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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2024-05-19 04:30:29 UTC

HMDB ID

HMDB0000956

Secondary Accession Numbers

HMDB0059916
HMDB00956
HMDB59916

Metabolite Identification

Common Name

Tartaric acid

Description

Tartaric acid is a white crystalline organic acid. It occurs naturally in many plants, particularly grapes and tamarinds, and is one of the main acids found in wine. It is added to other foods to give a sour taste, and is used as an antioxidant. Salts of tartaric acid are known as tartrates. It is a dihydroxy derivative of dicarboxylic acid. Tartaric acid is a muscle toxin, which works by inhibiting the production of malic acid, and in high doses causes paralysis and death. The minimum recorded fatal dose for a human is about 12 grams. In spite of that, it is included in many foods, especially sour-tasting sweets. As a food additive, tartaric acid is used as an antioxidant with E number E334, tartrates are other additives serving as antioxidants or emulsifiers. Naturally-occurring tartaric acid is chiral, meaning that it has molecules that are non-superimposable on their mirror-images. It is a useful raw material in organic chemistry for the synthesis of other chiral molecules. The naturally occurring form of the acid is L-(+)-tartaric acid or dextrotartaric acid. The mirror-image (enantiomeric) form, levotartaric acid or D-(-)-tartaric acid, and the achiral form, mesotartaric acid, can be made artificially. Tartarate is believed to play a role in inhibiting kidney stone formation. Most tartarate that is consumed by humans is metabolized by bacteria in the gastrointestinal tract -- primarily in the large instestine. Only about 15-20% of consumed tartaric acid is secreted in the urine unchanged. Tartaric acid is a biomarker for the consumption of wine and grapes (PMID:24507823 ). Tartaric acid is also a fungal metabolite, elevated levels in the urine (especially in children) may be due to the presence of yeast (in the gut or bladder). It can be produced by Agrobacterium, Nocardia, Rhizobium, Saccharomyces as well (PMID:7628083 ) (https://link.springer.com/article/10.1023/A:1005592104426). High levels of tartaric acid have been found in autistic children. In adults, tartaric acid may be due to the consumption of wine (https://www.greatplainslaboratory.com/articles-1/2015/11/13/candida-and-overgrowth-the-problem-bacteria-by-products) (PMID:15738524 ; PMID:24507823 ; PMID:7628083 ).Tartaric acid is elevated by a factor of two or more in the urine of patients with diet-controlled PKU or phenylketonuria. This is reflective of PKU patients consuming a diet that is exceptionally rich in fruits (grapes, avocados, bananas and oranges) (PMID: 37446577 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+)-(R,R)-Tartaric acid	ChEBI
(+)-L-Tartaric acid	ChEBI
(+)-Tartaric acid	ChEBI
(+)-Weinsaeure	ChEBI
(2R,3R)-2,3-Dihydroxybernsteinsaeure	ChEBI
(2R,3R)-2,3-Dihydroxysuccinic acid	ChEBI
(2R,3R)-Tartaric acid	ChEBI
(R,R)-(+)-Tartaric acid	ChEBI
(R,R)-Tartaric acid	ChEBI
L(+)-TARTARIC ACID	ChEBI
L-Threaric acid	ChEBI
Rechtsweinsaeure	ChEBI
Weinsteinsaeure	ChEBI
(R,R)-Tartrate	Kegg
L-Tartaric acid	Kegg
Tartrate	Kegg
2,3-Dihydroxybutanedioic acid	Kegg
(+)-(R,R)-Tartarate	Generator
(+)-L-Tartarate	Generator
(+)-Tartarate	Generator
(2R,3R)-2,3-Dihydroxysuccinate	Generator
(2R,3R)-Tartarate	Generator
(R,R)-(+)-Tartarate	Generator
(R,R)-Tartarate	Generator
L(+)-TARTARate	Generator
L-Threarate	Generator
(R,R)-Tartric acid	Generator
L-Tartarate	Generator
Tartric acid	Generator
2,3-Dihydroxybutanedioate	Generator
Tartarate	Generator
Aluminum tartrate	HMDB
Ammonium tartrate	HMDB
Potassium tartrate	HMDB
Seignette salt	HMDB
Sodium ammonium tartrate	HMDB
Stannous tartrate	HMDB
Tartaric acid, calcium salt, (R-r,r)-isomer	HMDB
Calcium tartrate tetrahydrate	HMDB
Sodium tartrate	HMDB
Tartaric acid, ((r,r)-(+-))-isomer	HMDB
Tartaric acid, monoammonium salt, (R-(r,r))-isomer	HMDB
(R,r)-(+-)-2,3-dihydroxybutanedioic acid, monoammonium monosodium salt	HMDB
MN(III) tartrate	HMDB
Calcium tartrate	HMDB
Tartaric acid, (R-(r,r))-isomer	HMDB
Sodium potassium tartrate	HMDB
Tartaric acid, (r,s)-isomer	HMDB
Tartaric acid, (S-(r,r))-isomer	HMDB
Tartaric acid, ammonium sodium salt, (1:1:1) salt, (r,r)-(+-)-isomer	HMDB
(+)-(2R,3R)-Tartaric acid	HMDB
(1R,2R)-1,2-Dihydroxyethane-1,2-dicarboxylic acid	HMDB
(2R,3R)-2,3-Dihydroxybutanedioate	HMDB
(2R,3R)-2,3-Dihydroxybutanedioic acid	HMDB
(2R,3R)-2,3-Tartaric acid	HMDB
1,2-Dihydroxyethane-1,2-dicarboxylic acid	HMDB
2,3-Dihydroxy-succinate	HMDB
2,3-Dihydroxy-succinic acid	HMDB
2,3-Dihydroxysuccinic acid	HMDB
D-a,b-Dihydroxysuccinic acid	HMDB
D-Tartaric acid	HMDB
Dextrotartaric acid	HMDB
L-(+)-Tartaric acid	HMDB
Natural tartaric acid	HMDB
TAR	HMDB
Threaric acid	HMDB
TLA	HMDB
Weinsaeure	HMDB
(2R,3R)-(+)-Tartaric acid	HMDB
Dihydroxysuccinic acid	HMDB
Tartaric acid	HMDB

Chemical Formula

C₄H₆O₆

Average Molecular Weight

150.0868

Monoisotopic Molecular Weight

150.016437924

IUPAC Name

(2R,3R)-2,3-dihydroxybutanedioic acid

Traditional Name

L(+)-tartaric acid

CAS Registry Number

87-69-4

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O

InChI Identifier

InChI=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 Key

FEWJPZIEWOKRBE-JCYAYHJZSA-N

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

tartaric acid (CHEBI:15671 )

Ontology

Physiological effect

Health effect

Cancer

Cancer (HMDB: HMDB0000956)

Respiratory system disorder

Pulmonary disorder

Lung Cancer (HMDB: HMDB0000956)

Adipose tissue (HMDB: HMDB0000956)
Adipose tissue (HMDB: HMDB0000956)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Cell

Hematocyte

Platelet (HMDB: HMDB0000956)

Organ

Prostate (HMDB: HMDB0000956)

Excreta

Biofluid or Excreta

Urine (PMID: 22157537)
Feces (PMID: 25670064)

Cellular substructure

Cytoplasm (HMDB: HMDB0000956)
Extracellular (HMDB: HMDB0000956)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000956)

Source

Exogenous

Exogenous (HMDB: HMDB0000956)

Food

Food (HMDB: HMDB0000956)

Beverage

Fermented beverage

Fortified wines

Port wine (FooDB: FOOD00630)

Alcoholic beverage

Red wine (HMDB: HMDB0000956)

Fig (FooDB: FOOD00081)

Grapes (HMDB: HMDB0000956)

Pome

Quince (FooDB: FOOD00069)

Vegetable

Fruit vegetable

Avocado (FooDB: FOOD00130)
Garden tomato (var.) (FooDB: FOOD00173)

Root vegetable

Leaf vegetable

Lettuce (FooDB: FOOD00095)

Tuber

Potato (FooDB: FOOD00175)

Onion-family vegetable

Garden onion (FooDB: FOOD00006)

Herb and spice

Spice

Herb

Dandelion (FooDB: FOOD00181)
Sorrel (FooDB: FOOD00164)
Fennel (FooDB: FOOD00082)
Parsley (FooDB: FOOD00131)
Roselle (FooDB: FOOD00447)

Oilseed crop

Sunflower (FooDB: FOOD00086)

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)
Oat (FooDB: FOOD00022)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Synthetic

Personal care products

Personal care products (HMDB: HMDB0000956)

Endogenous

Plant

Plant (HMDB: HMDB0000956)
Coffea (HMDB: HMDB0000956)

Microbe

Fungi

Yeast

Yeast (HMDB: HMDB0000956)

Saccharomyces (HMDB: HMDB0000956)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Inner Membrane Transport (PathBank: SMP0121270)
Glycolate and Glyoxylate Degradation II (PathBank: SMP0122218)

Role

Industrial applicationIndirect biological role

Carcinogen (HMDB: HMDB0000956)

Biological role

Acidifier (HMDB: HMDB0000956)
Irritant (HMDB: HMDB0000956)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	169 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	582 mg/mL at 20 °C	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular 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	11.33 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	125.097	30932474
DeepCCS	[M-H]-	122.42	30932474
DeepCCS	[M-2H]-	158.398	30932474
DeepCCS	[M+Na]+	133.796	30932474
AllCCS	[M+H]+	134.9	32859911
AllCCS	[M+H-H2O]+	130.9	32859911
AllCCS	[M+NH4]+	138.6	32859911
AllCCS	[M+Na]+	139.7	32859911
AllCCS	[M-H]-	122.5	32859911
AllCCS	[M+Na-2H]-	124.6	32859911
AllCCS	[M+HCOO]-	127.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	0.89 minutes	32390414
Predicted by Siyang on May 30, 2022	10.5396 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.26 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	342.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	714.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	403.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	37.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	253.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	124.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	311.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	258.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	762.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	661.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	54.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	858.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	248.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	351.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	800.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	357.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	478.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tartaric acid	O[C@H]([C@@H](O)C(O)=O)C(O)=O	2468.8	Standard polar	33892256
Tartaric acid	O[C@H]([C@@H](O)C(O)=O)C(O)=O	1229.6	Standard non polar	33892256
Tartaric acid	O[C@H]([C@@H](O)C(O)=O)C(O)=O	1414.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tartaric acid,1TMS,isomer #1	C[Si](C)(C)O[C@@H](C(=O)O)[C@@H](O)C(=O)O	1393.8	Semi standard non polar	33892256
Tartaric acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](O)C(=O)O	1372.7	Semi standard non polar	33892256
Tartaric acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C)[C@@H](O)C(=O)O	1459.4	Semi standard non polar	33892256
Tartaric acid,2TMS,isomer #2	C[Si](C)(C)O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)C(=O)O	1490.2	Semi standard non polar	33892256
Tartaric acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](O[Si](C)(C)C)C(=O)O	1471.2	Semi standard non polar	33892256
Tartaric acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](O)C(=O)O[Si](C)(C)C	1461.5	Semi standard non polar	33892256
Tartaric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)O	1549.0	Semi standard non polar	33892256
Tartaric acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1567.0	Semi standard non polar	33892256
Tartaric acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1665.8	Semi standard non polar	33892256
Tartaric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C(=O)O)[C@@H](O)C(=O)O	1670.2	Semi standard non polar	33892256
Tartaric acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](O)C(=O)O	1648.3	Semi standard non polar	33892256
Tartaric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)O	1926.6	Semi standard non polar	33892256
Tartaric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O	1947.7	Semi standard non polar	33892256
Tartaric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O	1944.5	Semi standard non polar	33892256
Tartaric acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](O)C(=O)O[Si](C)(C)C(C)(C)C	1914.7	Semi standard non polar	33892256
Tartaric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2219.8	Semi standard non polar	33892256
Tartaric acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2201.9	Semi standard non polar	33892256
Tartaric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2425.8	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Adipose Tissue
Platelet
Prostate

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25670064	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected and Quantified	12 (1.3-46) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	2702744	details
Urine	Detected and Quantified	11.8 (2.6-64.4) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21389975	details
Urine	Detected and Quantified	38.183 +/- 53.107 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Analysis of 30 no...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20573794	details
Urine	Detected and Quantified	0-60 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	31506554	details
Urine	Detected and Quantified	1.47 (0.95-2.88) umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	Analysis of 40 NI...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected and Quantified	5 (0-25) umol/mmol creatinine	Not Specified	Both	Lung cancer	22157537	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Autosomal dominant polycystic kidney disease (ADPKD)	21389975	details
Urine	Detected and Quantified	13.217 +/- 13.438 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Cardiosvacular risk	22887155	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Diabetes mellitus	Rosa Va ́zqu...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Bladder cancer	28157703	details

Associated Disorders and Diseases

Disease References

Lung Cancer
Stretch C, Eastman T, Mandal R, Eisner R, Wishart DS, Mourtzakis M, Prado CM, Damaraju S, Ball RO, Greiner R, Baracos VE: Prediction of skeletal muscle and fat mass in patients with advanced cancer using a metabolomic approach. J Nutr. 2012 Jan;142(1):14-21. doi: 10.3945/jn.111.147751. Epub 2011 Dec 7. [PubMed:22157537 ]

Associated OMIM IDs

211980 (Lung Cancer)

External Links

DrugBank ID

DB09459

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001113

KNApSAcK ID

C00001206

Chemspider ID

Not Available

KEGG Compound ID

C00898

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tartaric acid

METLIN ID

Not Available

PubChem Compound

444305

PDB ID

Not Available

ChEBI ID

15671

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000290

Good Scents ID

Not Available

References

Synthesis Reference

Milas, N. A.; Terry, Ethel M. Oxidation of fumaric and of maleic acids to tartaric acid. Journal of the American Chemical Society (1925), 47 1412-8.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Petrarulo M, Marangella M, Bianco O, Linari F: Ion-chromatographic determination of L-tartrate in urine samples. Clin Chem. 1991 Jan;37(1):90-3. [PubMed:1988215 ]
Lord RS, Burdette CK, Bralley JA: Significance of urinary tartaric acid. Clin Chem. 2005 Mar;51(3):672-3. [PubMed:15738524 ]
Shaw W, Kassen E, Chaves E: Increased urinary excretion of analogs of Krebs cycle metabolites and arabinose in two brothers with autistic features. Clin Chem. 1995 Aug;41(8 Pt 1):1094-104. [PubMed:7628083 ]
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Enzymes

Enzyme Details

1. Tartrate-resistant acid phosphatase type 5

General function:: Involved in hydrolase activity
Specific function:: Involved in osteopontin/bone sialoprotein dephosphorylation. Its expression seems to increase in certain pathological states such as Gaucher and Hodgkin diseases, the hairy cell, the B-cell, and the T-cell leukemias.
Gene Name:: ACP5
Uniprot ID:: P13686
Molecular weight:: 36598.47

Enzyme Details

2. Prostatic acid phosphatase

General function:: Involved in acid phosphatase activity
Specific function:: A non-specific tyrosine phosphatase that dephosphorylates a diverse number of substrates under acidic conditions (pH 4-6) including alkyl, aryl, and acyl orthophosphate monoesters and phosphorylated proteins. Has lipid phosphatase activity and inactivates lysophosphatidic acid in seminal plasma. Isoform 2: the cellular form also has ecto-5'-nucleotidase activity in dorsal root ganglion (DRG) neurons. Generates adenosine from AMP which acts as a pain suppressor. Acts as a tumor suppressor of prostate cancer through dephosphorylation of ERBB2 and deactivation of MAPK-mediated signaling.
Gene Name:: ACPP
Uniprot ID:: P15309
Molecular weight:: 44565.715

Enzyme Details

3. Lysophosphatidic acid phosphatase type 6

General function:: Involved in acid phosphatase activity
Specific function:: Hydrolyzes lysophosphatidic acid to monoacylglycerol.
Gene Name:: ACP6
Uniprot ID:: Q9NPH0
Molecular weight:: 48853.955

Enzyme Details

4. Testicular acid phosphatase

General function:: Involved in acid phosphatase activity
Specific function:: Dephosphorylates receptor tyrosine-protein kinase erbB-4 and inhibits the ligand-induced proteolytic cleavage.
Gene Name:: ACPT
Uniprot ID:: Q9BZG2
Molecular weight:: 46089.015

Enzyme Details

5. Putative uncharacterized protein ACP1

General function:: Involved in protein tyrosine phosphatase activity
Specific function:: Not Available
Gene Name:: ACP1
Uniprot ID:: B5MCC7
Molecular weight:: 12230.0

Showing metabocard for Tartaric acid (HMDB0000956)

MOL for HMDB0000956 (Tartaric acid)

3D MOL for HMDB0000956 (Tartaric acid)

3D SDF for HMDB0000956 (Tartaric acid)

3D-SDF for HMDB0000956 (Tartaric acid)

PDB for HMDB0000956 (Tartaric acid)

3D PDB for HMDB0000956 (Tartaric acid)

SMILES for HMDB0000956 (Tartaric acid)

INCHI for HMDB0000956 (Tartaric acid)

Structure for HMDB0000956 (Tartaric acid)

3D Structure for HMDB0000956 (Tartaric acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

Enzymes