Compound: 4-methyl-2-oxopentanoic acid
SMILES: O=C(O)C(=O)CC(C)C
InChIKey: BKAJNAXTPSGJCU-UHFFFAOYSA-N
Synonyms: 4-methyl-2-oxopentanoic acid, 816-66-0, 4-Methyl-2-oxovaleric acid, alpha-Ketoisocaproic acid, 2-OXO-4-METHYLPENTANOIC ACID, 2-Oxoisocaproate, 2-Oxoisocaproic acid, 4-methyl-2-oxopentanoate, Pentanoic acid, 4-methyl-2-oxo-, alpha-oxoisocaproate, 2-Oxoleucine, 2-ketoisocaproate, 2-Oxo-4-methylvaleric acid, 2-oxo-4-methylpentanoate, alpha-keto-isocaproic acid, 2-keto-4-Methylvaleric acid, 4GUJ8AH400, DTXSID6061157, CHEBI:48430, CHEBI:17865, RefChem:794314, DTXCID4048226, 212-435-5, Ketoleucine, alpha-ketoisocaproate, 4-methyl-2-oxo-pentanoic acid, 2-Oxoisohexanoate, MFCD00066204, .alpha.-Ketoisocaproic acid, 2-KETOISOCAPROIC ACID, Isopropylpyruvic acid, 2-Keto-4-methylpentanoic acid, CHEMBL445647, 2-keto-4-Methylvalerate, ketoisocaproate, 2-keto-4-methyl-pentanoate, alpha-Oxoisohexanoate, a-Ketoisocaproic acid, oxoisocaproate, UNII-4GUJ8AH400, a-Oxoisocaproate, Methyloxovalerate, a-Ketoisocaproate, oxoisocaproic acid, a-Ketoisocapronate, 4-Methyl-2-oxovaleric acid; 2-Oxoisocaproic acid; Isobutylglyoxylic acid; Ketoleucine, ketoisocaproic acid, EINECS 212-435-5, methyloxovaleric acid, ?-Ketoisocaproicacid, a-Oxoisocaproic acid, alpha-Ketoisocapronate, alpha-keto-isocaproate, a-Ketoisocapronic acid, 4h7q, alpha-Oxoisocaproic acid, 2-Oxo-4-methylvalerate, alpha-Ketoisocapronic acid, 4-methyl-2-oxo-Valerate, bmse000383, 4-methyl-2-oxopentanoicacid, 2K-4CH3-PENTANOATE, SCHEMBL43491, 4-methyl,2-oxopentanoic acid, 4-methyl-2-oxo-Valeric acid, 4-methyl-2-oxo pentanoic acid, GTPL4656, orb1302119, orb3141491, SCHEMBL9279678, 4-Methyl-2-oxopentanoic acid #, HY-W012722R, STR07443, BDBM50390988, EBC-47389, s2987, AKOS009157216, CS-W013438, DB03229, HY-W012722, NCGC00246997-01, NCGC00246997-02, 4-Methyl-2-oxopentanoic acid (Standard), AC-15579, FK152625, SY006308, DB-056548, K0025, NS00014567, ST51015029, 4-Methyl-2-oxovaleric acid, >=98.0% (T), C00233, D82408, EN300-182826, |A inverted exclamation mark-Ketoisocaproic acid, F240505, Q622421, FC872D44-3E9A-431D-9F84-6FEF64BFEF19, Z975823226
Theoretical properties:
molecular_formula: C6H10O3
molecular_weight: 130.14 g/mol
exact_mass: 130.062994177 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 9
topological_polar_surface_area: 54.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 8 - 10 °C
density: 1.053-1.058
solubility: 32 mg/mL
Descriptions:
{"pubchem": "4-methyl-2-oxopentanoic acid is a 2-oxo monocarboxylic acid that is pentanoic acid (valeric acid) substituted with a keto group at C-2 and a methyl group at C-4. A metabolite that has been found to accumulate in maple syrup urine disease. It has a role as a human metabolite and an algal metabolite. It is a branched-chain keto acid and a 2-oxo monocarboxylic acid. It is functionally related to a valeric acid. It is a conjugate acid of a 4-methyl-2-oxopentanoate.", "chebi": "A 2-oxo monocarboxylic acid that is pentanoic acid (valeric acid) substituted with a keto group at C-2 and a methyl group at C-4. A metabolite that has been found to accumulate in maple syrup urine disease.", "chembl": "2-Oxoisohexanoate is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "\u03b1-Ketoisocaproic acid (\u03b1-KIC), also known as 4-methyl-2-oxovaleric acid, and its conjugate base and carboxylate, \u03b1-ketoisocaproate, are metabolic intermediates in the metabolic pathway for L-leucine. Leucine is an essential amino acid, and its degradation is critical for many biological duties. \u03b1-KIC is produced in one of the first steps of the pathway by branched-chain amino acid aminotransferase by transferring the amine on L-leucine onto alpha ketoglutarate, and replacing that amine with a ketone. The degradation of L-leucine in the muscle to this compound allows for the production of the amino acids alanine and glutamate as well. In the liver, \u03b1-KIC can be converted to a vast number of compounds depending on the enzymes and cofactors present, including cholesterol, acetyl-CoA, isovaleryl-CoA, and other biological molecules. Isovaleryl-CoA is the main compound synthesized from \u0251-KIC. \u03b1-KIC is a key metabolite present in the urine of people with Maple syrup urine disease, along with other branched-chain amino acids. Derivatives of \u03b1-KIC have been studied in humans for their ability to improve physical performance during anaerobic exercise as a supplemental bridge between short-term and long-term exercise supplements. These studies show that \u03b1-KIC does not achieve this goal without other ergogenic supplements present as well. \u03b1-KIC has also been observed to reduce skeletal muscle damage after eccentrically biased resistance exercises in people who do not usually perform those exercises."}