Pyruvic acid
-
Pyruvic acid
structure -
-
CAS No:
127-17-3
-
Formula:
C3H4O3
-
Chemical Name:
Pyruvic acid
-
Synonyms:
Propanoic acid,2-oxo-;Pyruvic acid;2-Oxopropanoic acid;Acetylformic acid;BTS;α-Ketopropionic acid;Pyroracemic acid;2-Oxopropionic acid;NSC 179;1892-67-7
- Categories:
-
CAS No:
Description
Pyruvic acid is an intermediate metabolite in the metabolism of carbohydrates, proteins, and fats.
Liquid|colourless to amber viscous liquid with a sour vinegar-like odour
Pyruvic acid is a 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis. It has a role as a fundamental metabolite and a cofactor. It derives from a propionic acid. It is a conjugate acid of a pyruvate.|An intermediate compound in the metabolism of carbohydrates, proteins, and fats. In thiamine deficiency, its oxidation is retarded and it accumulates in the tissues, especially in nervous structures. (From Stedman, 26th ed)
Characteristics
54.4
-0.3
Clear colorless to light yellow or amber Liquid
1.2227 g/cm3 @ Temp: 20 °C
13.8 °C
54 °C
183 °F
1.417
Miscible with chloroform and methanol.
2-8°C
1.29 mmHg
2.45(at 25 °C)
3.23e-09 atm-m3/mole
Safety Information
Ⅱ
8
UN 3265 8/PG 2
3
34
26-36/37/39-45-25-27
UZ0829800
C
Stable. Combustible. Incompatible with strong oxidizing agents, strong bases. Refrigerate.
P280-P305 + P351 + P338-P310
H314
|Danger|H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, and P501|Aggregated GHS information provided by 1683 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Toxicity
Those taking large doses of supplemental pyruvate—usually greater than 5 grams daily—have reported gastrointestinal symptoms, including abdominal discomfort and bloating, gas and diarrhea. One child receiving pyruvate intravenously for restrictive cardiomyopathy died.
Drug Information
For nutritional supplementation, also for treating dietary shortage or imbalance
Pyruvic acid or pyruvate is a key intermediate in the glycolytic and pyruvate dehydrogenase pathways, which are involved in biological energy production. Pyruvate is widely found in living organisms. It is not an essential nutrient since it can be synthesized in the cells of the body. Certain fruits and vegetables are rich in pyruvate. For example, an average-size red apple contains approximately 450 milligrams. Dark beer and red wine are also rich sources of pyruvate. Recent research suggests that pyruvate in high concentrations may have a role in cardiovascular therapy, as an inotropic agent. Supplements of this dietary substance may also have bariatric and ergogenic applications.
Pyruvate is absorbed from the gastrointestinal tract from whence it is transported to the liver via the portal circulation.
In the liver, pyruvate is metabolized via several pathways.
Pyruvate serves as a biological fuel by being converted to acetyl coenzyme A, which enters the tricarboxylic acid or Krebs cycle where it is metabolized to produce ATP aerobically. Energy can also be obtained anaerobically from pyruvate via its conversion to lactate. Pyruvate injections or perfusions increase contractile function of hearts when metabolizing glucose or fatty acids. This inotropic effect is striking in hearts stunned by ischemia/reperfusion. The inotropic effect of pyruvate requires intracoronary infusion. Among possible mechanisms for this effect are increased generation of ATP and an increase in ATP phosphorylation potential. Another is activation of pyruvate dehydrogenase, promoting its own oxidation by inhibiting pyruvate dehydrogenase kinase. Pyruvate dehydrogenase is inactivated in ischemia myocardium. Yet another is reduction of cytosolic inorganic phosphate concentration. Pyruvate, as an antioxidant, is known to scavenge such reactive oxygen species as hydrogen peroxide and lipid peroxides. Indirectly, supraphysiological levels of pyruvate may increase cellular reduced glutathione.
Acid, Pyruvic
Pyruvic acid Use and Manufacturing
It is obtained by vacuum distillation after tartaric acid is distilled in the presence of dehydrating agent potassium hydrogen sulfate. Acetyl chloride and potassium cyanide generate nitrile, and then be obtained by acid hydrolysis.
It is the main raw material for the production of tryptophan, phenylalanine and vitamin B, the raw material for the biosynthesis of L-dopa, and the initiator of ethylene polymer
Propanoic acid, 2-oxo-: ACTIVE
Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index|Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Oxo fatty acids [FA0106]
Flavoring Agents
Computed Properties
Molecular Weight:88.06
XLogP3:-0.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:88.016043985
Monoisotopic Mass:88.016043985
Topological Polar Surface Area:54.4
Heavy Atom Count:6
Complexity:84
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of Pyruvic acid
-
![China]()
CN
5 YRS
Business licensed Certified factoryManufactory Supplier of Chemical Pesticides,Food Additives,Agrochemicals,Active Pharm Ingredients,Flavors and Fragrances,Chemical Catalyst,Chemical Materials,Chem&Pharm Intermediates,Organic Intermediates,Feed AdditiveInquiryCAS No.: 127-17-3Grade: Pharmaceutical GradeContent: 99% -
![China]()
CN
5 YRS
Business licensed Certified factoryManufactory Supplier of fine chemicals,pharmaceutical materials -
![China]()
CN
3 YRS
Business licensedTrader Supplier of Benfotiamine,R-(+)-Lipoic acid,Riboflavin sodium phosphate,Riboflavin,Creatine pyruvate,Sodium Pyruvate,Vitamin E TPGS,Pyridoxal-5-phosphate,Calcium pyruvate,O-Phospho-DL-serine,Alpha lipoic acid,Pyruvic Acid -
![China]()
CN
2 YRS
Business licensedTrader Supplier of chemicalInquiryCAS No.: 127-17-3Grade: Chemical GradeContent: 99% -
![China]()
CN
4 YRS
Business licensed Certified factoryManufactory Supplier of Flavors & Fragrances,Catalyst & Auxiliary,Intermediates,Dyes & Pigments,Inorganic Chemistry,petro chemicals,Surfactant,Food Additives,Water Treatment Chemicals
Learn More Other Chemicals
-
3,5-DIBROMO-2-[[[(3,5-DINITROBENZOYL)AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID
535965-38-9
-
3,5-DIBROMO-2-[[[[(2-CHLOROPHENOXY)ACETYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID
532386-89-3
-
3,5-DIBROMO-2-[[[(4-METHYL-3-NITROBENZOYL)AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID
532943-48-9
-
3,5-DIBROMO-2-[[[[3-(2-FURANYL)-1-OXO-2-PROPENYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Formula
586392-09-8
-
3,5-DIBROMO-2-[[[[(2-METHYLPHENOXY)ACETYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Formula
531548-30-8
-
2-(1,8-dibromo-16,18-dioxo-17-azapentacyclo[6.6.5.0~2,7~.0~9,14~.0~15,19~]nonadeca-2,4,6,9,11,13-hexaen-17-yl)benzoic acid Formula
333340-54-8
-
3,5-DIBROMO-2-[[[[3-(PHENOXYMETHYL)BENZOYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Structure
586393-79-5
-
3,5-DIBROMO-2-[[[(4-CHLOROBENZOYL)AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Structure
531530-32-2
-
What is 2-Cyclopentyl-3-(2,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-oxo-4-isoquinolinecarboxylic acid
400073-92-9
-
What is 9-Octadecenoic acid (9Z)-, compd. with N,N-dimethylcyclohexanamine (1:1)
65122-23-8