U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of TARTARIC ACID

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

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

Curator's Comment: Scheele first prepared tartaric acid. Louis Pasteur discovered the existence of enantiomerism in tartaric acid

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
CLEARASIL DAILY CLEAR CLEAR SKIN

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Cell-surface recognition of biotinylated membrane proteins requires very long spacer arms: an example from glucose-transporter probes.
2001 Jan 8
[Acid phosphatase, ACP (EC 3.1.3.2)].
2001 Nov
Preformulation studies for an ultrashort-acting neuromuscular blocking agent GW280430A. I. Buffer and cosolvent effects on the solution stability.
2002
The MRP1-mediated effluxes of arsenic and antimony do not require arsenic-glutathione and antimony-glutathione complex formation.
2002 Apr
New materials for ESR dosimetry.
2002 Apr
Acid phosphatases.
2002 Apr
The structure and mechanism of the type II dehydroquinase from Streptomyces coelicolor.
2002 Apr
Initial stages of cell-matrix adhesion can be mediated and modulated by cell-surface hyaluronan.
2002 Apr
Chiral versus racemic building blocks in supramolecular chemistry: tartrate salts of organic diamines.
2002 Apr
Stereoselective synthesis of myo-inositol via ring-closing metathesis: a building block for glycosylphosphatidylinositol (GPI) anchor synthesis.
2002 Apr 18
Towards atomic resolution with crystals grown in gel: the case of thaumatin seen at room temperature.
2002 Aug 1
Thermophysical properties of pharmaceutically compatible buffers at sub-zero temperatures: implications for freeze-drying.
2002 Feb
Retention of anions on silica-based metalloporphyrin stationary phases.
2002 Feb
Ergotamine-induced anorectal strictures: report of five cases.
2002 Feb
Diaquabis[mu-(R,R)-tartrato-kappa4O1,O2:O3,O4]dinickel(II) trihydrate.
2002 Feb
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
Fibroblasts from the inner granulation tissue of the pseudocapsule in hips at revision arthroplasty induce osteoclast differentiation, as do stromal cells.
2002 Feb
Screening method for inherited disorders of purine and pyrimidine metabolism by capillary electrophoresis with reversed electroosmotic flow.
2002 Feb 15
Selective estrogen receptor modulators as a new therapeutic drug group: concept to reality in a decade.
2002 Jan
Therapy and disease concepts: the history (and future?) of antimony in cancer.
2002 Jan
Some comparative aspects of the pharmacokinetics of tylosin in buffaloes and cattle.
2002 Jan
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
From local adsorption stresses to chiral surfaces: (R,R)-tartaric acid on Ni(110).
2002 Jan 23
Effect of antibiotics on in vitro and in vivo avian cartilage degradation.
2002 Jan-Mar
In vitro antibiotic susceptibility of field isolates of Mycoplasma synoviae in Argentina.
2002 Jan-Mar
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
High frequency of phenotypic deviations in Physcomitrella patens plants transformed with a gene-disruption library.
2002 Jul 18
Boronic acid receptors for alpha-hydroxycarboxylates: high affinity of Shinkai's glucose receptor for tartrate.
2002 Jul 26
Engineering the substrate specificity of D-amino-acid oxidase.
2002 Jul 26
Improving the labeling of S-acetyl NHS-MAG(3)-conjugated morpholino oligomers.
2002 Jul-Aug
Effects of cyclic pressure on bone marrow cell cultures.
2002 Jun
Dissociation of angiogenesis and osteoclastogenesis during endochondral bone formation in neonatal mice.
2002 Jun
Stereoselective radical reactions of some tartaric and glyceric acid derivatives.
2002 Jun 13
The separation of racemic crystals into enantiomers by chiral block copolymers.
2002 Jun 3
Determination of the side-products formed during the nitroxide-mediated bleach oxidation of glucose to glucaric acid.
2002 Jun 5
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
Gender- and age-related differences in osteoclast formation from circulating precursors.
2002 Mar
Role of the Multidrug Resistance Protein 1 in protection from heavy metal oxyanions: investigations in vitro and in MRP1-deficient mice.
2002 Mar 1
Consumption of an omega-3 fatty acids product, INCELL AAFA, reduced side-effects of CPT-11 (irinotecan) in mice.
2002 Mar 18
Release of an acid phosphatase activity during lily pollen tube growth involves components of the secretory pathway.
2002 May
Use of disposable GRC electrodes for the detection of phenol and chlorophenols in liquid chromatography.
2002 May
Crystallization and preliminary X-ray crystallographic analysis of UDP-N-acetylglucosamine acyltransferase from Helicobacter pylori.
2002 May
Potassium antimonyl tartrate induces reactive oxygen species-related apoptosis in human myeloid leukemic HL60 cells.
2002 May
Synovial macrophage-osteoclast differentiation in inflammatory arthritis.
2002 Oct
Ectonucleotide diphosphohydrolase activity in Crithidia deanei.
2002 Oct
Formation of methylantimony species by an aerobic prokaryote: Flavobacterium sp.
2002 Oct
Effects of sigma(1) receptor ligand MS-377 on D(2) antagonists-induced behaviors.
2002 Oct
Development of high-affinity ligands and photoaffinity labels for the D-fructose transporter GLUT5.
2002 Oct 15
Large scale gene expression analysis of osteoclastogenesis in vitro and elucidation of NFAT2 as a key regulator.
2002 Oct 25
Symmetric and helical growth of polyacetylene fibers over a single copper crystal derived from copper tartrate decomposition.
2002 Sep 5
Patents

Sample Use Guides

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 Fri Dec 15 14:59:20 GMT 2023
Edited
by admin
on Fri Dec 15 14:59:20 GMT 2023
Record UNII
W4888I119H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TARTARIC ACID
EP   FCC   II   INCI   MART.   ORANGE BOOK   USP-RS   VANDF   WHO-DD  
INCI  
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
TARTARICUM ACIDUM
HPUS  
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
MI  
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
TARTARIC ACID [INCI]
Common Name English
L-(+)-TARTARIC ACID
Systematic Name English
TARTARIC ACID COMPONENT OF BAROS
Common 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
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
JECFA EVALUATION L(+)-TARTARIC ACID
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
CFR 21 CFR 184.1099
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
CODEX ALIMENTARIUS (GSFA) INS-334
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
DSLD 3118 (Number of products:16)
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
CFR 21 CFR 331.11
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
NCI_THESAURUS C275
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
CFR 21 CFR 331.15
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
Code System Code Type Description
CHEBI
132950
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
ChEMBL
CHEMBL1200861
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
MERCK INDEX
m10475
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY Merck Index
RXCUI
37578
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY RxNorm
GRAS Notification (GRN No.)
187
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
PUBCHEM
444305
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
MESH
C029768
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
WIKIPEDIA
TARTARIC ACID
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
EPA CompTox
DTXSID8023632
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
CHEBI
15674
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
SMS_ID
100000078782
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
DRUG CENTRAL
2566
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
NCI_THESAURUS
C47744
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
CAS
526-83-0
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
CHEBI
30929
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
CHEBI
15671
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
CHEBI
50562
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
FDA UNII
W4888I119H
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
EVMPD
SUB12604MIG
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
DRUG BANK
DB09459
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
CAS
87-69-4
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
NSC
62778
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
DAILYMED
W4888I119H
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
RS_ITEM_NUM
1643340
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
RXCUI
1314221
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
ALTERNATIVE
ECHA (EC/EINECS)
201-766-0
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
JECFA MONOGRAPH
463
Created by admin on Fri Dec 15 14:59:21 GMT 2023 , Edited by admin on Fri Dec 15 14:59:21 GMT 2023
PRIMARY
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