Tartaric acid (YMDB01788)

Identification

YMDB ID

YMDB01788

Name

Tartaric acid

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Meso-Tartaric acid, also known as (2R,3R)-tartaric acid or (R,R)-tartrate, 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. Meso-Tartaric acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

(+)-(2R,3R)-Tartaric acid
(+)-(R,R)-tartaric acid
(+)-L-tartaric acid
(+)-tartarate
(+)-tartaric acid
(+)-Weinsaeure
(1R,2R)-1,2-Dihydroxyethane-1,2-dicarboxylic acid
(2R,3R)-(+)-Tartaric acid
(2R,3R)-2,3-Dihydroxybernsteinsaeure
(2R,3R)-2,3-dihydroxybutanedioate
(2R,3R)-2,3-dihydroxybutanedioic acid
(2R,3R)-2,3-dihydroxysuccinic acid
(2R,3R)-2,3-tartaric acid
(2R,3R)-Tartarate
(2R,3R)-Tartaric acid
(R,R)-(+)-tartaric acid
(R,R)-tartarate
(R,R)-tartaric acid
(R,R)-tartrate
1,2-Dihydroxyethane-1,2-dicarboxylic acid
2, 3-Dihydrosuccinic acid
2,3-Dihydrosuccinic acid
2,3-dihydroxy-succinate
2,3-dihydroxy-succinic acid
2,3-Dihydroxybutanedioate
2,3-Dihydroxybutanedioic acid
2,3-dihydroxysuccinic acid
Butanedioic acid, 2,3-dihydroxy-
Butanedioic acid, 2,3-dihydroxy- {[R-(R*,R*)]-}
d-a,b-Dihydroxysuccinic acid
D-tartaric acid
Dextrotartaric acid
Kyselina 2,3-dihydroxybutandiova
Kyselina vinna
L-(+)-tartaric acid
L-tartarate
L-tartaric acid
L-threaric acid
L(+)-tartaric acid
Malic acid, 3-hydroxy-
Natural tartaric acid
Rechtsweinsaeure
Succinic acid, 2, 3-dihydroxy
Succinic acid, 2,3-dihydroxy
Succinic acid, 2,3-dihydroxy-
TAR
Tartarate
Tartaric acid (VAN)
Tartaric acid, (l)
Tartaric acid, L-(+)-
Tartrate
Threaric acid
TLA
Weinsaeure
Weinsteinsaeure
Tartaric acid
(R,R)-Tartric acid
2,3-Dihydroxysuccinate
Meso-tartarate
Calcium tartrate tetrahydrate
Sodium potassium tartrate
Tartaric acid, (r*,s*)-isomer
Tartaric acid, (R-(r*,r*))-isomer
Tartaric acid, ammonium sodium salt, (1:1:1) salt, (r*,r*)-(+-)-isomer
MN(III) tartrate
Ammonium tartrate
Tartaric acid, calcium salt, (R-r*,r*)-isomer
Sodium tartrate
Tartaric acid, ((r*,r*)-(+-))-isomer
Tartaric acid, (S-(r*,r*))-isomer
Tartaric acid, monoammonium salt, (R-(r*,r*))-isomer
(R*,r*)-(+-)-2,3-dihydroxybutanedioic acid, monoammonium monosodium salt
Aluminum tartrate
Calcium tartrate
Potassium tartrate
Seignette salt
Sodium ammonium tartrate
Stannous tartrate

CAS number

87-69-4

Weight

Average: 150.0868
Monoisotopic: 150.016437924

InChI Key

FEWJPZIEWOKRBE-UHFFFAOYSA-N

InChI

InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)

IUPAC Name

2,3-dihydroxybutanedioic acid

Traditional IUPAC Name

(.+-.)-tartaric acid

Chemical Formula

C₄H₆O₆

SMILES

OC(C(O)C(O)=O)C(O)=O

Chemical Taxonomy

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Sugar 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 Framework

Aliphatic acyclic compounds

External Descriptors

tetraric acid (CHEBI:15674 )

Physical Properties

State

Solid

Charge

Melting point

169 °C

Experimental Properties

Property	Value	Reference
Water Solubility	582 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]	PhysProp
LogP	Not Available	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	161 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-1.8	ChemAxon
logS	0.03	ALOGPS
pKa (Strongest Acidic)	2.72	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	26.21 m³·mol⁻¹	ChemAxon
Polarizability	11.61 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

Not Available

Organoleptic Properties

Flavour/Odour	Source
Caramellic	Not Available
Very mild	Not Available

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0002-0920000000-473bf90ce56c0c0592a0	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0002-0920000000-473bf90ce56c0c0592a0	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0002-0920000000-473bf90ce56c0c0592a0	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0002-0920000000-473bf90ce56c0c0592a0	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0096-9200000000-df0ce9fba754b55674b1	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-00di-8029100000-283552abf9161a349136	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0002-5900000000-4c66eac9e5850c5fcbe4	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - , negative	splash10-0072-9600000000-17c4d1ba2b96cd7ef84c	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - , negative	splash10-0072-9600000000-f9fb12efb15f5ed29bce	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0072-9600000000-4115648caec12719bc40	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-00du-9000000000-76ecadb353351b98d37d	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f89-1900000000-81029c7f5a1a1f6c7eef	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-056r-9500000000-0540950c816c3054bc75	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a70-9100000000-ab88b0c77d915bdf94c8	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-05bb-8900000000-6145a4d3d74ad91e7c08	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-9500000000-e810b360131a0cd0626c	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-fd760c42934208e53eab	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05o0-3900000000-e52d00e2e7427df264f9	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05p9-9300000000-1e180faafcb2fce14102	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bt9-9000000000-254ae2874ffc06d5337a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4s-4900000000-4b81a8a41abed679d134	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9200000000-b73e0df104053da76268	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-4d8ce26149e6d7a8763f	JSpectraViewer
MS	Mass Spectrum (Electron Ionization)	splash10-056r-9000000000-16517a02beb9427ceaff	JSpectraViewer \| MoNA
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer

References

References:

Not Available

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	15671
HMDB ID	HMDB00956
Pubchem Compound ID	444305
Kegg ID	C00898
ChemSpider ID	852
FOODB ID	Not Available
Wikipedia ID	Tartaric_Acid
BioCyc ID	Not Available

Structure for #<Compound:0xa99add9c>