Pyruvic acid

Các tên gọi khác (15 ) :

2-ketopropionic acid
2-Oxopropanoic acid
2-Oxopropansaeure
2-Oxopropionsaeure
a-Ketopropionic acid
Acetylformic acid
Acide pyruvique
alpha-Ketopropionic acid
alpha-Oxopropionsaeure
Brenztraubensaeure
BTS
CH3COCOOH
Pyroracemic acid
Pyruvic acid
α-ketopropionic acid

dietary supplements, micronutrients, supplements

Thuốc Gốc

Small Molecule

CAS: 127-17-3

CTHH: C₃H₄O₃

PTK: 88.0621

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)

Nhận Dạng Quốc Tế & Đặc Tính Hóa Học

Công thức hóa học

C₃H₄O₃

Phân tử khối

88.0621

Monoisotopic mass

88.016043994

InChI

InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)

InChI Key

InChIKey=LCTONWCANYUPML-UHFFFAOYSA-N

IUPAC Name

2-oxopropanoic acid

Traditional IUPAC Name

pyruvic acid

SMILES

CC(=O)C(O)=O

Độ tan chảy

13.8 °C

Độ sôi

54 °C at 1.00E+01 mm Hg

Độ hòa tan

1E+006 mg/L (at 20 °C)

logP

-0.5

logS

0.18

pKa (strongest acidic)

2.93

pKa (Strongest Basic)

-9.6

PSA

54.37 Å²

Refractivity

17.99 m³·mol^-1

Polarizability

7.31 Å³

Rotatable Bond Count

H Bond Acceptor Count

H Bond Donor Count

Physiological Charge

-1

Number of Rings

Bioavailability

Rule of Five

true

pKa

2.45 (at 25 °C)

Dược Lực Học : 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.

Cơ Chế Tác Dụng : 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) 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.

Dược Động Học :

▧ Absorption :
Pyruvate is absorbed from the gastrointestinal tract from whence it is transported to the liver via the portal circulation.
▧ Metabolism :
In the liver, pyruvate is metabolized via several pathways.

Độc Tính : 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.

Chỉ Định : For nutritional supplementation, also for treating dietary shortage or imbalance

Tài Liệu Tham Khảo Thêm

drugbank

http://www.drugbank.ca/drugs/DB00119

PubChem Compound

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=1060

PubChem Substance

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505692

KEGG Compound

http://www.genome.jp/dbget-bin/www_bget?cpd:C00022

ChemSpider

http://www.chemspider.com/Chemical-Structure.1031.html

BindingDB

http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=19473

PharmGKB

http://www.pharmgkb.org/drug/PA164778686

Wikipedia

http://en.wikipedia.org/wiki/Pyruvic_acid

PDRhealth

http://www.pdrhealth.com/drug_info/nmdrugprofiles/nutsupdrugs/pyr_0218.shtml

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