Tìm theo
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
1
H Bond Acceptor Count
3
H Bond Donor Count
1
Physiological Charge
-1
Number of Rings
0
Bioavailability
1
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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