Pyruvic Acid
PubChem CID: 1060
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| Compound Synonyms | Pyruvic acid, 2-Oxopropanoic acid, 127-17-3, acetylformic acid, Pyroracemic acid, 2-Oxopropionic acid, alpha-ketopropionic acid, Propanoic acid, 2-oxo-, 2-Ketopropionic acid, 2-Oxopropansaeure, 2-Oxopropanoate, 2-Oxopropionsaeure, alpha-Oxopropionsaeure, 2-oxo-propionic acid, acide pyruvique, Pyruvic acid (natural), a-Ketopropionic acid, CH3COCOOH, Brenztraubensaeure, FEMA No. 2970, alpha-keto propionic acid, NSC 179, AI3-11220, .alpha.-Ketopropionic acid, EINECS 204-824-3, UNII-8558G7RUTR, BRN 0506211, 8558G7RUTR, DTXSID2021650, CHEBI:32816, Acid, Pyruvic, NSC-179, MFCD00002585, DTXCID801650, Propanoic acid, oxo-, 4-03-00-01505 (Beilstein Handbook Reference), 2-oxo-Propanoic acid, CAS-127-17-3, Pyruvic acid (8CI), Acetylformate, Pyroracemate, a-Ketopropionate, Brenztraubensaure, 2-Oxopropionate, 2-Oxopropansaure, 2-oxopropionsaure, 2-Oxopropanoicacid, alpha-Ketopropionate, alpha-Oxopropionsaure, nchembio867-comp8, 2-oxo propanoic acid, Pyruvic acid, 95%, Pyruvic acid, 98%, 4b5s, Pyruvic acid (Standard), 13C Labeled pyruvic acid, bmse000112, PYRUVIC ACID [MI], Pyruvic acid-(1)(3)C, NCIOpen2_000039, PYRUVIC ACID [FHFI], Pyruvic acid, p.a., 98%, PYRUVIC ACID [WHO-DD], Pyruvic acid, >=97%, FG, GTPL4809, NSC179, CHEMBL1162144, BDBM19473, HY-Y0781R, Pyruvic acid, natural, >=80%, Propanoic acid, 2-oxo- (9CI), HY-Y0781, ZDA12430, Tox21_202096, Tox21_303284, BBL027390, LMFA01060077, s3143, 2-Oxopropanoic acid, Pyroracemic acid, AKOS000118803, CS-W020190, DB00119, FP47120, NCGC00165990-01, NCGC00165990-02, NCGC00257000-01, NCGC00259645-01, Pyruvic acid, technical, >=95.0% (T), DB-221803, NS00013170, P0579, EN300-21306, C00022, Q213580, BRD-K86587225-236-02-5, B3CFF0AD-2F35-484C-B062-4AC88A1B2830, F2191-0254, Z104495240, a-Ketopropionic acid, 2-Oxopropionic acid, Acetylformic acid, InChI=1/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6, Pyruvic acid, United States Pharmacopeia (USP) Reference Standard, 204-824-3 |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 54.4 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Np Classifier Class | Oxo fatty acids |
| Deep Smiles | OC=O)C=O)C |
| Heavy Atom Count | 6.0 |
| Classyfire Class | Keto acids and derivatives |
| Description | Pyruvic acid, also known as 2-oxopropanoic acid or alpha-ketopropionic acid, belongs to alpha-keto acids and derivatives class of compounds. Those are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon. Thus, pyruvic acid is considered to be a fatty acid lipid molecule. Pyruvic acid is soluble (in water) and a moderately acidic compound (based on its pKa). Pyruvic acid can be synthesized from propionic acid. Pyruvic acid is also a parent compound for other transformation products, including but not limited to, 4-hydroxy-3-iodophenylpyruvate, 3-acylpyruvic acid, and methyl pyruvate. Pyruvic acid can be found in a number of food items such as kumquat, groundcherry, coconut, and prunus (cherry, plum), which makes pyruvic acid a potential biomarker for the consumption of these food products. Pyruvic acid can be found primarily in most biofluids, including sweat, blood, urine, and feces, as well as throughout most human tissues. Pyruvic acid exists in all living species, ranging from bacteria to humans. In humans, pyruvic acid is involved in several metabolic pathways, some of which include glycogenosis, type IB, glycolysis, urea cycle, and gluconeogenesis. Pyruvic acid is also involved in several metabolic disorders, some of which include non ketotic hyperglycinemia, pyruvate dehydrogenase complex deficiency, fructose-1,6-diphosphatase deficiency, and 4-hydroxybutyric aciduria/succinic semialdehyde dehydrogenase deficiency. Moreover, pyruvic acid is found to be associated with anoxia, schizophrenia, fumarase deficiency, and meningitis. Pyruvic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Pyruvic acid is a drug which is used for nutritional supplementation, also for treating dietary shortage or imbalanc. Pyruvic acid can be made from glucose through glycolysis, converted back to carbohydrates (such as glucose) via gluconeogenesis, or to fatty acids through a reaction with acetyl-CoA. It can also be used to construct the amino acid alanine and can be converted into ethanol or lactic acid via fermentation . Those taking large doses of supplemental pyruvate&mdash, usually greater than 5 grams daily&mdash, have reported gastrointestinal symptoms, including abdominal discomfort and bloating, gas and diarrhea. One child receiving pyruvate intravenously for restrictive cardiomyopathy died (DrugBank). 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 (T3DB). |
| Classyfire Subclass | Alpha-keto acids and derivatives |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 84.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | P11177, P11498, P08559, P29803, P09622, P10515, P14920, P80404, Q9BYV1, P17707, Q16773, P32929, P20132, P51828, Q8NFM4, O43306, O95622, P40145, O60503, O60266, Q08828, P14618, P30613, P25325, P21549, P24298, P48163, Q16798, P23368, P19113, Q6ZMR3, Q08462, Q16762, O95907, O15427, O15403, P53985, P36021, O15375, O15374, O60669, Q9UG56, P07195, P07864, P00338, Q9BYZ2, Q86WU2, Q8TD30, Q96I15, Q8TF71, Q92959, Q9BXD5, A1L0T0, Q8TBJ0, Q6P587, Q6YP21, Q96GA7, Q9GZT4, Q86XE5, Q8VC69, Q80UJ1, P53987, Q66HS9, Q9C0B1, P56545, n.a., P0A6L2, Q84406, P0DTD1, Q16236 |
| Iupac Name | 2-oxopropanoic acid |
| Prediction Hob | 1.0 |
| Class | Keto acids and derivatives |
| Veber Rule | True |
| Classyfire Superclass | Organic acids and derivatives |
| Target Id | NPT1029 |
| Xlogp | -0.3 |
| Superclass | Organic acids and derivatives |
| Subclass | Alpha-keto acids and derivatives |
| Gsk 4 400 Rule | True |
| Molecular Formula | C3H4O3 |
| Prediction Swissadme | 0.0 |
| Inchi Key | LCTONWCANYUPML-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.3333333333333333 |
| Logs | 0.575 |
| Rotatable Bond Count | 1.0 |
| State | Liquid |
| Logd | -0.49 |
| Synonyms | 2-Ketopropionic acid, 2-Oxopropanoic acid, 2-Oxopropansaeure, 2-Oxopropionsaeure, Acetylformic acid, Acide pyruvique, alpha-Ketopropionic acid, alpha-Oxopropionsaeure, Brenztraubensaeure, BTS, CH3COCOOH, Pyroracemic acid, 2-Oxopropanoate, 2-Ketopropionate, Acetylformate, a-Ketopropionate, a-Ketopropionic acid, alpha-Ketopropionate, Α-ketopropionate, Α-ketopropionic acid, a-Oxopropionsaeure, Α-oxopropionsaeure, Pyroracemate, Pyruvate, 2-Oxopropionate, 2-Oxopropionic acid, Acid, pyruvic, Pyruvic acid, alpha-Ketopropanoic acid, α-Ketopropanoic acid, pyruvic acid |
| Esol Class | Very soluble |
| Functional Groups | CC(=O)C(=O)O |
| Compound Name | Pyruvic Acid |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 88.016 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 88.016 |
| Hydrogen Bond Acceptor Count | 3.0 |
| Molecular Weight | 88.06 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -0.11208439999999992 |
| Inchi | InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6) |
| Smiles | CC(=O)C(=O)O |
| Nring | 0.0 |
| Np Classifier Biosynthetic Pathway | Fatty acids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Alpha-keto acids and derivatives |
| Np Classifier Superclass | Fatty Acids and Conjugates |
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FOUND_INto/from Allium Cepa (Plant) Rel Props:Reference:ISBN:9780896038776 - 3. Outgoing r'ship
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FOUND_INto/from Alnus Alnobetula (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Alnus Cordata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 6. Outgoing r'ship
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FOUND_INto/from Aloe Deltoideodonta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 9. Outgoing r'ship
FOUND_INto/from Aloe Ferox (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 10. Outgoing r'ship
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FOUND_INto/from Cicer Arietinum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 23. Outgoing r'ship
FOUND_INto/from Cichorium Intybus (Plant) Rel Props:Reference:ISBN:9780387706375 - 24. Outgoing r'ship
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FOUND_INto/from Conyza Stricta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 28. Outgoing r'ship
FOUND_INto/from Coreopsis Nodosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 29. Outgoing r'ship
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FOUND_INto/from Dacrydium Cupressinum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 31. Outgoing r'ship
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FOUND_INto/from Euphorbia Hirta (Plant) Rel Props:Reference:ISBN:9788172360818 - 33. Outgoing r'ship
FOUND_INto/from Forsythia Giraldiana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 34. Outgoing r'ship
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FOUND_INto/from Glycine Tomentella (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 36. Outgoing r'ship
FOUND_INto/from Haematococcus Lacustris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 37. Outgoing r'ship
FOUND_INto/from Krameria Parvifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 38. Outgoing r'ship
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FOUND_INto/from Polygonum Hydropiper (Plant) Rel Props:Source_db:npass_chem_all - 52. Outgoing r'ship
FOUND_INto/from Senecio Paludaffinis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 53. Outgoing r'ship
FOUND_INto/from Sesbania Sesban (Plant) Rel Props:Reference:ISBN:9788172363178 - 54. Outgoing r'ship
FOUND_INto/from Swertia Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 55. Outgoing r'ship
FOUND_INto/from Thermopsis Mollis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 56. Outgoing r'ship
FOUND_INto/from Torilis Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 57. Outgoing r'ship
FOUND_INto/from Trigonella Grandiflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 58. Outgoing r'ship
FOUND_INto/from Tripolium Pannonicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 59. Outgoing r'ship
FOUND_INto/from Typha Latifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 60. Outgoing r'ship
FOUND_INto/from Uvaria Calamistrata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 61. Outgoing r'ship
FOUND_INto/from Vernonia Profuga (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all