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Details

Stereochemistry ACHIRAL
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, MESO-

SMILES

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

InChI

InChIKey=FEWJPZIEWOKRBE-XIXRPRMCSA-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+

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
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/3198841 | https://www.ncbi.nlm.nih.gov/pubmed/24906784

Mesotartaric acid is one of an isomer of Tartaric acid. Mesotartaric acid is a diastereomer which has two opposite chiral centers in the same molecule making the molecule optically inactive. Mesotartaric acid is also commonly called pyrotartaric acid because it is formed by heating d-(-)-tartaric acid. Mesotartaric Acid have several industrial application and may be used as pH regulator, a metal chelator, the reagent in organic synthesis and etc.

Originator

Sources: Berichte der Deutschen Chemischen Gesellschaft 23, 2372-7. From: J. Chem. Soc., Abstr. 58, 1274 1890. CODEN:BDCGAS

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2820.0 µM [IC50]
3922.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
[The stimulation of growth of fungi by carbon dioxide and the effect of mesotartaric acid on this process].
1960 Mar-Apr
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Appropriate amounts (0.23−4.2 μg) of the purified D-aspartate oxidase was added to a reaction mixture of air-saturated 40 mM sodium pyrophosphate buffer (pH 8.3), 23 U A. niger catalase, 60 μM FAD, and 10 mM amino acids in a final volume of 150 μL. For testing the inhibitory activity of mesotartaric acid, mesotartaric acid was added to the reaction mixture. The mixture was incubated at 37 °C for 10 min, and then 10 μL of 100% (weight/vol) trichloroacetic acid was added to stop the reaction. The 2-oxo acid product was reacted with 2,4-dinitrophenylhydrazine and quantitated by measuring the A445 against a blank mixture lacking amino acids.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:08:46 UTC 2023
Edited
by admin
on Fri Dec 15 16:08:46 UTC 2023
Record UNII
JQO211TF1A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TARTARIC ACID, MESO-
Common Name English
BUTANEDIOIC ACID, 2,3-DIHYDROXY-, (2R,3S)-REL-
Common Name English
(R,S)-TARTARIC ACID
Systematic Name English
MESOTARTARIC ACID
Systematic Name English
I-TARTARIC ACID
Common Name English
BUTANEDIOIC ACID, 2,3-DIHYDROXY-, (R*,S*)-
Common Name English
MESO-TARTARIC ACID [MI]
Common Name English
MESO-TARTARIC ACID
MI  
Common Name English
ERYTHRARIC ACID
Common Name English
Classification Tree Code System Code
CFR 21 CFR 331.15
Created by admin on Fri Dec 15 16:08:46 UTC 2023 , Edited by admin on Fri Dec 15 16:08:46 UTC 2023
CFR 21 CFR 331.11
Created by admin on Fri Dec 15 16:08:46 UTC 2023 , Edited by admin on Fri Dec 15 16:08:46 UTC 2023
Code System Code Type Description
DRUG BANK
DB14756
Created by admin on Fri Dec 15 16:08:46 UTC 2023 , Edited by admin on Fri Dec 15 16:08:46 UTC 2023
PRIMARY
EPA CompTox
DTXSID60883336
Created by admin on Fri Dec 15 16:08:46 UTC 2023 , Edited by admin on Fri Dec 15 16:08:46 UTC 2023
PRIMARY
ECHA (EC/EINECS)
205-696-1
Created by admin on Fri Dec 15 16:08:46 UTC 2023 , Edited by admin on Fri Dec 15 16:08:46 UTC 2023
PRIMARY
MERCK INDEX
m10472
Created by admin on Fri Dec 15 16:08:46 UTC 2023 , Edited by admin on Fri Dec 15 16:08:46 UTC 2023
PRIMARY Merck Index
FDA UNII
JQO211TF1A
Created by admin on Fri Dec 15 16:08:46 UTC 2023 , Edited by admin on Fri Dec 15 16:08:46 UTC 2023
PRIMARY
CAS
147-73-9
Created by admin on Fri Dec 15 16:08:46 UTC 2023 , Edited by admin on Fri Dec 15 16:08:46 UTC 2023
PRIMARY
PUBCHEM
447315
Created by admin on Fri Dec 15 16:08:46 UTC 2023 , Edited by admin on Fri Dec 15 16:08:46 UTC 2023
PRIMARY
CHEBI
15673
Created by admin on Fri Dec 15 16:08:46 UTC 2023 , Edited by admin on Fri Dec 15 16:08:46 UTC 2023
PRIMARY