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Tartaric acid

Alias: Threaric acid; Cichoric acid; Tartaric acid
Cat No.:V15760 Purity: ≥98%
L-Tartaric acid (L-(+)-Tartaric acid) is an endogenously produced metabolite.
Tartaric acid
Tartaric acid Chemical Structure CAS No.: 87-69-4
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes

Other Forms of Tartaric acid:

  • Tartaric acid disodium dihydrate
  • L-Tartaric acid diammonium-Tartaric acid diammonium
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
L-Tartaric acid (L-(+)-Tartaric acid) is an endogenously produced metabolite. L-Tartaric acid is the main non-fermentable soluble acid in grapes and the main acid in wine. L-Tartaric acid is used as a flavoring and antioxidant in a veriety of foods and beverages.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Sodium 14C-L(+)-tartrate (400 mg/kg) administered orally or parenterally to rats is rapidly excreted, with a portion completely metabolized to carbon dioxide. Oral doses are well absorbed. Only about 15-20% of ingested tartrate is excreted unchanged in the urine. Metabolism/Metabolites Most ingested tartrates in humans are metabolized by bacteria in the gastrointestinal tract (primarily the large intestine).
References

[1]. Growth, molecular structure, NBO analysis and vibrational spectral analysis of l-tartaric acid single crystal. Spectrochim Acta A Mol Biomol Spectrosc. 2014 Apr 5;123:127-41.

[2]. L-tartaric acid synthesis from vitamin C in higher plants. Proc Natl Acad Sci U S A. 2006 Apr 4;103(14):5608-13.

[3]. L-Tartaric Acid Exhibits Antihypertensive and Vasorelaxant Effects: The Possible Role of eNOS/NO/cGMP Pathways. Cardiovasc Hematol Agents Med Chem. 2023;21(3):202-212.

[4]. Re-evaluation of l(+)-tartaric acid (E 334), sodium tartrates (E 335), potassium tartrates (E 336), potassium sodium tartrate (E 337) and calcium tartrate (E 354) as food additives. EFSA J. 2020 Mar 11;18(3):e06030.

Additional Infomation
L-Tartrate is a type of tartaric acid. It is the conjugate acid of L-tartarate (1-) and an enantiomer of D-tartaric acid. Tartaric acid is a white crystalline organic acid naturally found in many plants, especially grapes. It is an α-hydroxycarboxylic acid with properties of both dicarboxylic and aldehyde acids, and is a dihydroxy derivative of succinic acid. Tartaric acid is a metabolite of Escherichia coli (K12 strain, MG1655 strain). Tartaric acid is a white crystalline dicarboxylic acid found in many plants, especially tamarind and grapes. Oral administration of tartaric acid can produce carbon dioxide through a reaction with sodium bicarbonate. Carbon dioxide expands the stomach and provides a negative contrast agent in double-contrast X-rays. At high doses, this substance inhibits the production of malic acid, thus acting as a myotoxic agent, potentially leading to paralysis or even death. Tartaric acid is a white crystalline organic acid. It is naturally found in many plants, especially grapes and tamarind, and is one of the main acids in wine. It is often added to other foods to impart a sour taste and as an antioxidant. Tartrates are called tartrate salts. They are dihydroxy derivatives of dicarboxylic acids. Tartaric acid is a myotoxin that works by inhibiting the production of malic acid; high doses can lead to paralysis and death. The lowest known lethal dose for humans is about 12 grams. Nevertheless, it is still added to many foods, especially some sour sweets. As a food additive, tartaric acid is used as an antioxidant, with the E designation E334; tartrate salts are another type of additive used as antioxidants or emulsifiers. Naturally occurring tartaric acid is chiral, meaning that its molecules do not overlap with their mirror images. It is an organic chemical starting material for the synthesis of other chiral molecules. The naturally occurring form of tartaric acid is L-(+)-tartaric acid or dextrorotatory tartaric acid. Its mirror image (enantiomer), namely levorotatory tartaric acid or D-(-)-tartaric acid, and its achiral form, namely mesorotatory tartaric acid, can be synthesized artificially. Tartrate salts are believed to play a role in inhibiting the formation of kidney stones. Most ingested tartrates are metabolized by bacteria in the gastrointestinal tract (mainly the large intestine). Only about 15-20% of ingested tartrate is excreted unchanged in urine. Drug Indications: Tartaric acid is mainly used to treat scurvy and for disinfection. Female Stress Urinary Incontinence: Pharmacodynamics: After oral administration, tartrate reacts with sodium bicarbonate to produce carbon dioxide. This carbon dioxide expands the stomach and provides a negative contrast agent in double-contrast imaging. At high doses, the drug can act as a myotoxic agent by inhibiting malate production, potentially leading to paralysis or even death.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C4H6O6
Molecular Weight
150.08
Exact Mass
150.016
CAS #
87-69-4
Related CAS #
Tartaric acid disodium dihydrate;6106-24-7;L-Tartaric acid diammonium;3164-29-2
PubChem CID
444305
Appearance
White to off-white solid powder
Density
1.76
Boiling Point
399.3±42.0 °C at 760 mmHg
Melting Point
170-172 °C(lit.)
Flash Point
210 ºC
Vapour Pressure
0.0±2.1 mmHg at 25°C
Index of Refraction
1.586
LogP
-1.43
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
3
Heavy Atom Count
10
Complexity
134
Defined Atom Stereocenter Count
2
SMILES
[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
InChi Key
FEWJPZIEWOKRBE-JCYAYHJZSA-N
InChi Code
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
Chemical Name
(2R,3R)-2,3-dihydroxybutanedioic acid
Synonyms
Threaric acid; Cichoric acid; Tartaric acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~666.27 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (16.66 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (16.66 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (16.66 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.6631 mL 33.3156 mL 66.6311 mL
5 mM 1.3326 mL 6.6631 mL 13.3262 mL
10 mM 0.6663 mL 3.3316 mL 6.6631 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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