Compound: Pyruvic acid
SMILES: O=C(O)C(=O)C
InChIKey: LCTONWCANYUPML-UHFFFAOYSA-N
Synonyms: Pyruvic acid, 2-Oxopropanoic acid, 127-17-3, acetylformic acid, Pyroracemic acid, 2-Oxopropionic acid, Propanoic acid, 2-oxo-, alpha-ketopropionic acid, 2-Ketopropionic acid, 2-Oxopropansaeure, 2-oxo-propionic acid, 2-Oxopropionsaeure, alpha-Oxopropionsaeure, acide pyruvique, a-Ketopropionic acid, CH3COCOOH, FEMA No. 2970, Brenztraubensaeure, NSC-179, 8558G7RUTR, DTXSID2021650, DTXCID801650, CHEBI:32816, Acid, Pyruvic, RefChem:6190, 204-824-3, Pyruvic acid (natural), alpha-keto propionic acid, .alpha.-Ketopropionic acid, AI3-11220, MFCD00002585, Propanoic acid, oxo-, 2-oxo-Propanoic acid, 2-KETOPROPANOIC ACID, CAS-127-17-3, Pyruvic acid (8CI), NSC 179, EINECS 204-824-3, BRN 0506211, UNII-8558G7RUTR, Acetylformate, Pyroracemate, Pytuvate, a-Ketopropionate, 2-Oxopropionate, 2-Oxopropanoicacid, alpha-Ketopropionate, nchembio867-comp8, 2-oxo propanoic acid, Pyruvic acid, 95%, Pyruvic acid, 98%, 4b5s, Pyruvic acid (Standard), bmse000112, PYRUVIC ACID [MI], Pyruvic acid-(1)(3)C, P-9250, SCHEMBL1750, NCIOpen2_000039, PYRUVIC ACID [FHFI], 4-03-00-01505 (Beilstein Handbook Reference), Pyruvic acid, p.a., 98%, SCHEMBL444114, PYRUVIC ACID [WHO-DD], Pyruvic acid, >=97%, FG, GTPL4809, NSC179, orb1302554, orb3141173, SCHEMBL3793586, CHEMBL1162144, BDBM19473, HY-Y0781R, Pyruvic acid, natural, >=80%, Propanoic acid, 2-oxo- (9CI), HMS5086E14, HY-Y0781, ZDA12430, Tox21_202096, Tox21_303284, BBL027390, EBC-03029, 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, F079368, Q213580, BRD-K86587225-236-02-5, B3CFF0AD-2F35-484C-B062-4AC88A1B2830, F2191-0254, Z104495240, InChI=1/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6, Pyruvic acid, United States Pharmacopeia (USP) Reference Standard
Theoretical properties:
molecular_formula: C3H4O3
molecular_weight: 88.06 g/mol
exact_mass: 88.016043985 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 1
heavy_atom_count: 6
topological_polar_surface_area: 54.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
density: 1.260-1.281
vapor_pressure: 1.29 [mmHg]
Descriptions:
pubchem: 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 cofactor and a fundamental metabolite. It is functionally related to a propionic acid. It is a conjugate acid of a pyruvate.
chebi: A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis.
chembl: PYRUVATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Pyruvic acid (CH3COCOOH) is the simplest of the alpha-keto acids, with a carboxylic acid and a ketone functional group. Pyruvate, the conjugate base, CH3COCOO−, is an intermediate in several metabolic pathways throughout the cell.
Pyruvic acid can be made from glucose through glycolysis, converted back to carbohydrates (such as glucose) via gluconeogenesis, or converted 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.
Pyruvic acid supplies energy to cells through the citric acid cycle (also known as the Krebs cycle) when oxygen is present (aerobic respiration), and alternatively ferments to produce lactate when oxygen is lacking.