric acid, non-derivatized, GC-MS Spectrumsplash10-000f-0961000000-559c31b016f4fb3700d2Spectrum
Predicted GC-MSTartaric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0096-9200000000-df0ce9fba754b55674b1Spectrum
Predicted GC-MSTartaric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TMS_3_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TMS_3_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TMS_4_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TBDMS_3_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TBDMS_3_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTartaric acid, TBDMS_4_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-000b-7900000000-d247ec12b77f427e9a762012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-05fu-9000000000-4bf01ad116d24a4538172012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-0006-9000000000-4da65da10f3a34f776882012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0002-0900000000-ecb902731b9f6eb3764d2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-0072-9700000000-1e8e6f410c1d71af856e2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-00di-9000000000-f13ad2560d3e6818db9c2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-05fu-9000000000-f46a01eb933ba6fbceac2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-0006-9000000000-08dec35ca6a80add253a2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0002-0900000000-ecb902731b9f6eb3764d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0072-9700000000-1e8e6f410c1d71af856e2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00di-9000000000-f13ad2560d3e6818db9c2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-05fu-9000000000-f46a01eb933ba6fbceac2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-08dec35ca6a80add253a2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-05fu-9000000000-2bc9b64b80733677dbe62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-e65d82322cd0037aa7332021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0072-9600000000-0276f4093011ce886f642021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-007a-9300000000-5ad0de9efcf7b25ff3dc2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-1900000000-6a73140cfa5a0c0234e32017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-9600000000-ca8758d1e65f5dbe35d92017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a70-9100000000-1630b812321816f95d112017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05bb-7900000000-146a1c7b189a7bbacda02017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9500000000-f7af07684007cf14bdce2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-a8f5502da9e4d13e41442017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4s-4900000000-4b81a8a41abed679d1342021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9200000000-b73e0df104053da762682021-09-23View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
2D NMR[1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID392277
ChEMBL IDCHEMBL1236315
KEGG Compound IDC00898
Pubchem Compound ID444305
Pubchem Substance IDNot Available
ChEBI ID15671
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00956
CRC / DFC (Dictionary of Food Compounds) IDBTJ82-E:BTJ88-K
EAFUS ID3598
Dr. Duke IDL-(+)-TARTARIC-ACID
BIGG IDNot Available
KNApSAcK IDC00001206
HET IDTLA
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDTartaric_acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Testicular acid phosphataseACPTQ9BZG2
Prostatic acid phosphataseACPPP15309
Lysophosphatidic acid phosphatase type 6ACP6Q9NPH0
Putative uncharacterized protein ACP1ACP1B5MCC7
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.