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Showing Compound Tartaric acid (FDB001112)

Record Information
Version1.0
Creation date2010-04-08 22:04:50 UTC
Update date2025-11-18 22:28:10 UTC
Primary IDFDB001112
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameTartaric acid
DescriptionTartaric acid, also known as (R,R)-tartrate or L-threaric acid, 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. Tartaric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Tartaric acid exists in all living organisms, ranging from bacteria to humans. Tartaric acid has been detected, but not quantified in, several different foods, such as alcoholic beverages, tamarinds, common grapes, citrus, and coffee and coffee products. This could make tartaric acid a potential biomarker for the consumption of these foods. Tartaric acid is a potentially toxic compound.
CAS Number133-37-9
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
(2R,3R)-rel-2,3-dihydroxybutanedioic acidmanual
2,3-Dihydrosuccinic acidbiospider
2,3-dihydroxy-succinatebiospider
2,3-Dihydroxybutanedioic acid, 9CIdb_source
Butanedioic acid, 2,3-dihydroxy-biospider
DL-tartaric acidmanual
Malic acid, 3-hydroxy-biospider
Succinic acid, 2,3-dihydroxy-biospider
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
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Indirect biological role:

Industrial application:

Foods

Beverages:

Fruits and vegetables:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 32.01%; H 4.03%; O 63.96%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
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 ID26849
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB0000956
CRC / DFC (Dictionary of Food Compounds) IDBTJ82-E:BTJ82-E
EAFUS IDNot Available
Dr. Duke IDTARTARIC-ACID
BIGG IDNot Available
KNApSAcK IDC00001206
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1060791
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 / Bioactivities
DescriptorIDDefinitionReference
Acidifier64047 An agent that increases acidity, often used to treat conditions like gout or urinary tract infections by reducing urine pH, which helps prevent stone formation and promotes drug efficacy.DUKE
Additive64047 A substance that enhances the effect of another agent, often used to improve therapeutic outcomes. Its biological role involves modifying or augmenting the activity of other compounds. Therapeutic applications include increasing drug efficacy and reducing side effects. Key medical uses include anesthesia, pain management, and pharmaceutical formulations, where additives can improve stability, solubility, or bioavailability of active ingredients.DUKE
Anti-oxidant22586 An agent that neutralizes free radicals, reducing oxidative stress and cell damage. Its biological role involves protecting cells from harm, and it has therapeutic applications in managing chronic diseases, such as cancer, diabetes, and neurodegenerative disorders, with key medical uses including anti-aging, anti-inflammatory, and cardio protective effects.DUKE
Name48318 flavorDUKE
IrritantAn agent that causes slight inflammation or discomfort, stimulating a biological response. Therapeutically, it can be used to increase blood flow or stimulate healing. Key medical uses include treating wounds, skin conditions, and respiratory issues, such as congestion, by inducing a mild inflammatory response to promote recovery.DUKE
Sequestrant77963 An agent that binds to a substance, removing it from circulation or inhibiting its activity. Its biological role involves detoxification and regulation of ion balance. Therapeutically, sequestrants have applications in treating conditions like hyperkalemia, hyperphosphatemia, and heavy metal poisoning, with key medical uses including reducing toxin absorption and promoting excretion.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
very mild
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramellic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
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).