Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 18:19:45 UTC
Update Date2022-03-07 02:53:47 UTC
HMDB IDHMDB0033584
Secondary Accession Numbers
  • HMDB33584
Metabolite Identification
Common NameDiethyl tartrate
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. Diethyl tartrate is a mild, earth, and fruity tasting compound. Diethyl tartrate has been detected, but not quantified in, alcoholic beverages. This could make diethyl tartrate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Diethyl tartrate.
Structure
Data?1563862428
Synonyms
ValueSource
Diethyl tartric acidGenerator
Diethyl tartrate, (S-(r*,r*))-isomerMeSH
Tartaric acid diethyl esterMeSH
(+)-Diethyl L-tartrateHMDB
(+)-Diethyl-L-tartrateHMDB
(+)-Tartaric acid diethyl esterHMDB
(-)-Diethyl-D-tartrateHMDB
Butanedioic acid, 2,3-dihydroxy- (2R,3R)-, diethyl esterHMDB
Butanedioic acid, 2,3-dihydroxy- (R-(r*,r*)), diethyl esterHMDB
Butanedioic acid, 2,3-dihydroxy-, diethyl esterHMDB
Diethyl (+)-tartrateHMDB
Diethyl (2R,3R)-(+)-tartrateHMDB
Diethyl (2R,3R)-tartrateHMDB
Diethyl (R,R)(+)tartrateHMDB
Diethyl 1,2-dihydroxy-1, 2-ethanedicarboxylateHMDB
Diethyl 1,2-dihydroxy-1,2-ethanedicarboxylateHMDB
Diethyl 2,3-dihydroxybutanedioateHMDB
Diethyl 2,3-dihydroxysuccinateHMDB
Diethyl ester(R,R)-tartaric acidHMDB
Diethyl L-tartrateHMDB
Diethyl tartarateHMDB
Diethyl tartrateneHMDB
Diethyl-D-tartrateHMDB
Ethyl (+)-tartrateHMDB
Ethyl tartarateHMDB
Ethyl tartrateHMDB
FEMA 2378HMDB
L-(+)-(Diethyl tartrate)HMDB
L-(+)-Tartaric acid diethyl esterHMDB
Racem-dimethoxysuccinic acid, dimethylesterHMDB
Racemic-dimethoxysuccinic acid, dimethyl esterHMDB
Tartaric acid, diethyl esterHMDB
Tartaric acid, diethyl ester (8ci)HMDB
[-]-Tartaric acid diethyl esterHMDB
1,4-Diethyl 2,3-dihydroxybutanedioic acidGenerator
Diethyl tartrateMeSH
Chemical FormulaC8H14O6
Average Molecular Weight206.1932
Monoisotopic Molecular Weight206.07903818
IUPAC Name1,4-diethyl 2,3-dihydroxybutanedioate
Traditional Namediethyl tartrate
CAS Registry Number87-91-2
SMILES
CCOC(=O)C(O)C(O)C(=O)OCC
InChI Identifier
InChI=1S/C8H14O6/c1-3-13-7(11)5(9)6(10)8(12)14-4-2/h5-6,9-10H,3-4H2,1-2H3
InChI KeyYSAVZVORKRDODB-UHFFFAOYSA-N
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
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point17 °CNot Available
Boiling Point280.00 to 281.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility71920 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-0.29Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+148.2731661259
DarkChem[M-H]-143.58131661259
DeepCCS[M+H]+143.33630932474
DeepCCS[M-H]-140.97830932474
DeepCCS[M-2H]-175.86730932474
DeepCCS[M+Na]+151.20430932474
AllCCS[M+H]+147.932859911
AllCCS[M+H-H2O]+144.432859911
AllCCS[M+NH4]+151.232859911
AllCCS[M+Na]+152.232859911
AllCCS[M-H]-145.132859911
AllCCS[M+Na-2H]-146.332859911
AllCCS[M+HCOO]-147.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Diethyl tartrateCCOC(=O)C(O)C(O)C(=O)OCC2367.8Standard polar33892256
Diethyl tartrateCCOC(=O)C(O)C(O)C(=O)OCC1281.8Standard non polar33892256
Diethyl tartrateCCOC(=O)C(O)C(O)C(=O)OCC1426.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Diethyl tartrate,1TMS,isomer #1CCOC(=O)C(O)C(O[Si](C)(C)C)C(=O)OCC1487.7Semi standard non polar33892256
Diethyl tartrate,2TMS,isomer #1CCOC(=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)OCC1571.1Semi standard non polar33892256
Diethyl tartrate,1TBDMS,isomer #1CCOC(=O)C(O)C(O[Si](C)(C)C(C)(C)C)C(=O)OCC1690.2Semi standard non polar33892256
Diethyl tartrate,2TBDMS,isomer #1CCOC(=O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=O)OCC1944.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Diethyl tartrate GC-MS (Non-derivatized) - 70eV, Positivesplash10-003r-9800000000-c8afa7679c1da8f6dcf42016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Diethyl tartrate GC-MS (2 TMS) - 70eV, Positivesplash10-004i-8091000000-3f2c3836910b38c720b32017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Diethyl tartrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 10V, Positive-QTOFsplash10-0a4i-1980000000-44b3da6b525cf2b980792016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 20V, Positive-QTOFsplash10-0pba-8910000000-fb9f5f6ae1131bbc957d2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 40V, Positive-QTOFsplash10-002b-9200000000-c7e8f2703213575e54a22016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 10V, Negative-QTOFsplash10-0pb9-5930000000-44a6e067f36cd3ecfab62016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 20V, Negative-QTOFsplash10-0pba-9700000000-d7dccccaf18e1c2b0b1d2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 40V, Negative-QTOFsplash10-052b-9100000000-31a128b3a14622adebf22016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 10V, Positive-QTOFsplash10-0a4i-0970000000-81c008c9c652deaca7172021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 20V, Positive-QTOFsplash10-0udi-5900000000-2412716a9f69ba9ffece2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 40V, Positive-QTOFsplash10-01vk-9100000000-9a0d3dd447b78f62159a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 10V, Negative-QTOFsplash10-0a4i-5950000000-1a0c0d332cc4ca562f942021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 20V, Negative-QTOFsplash10-0fft-9500000000-cabce9ba65c18b6139ec2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl tartrate 40V, Negative-QTOFsplash10-0005-9000000000-d3a8b26bb1020e14a57a2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Sweat
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SweatDetected but not QuantifiedNot QuantifiedAdult BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011660
KNApSAcK IDNot Available
Chemspider ID13871489
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDiethyl tartrate
METLIN IDNot Available
PubChem Compound62333
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1018981
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .