Tartaric Acid

US Approved OTC

First marketed in 1921

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C4H6O6
Molecular Weight	150.0868
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=FEWJPZIEWOKRBE-JCYAYHJZSA-N

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

HIDE SMILES / InChI

Molecular Formula	C4H6O6
Molecular Weight	150.0868
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://link.springer.com/article/10.1007/s12045-007-0005-6 | http://www.foodchemadditives.com/products/L-Tartaric-Acid

Tartaric acid is found in many plants such as grapes, tamarinds, pineapples, mulberries and so on. Wine lees (called mud in the US), the sediment collected during the fermentation of grapes, contains potassium bitartrate (potassium hydrogen tartrate) as its major component. L-(+)-tartaric acid is an enantiomer of tartaric acid. Twenty five years before the tetrahedral structure for carbon was proposed in 1874 to explain the optical activity and other properties of organic compounds, Louis Pasteur discovered the existence of enantiomerism in tartaric acid. L-(+)-tartaric acid is widely used in food and beverage as acidity regulator with E number E334.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
skin cleasing 8 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=a33a11b2-926e-43bb-8775-d94b730d2c78	Inactive ingredient		Approved 8583	CLEARASIL DAILY CLEAR CLEAR SKIN Approved Use Unknown

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 2252	inhibitor 2438	inhibitor 2507	inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 2153 CYP2C19 2057 UGT2B15 84 CYP19A1 429	OAT4 93 OAT1 395

Drug as perpetrator

Target	Modality	Activity
CYP1A2 2333	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzMzU2IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDEyMDA4NjEifX0=	no [IC50 >10 uM]
CYP2C19 2141	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzNjIyIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDEyMDA4NjEifX0=	no [IC50 >10 uM]
CYP2C9 2497	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzMzk3IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDEyMDA4NjEifX0=	no [IC50 >10 uM]
CYP2D6 2546	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwyODkiLCJ1c2VfY3VzdG9tX3F1ZXJ5Ijp0cnVlLCJzZWFyY2hfdGVybSI6IiIsInRleHRfZmlsdGVyIjoiQ0hFTUJMMTIwMDg2MSJ9fQ==	no [IC50 >10 uM]
CYP3A4 2633	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzNDAiLCJ1c2VfY3VzdG9tX3F1ZXJ5Ijp0cnVlLCJzZWFyY2hfdGVybSI6IiIsInRleHRfZmlsdGVyIjoiQ0hFTUJMMTIwMDg2MSJ9fQ==	no [IC50 >10 uM]
CYP19A1 430	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/875#section=Biological-Test-Results Page: 59.0	no
UGT2B15 84	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/31837310/	yes [Ki 91 uM]

Drug as victim

Target	Modality	Activity	Metabolite	Clinical evidence
OAT1 395	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/37087614/	yes
OAT4 93	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/37087614/	yes

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/875#section=Biological-Test-Results Page: 93.0

Sourcing

Vendor/Aggregator	ID	URL
3B Scientific (Wuhan) Corp	3B3-059382	http://www.3bsc.com/index/pro_info.php?id=98203
abcr GmbH	AB118837	http://www.abcr.de/shop/en/AB118837
abcr GmbH	AB207455	http://www.abcr.de/shop/en/AB207455
Acadechem	ACDS-067423	http://www.acadechemical.com/product/142122
AK Scientific, Inc. (AKSCI)	7165AF	http://www.aksci.com/item_detail.php?cat=7165AF
Alfa Chemistry	AP6106247-A	https://reagents.alfa-chemistry.com/product/sodium-tartrate-dihydrate-cas-6106-24-7-14010.html
Alfa Chemistry	AP6106247-B	https://reagents.alfa-chemistry.com/product/sodium-tartrate-dihydrate-cas-6106-24-7-14011.html
Ambinter	Amb22348226	http://www.ambinter.com/reference/22348226
Anward	ANW-33667	http://www.anward.com/pro_result/23235
Aurora Fine Chemicals LLC	A14.518.215	http://online.aurorafinechemicals.com/info?ID=A14.518.215
Avantor Inc	101225-558	https://us.vwr.com/store/catalog/product.jsp?catalog_number=101225-558
Avantor Inc	101226-150	https://us.vwr.com/store/catalog/product.jsp?catalog_number=101226-150
BOC Sciences	6106-24-7	https://www.bocsci.com/disodium-tartrate-dihydrate-cas-6106-24-7-item-95530.html
Chemspace	CSSB00102632354	https://chem-space.com/CSSB00102632354
Combi-Blocks	QE-8461	http://www.combi-blocks.com/cgi-bin/find.cgi?QE-8461
Fisher Chemical	AL2770100	https://www.fishersci.com/shop/products/aqualine-sodium-tartrate-dihydrate-water-standard-fisher-chemical/AL2770100
Fisher Chemical	S433100	https://www.fishersci.com/shop/products/sodium-l-tartrate-dihydrate-crystalline-certified-fisher-chemical-2/p-192917
Fisher Chemical	S433500	https://www.fishersci.com/shop/products/sodium-l-tartrate-dihydrate-crystalline-certified-fisher-chemical-2/p-192917
Glentham Life Sciences	GK1687	http://www.glentham.com/products/product/GK1687/
iChemical	EBD16533	http://www.ichemical.com/chemicals/cas-6106-24-7
MolPort	MolPort-003-928-192	https://www.molport.com/shop/molecule-link/MolPort-003-928-192
Oakwood	104960	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=196368&ExtHyperLink=1
Oakwood	94747	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=79921&ExtHyperLink=1
Sigma-Aldrich	1614909_USP	https://www.sigmaaldrich.com/catalog/product/usp/1614909?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	228729_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/228729?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	28-4380_SAJ	https://www.sigmaaldrich.com/catalog/product/saj/284380?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	71994_SIGMA	https://www.sigmaaldrich.com/catalog/product/sigma/71994?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	71995_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/71995?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S051766	http://www.sinfoobiotech.com/product/1055164

PubMed

Title	Date	PubMed
Cinchoninium L-tartrate tetrahydrate.	2001 Dec	11740113
Production and chemiluminescent free radical reactions of glyoxal in lipid peroxidation of linoleic acid by the ligninolytic enzyme, manganese peroxidase.	2001 Dec	11733005
LAS, a novel selective estrogen receptor modulator with chemopreventive and therapeutic activity in the N-nitroso-N-methylurea-induced rat mammary tumor model.	2001 Dec 15	11751385
Cell-surface recognition of biotinylated membrane proteins requires very long spacer arms: an example from glucose-transporter probes.	2001 Jan 8	11828427
[Acid phosphatase, ACP (EC 3.1.3.2)].	2001 Nov	11797369
The hygroscopic properties of dicarboxylic and multifunctional acids: measurements and UNIFAC predictions.	2001 Nov 15	11757607
The MRP1-mediated effluxes of arsenic and antimony do not require arsenic-glutathione and antimony-glutathione complex formation.	2002 Apr	12018890
New materials for ESR dosimetry.	2002 Apr	11993477
Acid phosphatases.	2002 Apr	11950951
Stereoselective synthesis of myo-inositol via ring-closing metathesis: a building block for glycosylphosphatidylinositol (GPI) anchor synthesis.	2002 Apr 18	11950362
Towards atomic resolution with crystals grown in gel: the case of thaumatin seen at room temperature.	2002 Aug 1	12112683
Thermophysical properties of pharmaceutically compatible buffers at sub-zero temperatures: implications for freeze-drying.	2002 Feb	11883647
Retention of anions on silica-based metalloporphyrin stationary phases.	2002 Feb	11874117
Ergotamine-induced anorectal strictures: report of five cases.	2002 Feb	11852344
Diaquabis[mu-(R,R)-tartrato-kappa4O1,O2:O3,O4]dinickel(II) trihydrate.	2002 Feb	11828105
The microphthalmia transcription factor and the related helix-loop-helix zipper factors TFE-3 and TFE-C collaborate to activate the tartrate-resistant acid phosphatase promoter.	2002 Feb	11818452
Fibroblasts from the inner granulation tissue of the pseudocapsule in hips at revision arthroplasty induce osteoclast differentiation, as do stromal cells.	2002 Feb	11796394
Screening method for inherited disorders of purine and pyrimidine metabolism by capillary electrophoresis with reversed electroosmotic flow.	2002 Feb 15	11885862
Therapy and disease concepts: the history (and future?) of antimony in cancer.	2002 Jan	11892514
Some comparative aspects of the pharmacokinetics of tylosin in buffaloes and cattle.	2002 Jan	11860087
Anaerobaculum mobile sp. nov., a novel anaerobic, moderately thermophilic, peptide-fermenting bacterium that uses crotonate as an electron acceptor, and emended description of the genus Anaerobaculum.	2002 Jan	11837298
Crystal structure analysis of the exocytosis-sensitive phosphoprotein, pp63/parafusin (phosphoglucomutase), from Paramecium reveals significant conformational variability.	2002 Jan 11	11779235
Revision of absolute configuration of enantiomeric (methylenecyclopropyl)carbinols obtained from (R)-(-)- and (S)-(+)-epichlorohydrin and methylenetriphenylphosphorane. Implications for reaction mechanism and improved synthesis of antiviral methylenecyclopropane analogues of nucleosides.	2002 Jan 11	11777473
From local adsorption stresses to chiral surfaces: (R,R)-tartaric acid on Ni(110).	2002 Jan 23	11792223
Effect of antibiotics on in vitro and in vivo avian cartilage degradation.	2002 Jan-Mar	11922351
A simple spectrophotometric method for the determination of copper in industrial, environmental, biological and soil samples using 2,5-dimercapto-1,3,4-thiadiazole.	2002 Jul	12137377
High frequency of phenotypic deviations in Physcomitrella patens plants transformed with a gene-disruption library.	2002 Jul 18	12123528
Boronic acid receptors for alpha-hydroxycarboxylates: high affinity of Shinkai's glucose receptor for tartrate.	2002 Jul 26	12126445
Engineering the substrate specificity of D-amino-acid oxidase.	2002 Jul 26	12021281
Improving the labeling of S-acetyl NHS-MAG(3)-conjugated morpholino oligomers.	2002 Jul-Aug	12121147
Effects of cyclic pressure on bone marrow cell cultures.	2002 Jun	12071266
Dissociation of angiogenesis and osteoclastogenesis during endochondral bone formation in neonatal mice.	2002 Jun	12054176
Stereoselective radical reactions of some tartaric and glyceric acid derivatives.	2002 Jun 13	12049511
The separation of racemic crystals into enantiomers by chiral block copolymers.	2002 Jun 3	12180321
Determination of the side-products formed during the nitroxide-mediated bleach oxidation of glucose to glucaric acid.	2002 Jun 5	12039549
Recruitment, augmentation and apoptosis of rat osteoclasts in 1,25-(OH)2D3 response to short-term treatment with 1,25-dihydroxyvitamin D3 in vivo.	2002 Jun 7	12052261
Gender- and age-related differences in osteoclast formation from circulating precursors.	2002 Mar	11874715
Role of the Multidrug Resistance Protein 1 in protection from heavy metal oxyanions: investigations in vitro and in MRP1-deficient mice.	2002 Mar 1	11855834
Consumption of an omega-3 fatty acids product, INCELL AAFA, reduced side-effects of CPT-11 (irinotecan) in mice.	2002 Mar 18	11953833
Release of an acid phosphatase activity during lily pollen tube growth involves components of the secretory pathway.	2002 May	12099218
Use of disposable GRC electrodes for the detection of phenol and chlorophenols in liquid chromatography.	2002 May	12036123
Crystallization and preliminary X-ray crystallographic analysis of UDP-N-acetylglucosamine acyltransferase from Helicobacter pylori.	2002 May	11976505
Potassium antimonyl tartrate induces reactive oxygen species-related apoptosis in human myeloid leukemic HL60 cells.	2002 May	11956606
Synovial macrophage-osteoclast differentiation in inflammatory arthritis.	2002 Oct	12228163
Ectonucleotide diphosphohydrolase activity in Crithidia deanei.	2002 Oct	12209331
Formation of methylantimony species by an aerobic prokaryote: Flavobacterium sp.	2002 Oct	12209260
Effects of sigma(1) receptor ligand MS-377 on D(2) antagonists-induced behaviors.	2002 Oct	12151023
Development of high-affinity ligands and photoaffinity labels for the D-fructose transporter GLUT5.	2002 Oct 15	12119043
Large scale gene expression analysis of osteoclastogenesis in vitro and elucidation of NFAT2 as a key regulator.	2002 Oct 25	12171919
Symmetric and helical growth of polyacetylene fibers over a single copper crystal derived from copper tartrate decomposition.	2002 Sep 5	12201732

Patents

Sample Use Guides

In Vivo Use Guide

L-( )-tartaric acid as a food additive. Acceptable Daily Intake: 0-30 mg/kg

Route of Administration: Oral

In Vitro Use Guide

After incubation in medium containing 50 mM L( )-tartaric acid, osteoclasts and chondroclasts were heavily stained with reaction product.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:34:10 GMT 2025` Edited by `admin` on `Mon Mar 31 17:34:10 GMT 2025`
Record UNII	W4888I119H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TARTARICUM ACIDUM

Preferred Name

English

Tartaric Acid

Official Name

English

BUTANEDIOIC ACID, 2,3-DIHYDROXY-, (R-(R*,R*))-

Common Name

English

INS-334

Code

English

E-334

Code

English

TARTARIC ACID [JAN]

Common Name

English

FEMA NO. 3044

Code

English

L-TARTARIC ACID [MI]

Common Name

English

TARTARIC ACID [FCC]

Common Name

English

TARTARIC ACID [ORANGE BOOK]

Common Name

English

(2R,3R)-2,3-DIHYDROXYBUTANEDIOIC ACID

Systematic Name

English

L-2,3-DIHYDROXYBUTANEDIOIC ACID

Common Name

English

THREARIC ACID

Common Name

English

L-TARTARIC ACID

Systematic Name

English

TARTRATE

Common Name

English

NSC-62778

Code

English

TARTARIC ACID [EP MONOGRAPH]

Common Name

English

INS NO.334

Code

English

NATURAL TARTARIC ACID

Common Name

English

TARTARIC ACID [USP-RS]

Common Name

English

L-2,3-DIHYDROXYSUCCINIC ACID

Common Name

English

TARTARIC ACID [II]

Common Name

English

TARTARIC ACID, L-

Common Name

English

Tartaric acid [WHO-DD]

Common Name

English

E 334

Code

English

TARTARIC ACID (L(+)-)

Common Name

English

L-(+)-TARTARIC ACID

Systematic Name

English

TARTARIC ACID [MART.]

Common Name

English

(+)-TARTARIC ACID

Systematic Name

English

BAROS COMPONENT TARTARIC ACID

Common Name

English

TARTARIC ACID [VANDF]

Common Name

English

TARTARICUM ACIDUM [HPUS]

Common Name

English

Classification Tree Code System Code

JECFA EVALUATION

INS-334