Showing Compound Diethyl tartrate (FDB011660)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:45 UTC

Update date

2019-11-26 03:05:12 UTC

Primary ID

FDB011660

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Diethyl tartrate

Description

Diethyl 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 Number

87-91-2

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
Diethyl tartric acid	Generator
Diethyl tartrate, (S-(r,r))-isomer	MeSH
Tartaric acid diethyl ester	MeSH
(+)-Diethyl L-tartrate	HMDB
(+)-Diethyl-L-tartrate	HMDB
(+)-Tartaric acid diethyl ester	HMDB
(-)-Diethyl-D-tartrate	HMDB
Butanedioic acid, 2,3-dihydroxy- (2R,3R)-, diethyl ester	HMDB
Butanedioic acid, 2,3-dihydroxy- (R-(r,r)), diethyl ester	HMDB
Butanedioic acid, 2,3-dihydroxy-, diethyl ester	HMDB
Diethyl (+)-tartrate	HMDB
Diethyl (2R,3R)-(+)-tartrate	HMDB
Diethyl (2R,3R)-tartrate	HMDB
Diethyl (R,R)(+)tartrate	HMDB
Diethyl 1,2-dihydroxy-1, 2-ethanedicarboxylate	HMDB
Diethyl 1,2-dihydroxy-1,2-ethanedicarboxylate	HMDB
Diethyl 2,3-dihydroxybutanedioate	HMDB
Diethyl 2,3-dihydroxysuccinate	HMDB
Diethyl ester(R,R)-tartaric acid	HMDB
Diethyl L-tartrate	HMDB
Diethyl tartarate	HMDB
Diethyl tartratene	HMDB
Diethyl-D-tartrate	HMDB
Ethyl (+)-tartrate	HMDB
Ethyl tartarate	HMDB
Ethyl tartrate	HMDB
FEMA 2378	HMDB
L-(+)-(Diethyl tartrate)	HMDB
L-(+)-Tartaric acid diethyl ester	HMDB
Racem-dimethoxysuccinic acid, dimethylester	HMDB
Racemic-dimethoxysuccinic acid, dimethyl ester	HMDB
Tartaric acid, diethyl ester	HMDB
Tartaric acid, diethyl ester (8ci)	HMDB
[-]-Tartaric acid diethyl ester	HMDB
1,4-Diethyl 2,3-dihydroxybutanedioic acid	Generator
Diethyl tartrate	MeSH
(-)-diethyl-d-tartrate	biospider
(+)-diethyl l-tartrate	biospider
(+)-diethyl-l-tartrate	biospider
(+)-tartaric acid diethyl ester	biospider
[-]-tartaric acid diethyl ester	biospider
Butanedioic acid, 2,3-dihydroxy- (R-(R,R)), diethyl ester	biospider
Diethyl (r,r)(+)tartrate	biospider
Diethyl l-tartrate	biospider
Diethyl-d-tartrate	biospider
L-(+)-(diethyl tartrate)	biospider
L-(+)-tartaric acid diethyl ester	biospider
Tartaric acid, diethyl ester (8CI)	biospider
Tartaric acid, diethyl ester, (r,r)-	biospider

Predicted Properties

Property	Value	Source
Water Solubility	150 g/L	ALOGPS
logP	-0.57	ALOGPS
logP	-0.82	ChemAxon
logS	-0.14	ALOGPS
pKa (Strongest Acidic)	11.19	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	45.25 m³·mol⁻¹	ChemAxon
Polarizability	19.83 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H14O6

IUPAC name

1,4-diethyl 2,3-dihydroxybutanedioate

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 Key

YSAVZVORKRDODB-UHFFFAOYSA-N

Isomeric SMILES

CCOC(=O)C(O)C(O)C(=O)OCC

Average Molecular Weight

206.1932

Monoisotopic Molecular Weight

206.07903818

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta 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 Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological location:

Biofluid and excreta:

Sweat

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 46.60%; H 6.84%; O 46.56%	DFC
Melting Point	Mp 17°	DFC
Boiling Point	Bp15 155-156°	DFC
Experimental Water Solubility	Not Available
Experimental logP	-0.29	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]20D +7.5 (CHCl3)	DFC
Spectroscopic UV Data	Not Available
Density	d204 1.2	DFC
Refractive Index	n20D 1.4476	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Diethyl tartrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-003r-9800000000-c8afa7679c1da8f6dcf4	Spectrum
Predicted GC-MS	Diethyl tartrate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-8091000000-3f2c3836910b38c720b3	Spectrum
Predicted GC-MS	Diethyl tartrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-1980000000-44b3da6b525cf2b98079	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0pba-8910000000-fb9f5f6ae1131bbc957d	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002b-9200000000-c7e8f2703213575e54a2	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0pb9-5930000000-44a6e067f36cd3ecfab6	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pba-9700000000-d7dccccaf18e1c2b0b1d	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052b-9100000000-31a128b3a14622adebf2	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0970000000-81c008c9c652deaca717	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-5900000000-2412716a9f69ba9ffece	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01vk-9100000000-9a0d3dd447b78f62159a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-5950000000-1a0c0d332cc4ca562f94	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fft-9500000000-cabce9ba65c18b6139ec	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0005-9000000000-d3a8b26bb1020e14a57a	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

13871489

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

62333

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33584

CRC / DFC (Dictionary of Food Compounds) ID

BTJ82-E:GXR10-A

EAFUS ID

901

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

87-91-2

GoodScent ID

rw1018981

SuperScent ID

Not Available

Wikipedia ID

Diethyl_tartrate

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
earth	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	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	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wine	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Diethyl tartrate (FDB011660)

Structure for FDB011660 (Diethyl tartrate)