U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ABSOLUTE
Molecular Formula C4H5O6.Na
Molecular Weight 172.0687
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM BITARTRATE

SMILES

[Na+].O[C@H]([C@@H](O)C([O-])=O)C(O)=O

InChI

InChIKey=NKAAEMMYHLFEFN-ZVGUSBNCSA-M
InChI=1S/C4H6O6.Na/c5-1(3(7)8)2(6)4(9)10;/h1-2,5-6H,(H,7,8)(H,9,10);/q;+1/p-1/t1-,2-;/m1./s1

HIDE SMILES / InChI

Molecular Formula C4H5O6
Molecular Weight 149.0789
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Overview

Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer






Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no
yes [Ki 91 uM]
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
yes
yes
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Reversal of multidrug resistance-associated protein-mediated drug resistance in cultured human neuroblastoma cells by the quinolone antibiotic difloxacin.
2001 Jan
Capillary electrophoresis for evaluating orange juice authenticity: a study on Spanish oranges.
2001 Jan
A Mg-dependent ecto-ATPase in Leishmania amazonensis and its possible role in adenosine acquisition and virulence.
2001 Jul 1
Catalytic spectrophotometric determination of vanadium in seawaters based on the bromate oxidative coupling reaction of metol and 2,3,4-trihydroxybenzoic acid.
2001 Jun
Effect of several organic acids on phosphate adsorption by variable charge soils of central China.
2001 May
Mutation of a single conserved tryptophan in multidrug resistance protein 1 (MRP1/ABCC1) results in loss of drug resistance and selective loss of organic anion transport.
2001 May 11
[Increasing number of Salmonella paratyphi B isolates from slaughtered poultry sent in to the national Salmonella reference laboratory].
2001 May-Jun
Chemical and biochemical issues related to X-ray crystallography of the ligand-binding domain of estrogen receptor alpha.
2001 May-Jun
The hygroscopic properties of dicarboxylic and multifunctional acids: measurements and UNIFAC predictions.
2001 Nov 15
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
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
Crystal structure analysis of the exocytosis-sensitive phosphoprotein, pp63/parafusin (phosphoglucomutase), from Paramecium reveals significant conformational variability.
2002 Jan 11
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
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 Mon Mar 31 17:36:05 GMT 2025
Edited
by admin
on Mon Mar 31 17:36:05 GMT 2025
Record UNII
75E63I9H07
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
E-335(I)
Preferred Name English
SODIUM BITARTRATE
II   MART.   MI   WHO-DD  
Systematic Name English
SODIUM BITARTRATE [MART.]
Common Name English
INS-335(I)
Code English
MONOBASIC SODIUM TARTRATE
Common Name English
SODIUM HYDROGEN L-TARTRATE
Systematic Name English
Sodium bitartrate [WHO-DD]
Common Name English
MONOSODIUM TARTRATE
Systematic Name English
SODIUM BITARTRATE [II]
Common Name English
BUTANEDIOIC ACID, 2,3-DIHYDROXY- (2R,3R)-, MONOSODIUM SALT
Common Name English
INS NO.335(I)
Code English
MONOSODIUM L-(+)-TARTRATE
Systematic Name English
MONOSODIUM DL-TARTRATE
Common Name English
TARTARIC ACID, MONOSODIUM SALT
Common Name English
SODIUM BITARTRATE [MI]
Common Name English
SODIUM ACID TARTRATE
Common Name English
BUTANEDIOIC ACID, 2,3-DIHYDROXY- (2R,3R)-, SODIUM SALT (1:1)
Common Name English
SODIUM HYDROGEN TARTRATE
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION INS-335(I)
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
CFR 21 CFR 331.11
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
CODEX ALIMENTARIUS (GSFA) INS-335(I)
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
CFR 21 CFR 331.15
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
Code System Code Type Description
CAS
526-94-3
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
FDA UNII
75E63I9H07
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
SMS_ID
100000078102
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID70883423
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
WIKIPEDIA
MONOSODIUM TARTRATE
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
ECHA (EC/EINECS)
208-400-9
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
MERCK INDEX
m9995
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY Merck Index
PUBCHEM
23684900
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
EVMPD
SUB15273MIG
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
RXCUI
89900
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY RxNorm
Related Record Type Details
PARENT -> SALT/SOLVATE
SOLVATE->ANHYDROUS