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Showing Compound Diethyl tartrate (FDB011660)

Record Information
Version1.0
Creation date2010-04-08 22:09:45 UTC
Update date2019-11-26 03:05:12 UTC
Primary IDFDB011660
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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.
CAS Number87-91-2
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
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
(-)-diethyl-d-tartratebiospider
(+)-diethyl l-tartratebiospider
(+)-diethyl-l-tartratebiospider
(+)-tartaric acid diethyl esterbiospider
[-]-tartaric acid diethyl esterbiospider
Butanedioic acid, 2,3-dihydroxy- (R-(R*,R*)), diethyl esterbiospider
Diethyl (r,r)(+)tartratebiospider
Diethyl l-tartratebiospider
Diethyl-d-tartratebiospider
L-(+)-(diethyl tartrate)biospider
L-(+)-tartaric acid diethyl esterbiospider
Tartaric acid, diethyl ester (8CI)biospider
Tartaric acid, diethyl ester, (r,r)-biospider
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H14O6
IUPAC name1,4-diethyl 2,3-dihydroxybutanedioate
InChI IdentifierInChI=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
Isomeric SMILESCCOC(=O)C(O)C(O)C(=O)OCC
Average Molecular Weight206.1932
Monoisotopic Molecular Weight206.07903818
Classification
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
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 46.60%; H 6.84%; O 46.56%DFC
Melting PointMp 17°DFC
Boiling PointBp15 155-156°DFC
Experimental Water SolubilityNot Available
Experimental logP-0.29HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D +7.5 (CHCl3)DFC
Spectroscopic UV DataNot Available
Densityd204 1.2DFC
Refractive Indexn20D 1.4476DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDiethyl tartrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-003r-9800000000-c8afa7679c1da8f6dcf4Spectrum
Predicted GC-MSDiethyl tartrate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004i-8091000000-3f2c3836910b38c720b3Spectrum
Predicted GC-MSDiethyl tartrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-1980000000-44b3da6b525cf2b980792016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0pba-8910000000-fb9f5f6ae1131bbc957d2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002b-9200000000-c7e8f2703213575e54a22016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0pb9-5930000000-44a6e067f36cd3ecfab62016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pba-9700000000-d7dccccaf18e1c2b0b1d2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052b-9100000000-31a128b3a14622adebf22016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0970000000-81c008c9c652deaca7172021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-5900000000-2412716a9f69ba9ffece2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01vk-9100000000-9a0d3dd447b78f62159a2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-5950000000-1a0c0d332cc4ca562f942021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fft-9500000000-cabce9ba65c18b6139ec2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0005-9000000000-d3a8b26bb1020e14a57a2021-09-23View Spectrum
NMRNot Available
ChemSpider ID13871489
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID62333
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33584
CRC / DFC (Dictionary of Food Compounds) IDBTJ82-E:GXR10-A
EAFUS ID901
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID87-91-2
GoodScent IDrw1018981
SuperScent IDNot Available
Wikipedia IDDiethyl_tartrate
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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
earth
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
must
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
mild
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wine
  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