Identification
- Generic Name
- 2-Oxobutanoic Acid
- DrugBank Accession Number
- DB04553
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 2-Oxobutanoic Acid (DB04553)
- Weight
- Average: 102.0886
Monoisotopic: 102.031694058 - Chemical Formula
- C4H6O3
- Synonyms
- Not Available
- External IDs
- FEMA NO. 3723
- NSC-60533
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U1-aminocyclopropane-1-carboxylate deaminase Not Available Pseudomonas sp. (strain ACP) UMethylmalonyl-CoA carboxyltransferase 5S subunit Not Available Propionibacterium freudenreichii subsp. shermanii - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Keto acids and derivatives
- Sub Class
- Short-chain keto acids and derivatives
- Direct Parent
- Short-chain keto acids and derivatives
- Alternative Parents
- Alpha-keto acids and derivatives / Alpha-hydroxy ketones / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
- Substituents
- Aliphatic acyclic compound / Alpha-hydroxy ketone / Alpha-keto acid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Ketone / Monocarboxylic acid or derivatives / Organic oxide
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- 2-oxo monocarboxylic acid, short-chain fatty acid (CHEBI:30831) / Oxo fatty acids (C00109) / Oxo fatty acids (LMFA01060002)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- B92RB6HY1A
- CAS number
- 600-18-0
- InChI Key
- TYEYBOSBBBHJIV-UHFFFAOYSA-N
- InChI
- InChI=1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)
- IUPAC Name
- 2-oxobutanoic acid
- SMILES
- CCC(=O)C(O)=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000005
- KEGG Compound
- C00109
- PubChem Compound
- 58
- PubChem Substance
- 46504977
- ChemSpider
- 57
- ChEBI
- 30831
- ChEMBL
- CHEMBL171246
- ZINC
- ZINC000001532540
- PDBe Ligand
- 2KT
- PDB Entries
- 1rr2 / 1tzk / 2kto / 2q1a / 2q1c / 2uyn / 3tdf / 4b5t / 4woq / 8biu … show 3 more
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 33 °C PhysProp - Predicted Properties
Property Value Source Water Solubility 79.2 mg/mL ALOGPS logP 0.07 ALOGPS logP 0.77 Chemaxon logS -0.11 ALOGPS pKa (Strongest Acidic) 3.19 Chemaxon pKa (Strongest Basic) -9.7 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 54.37 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 22.62 m3·mol-1 Chemaxon Polarizability 9.2 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9869 Blood Brain Barrier + 0.9228 Caco-2 permeable - 0.6181 P-glycoprotein substrate Non-substrate 0.776 P-glycoprotein inhibitor I Non-inhibitor 0.8942 P-glycoprotein inhibitor II Non-inhibitor 0.9606 Renal organic cation transporter Non-inhibitor 0.9541 CYP450 2C9 substrate Non-substrate 0.8362 CYP450 2D6 substrate Non-substrate 0.9289 CYP450 3A4 substrate Non-substrate 0.7712 CYP450 1A2 substrate Non-inhibitor 0.9532 CYP450 2C9 inhibitor Non-inhibitor 0.9075 CYP450 2D6 inhibitor Non-inhibitor 0.9664 CYP450 2C19 inhibitor Non-inhibitor 0.9475 CYP450 3A4 inhibitor Non-inhibitor 0.9805 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9876 Ames test Non AMES toxic 0.8311 Carcinogenicity Non-carcinogens 0.5313 Biodegradation Ready biodegradable 0.9387 Rat acute toxicity 1.6927 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9835 hERG inhibition (predictor II) Non-inhibitor 0.969
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 115.3433629 predictedDarkChem Lite v0.1.0 [M-H]- 115.3086629 predictedDarkChem Lite v0.1.0 [M-H]- 115.4037629 predictedDarkChem Lite v0.1.0 [M-H]- 123.94716 predictedDeepCCS 1.0 (2019) [M+H]+ 116.4409629 predictedDarkChem Lite v0.1.0 [M+H]+ 115.4126629 predictedDarkChem Lite v0.1.0 [M+H]+ 115.7842629 predictedDarkChem Lite v0.1.0 [M+H]+ 126.74562 predictedDeepCCS 1.0 (2019) [M+Na]+ 115.4075629 predictedDarkChem Lite v0.1.0 [M+Na]+ 115.1618629 predictedDarkChem Lite v0.1.0 [M+Na]+ 134.93004 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Pseudomonas sp. (strain ACP)
- Pharmacological action
- Unknown
- General Function
- Pyridoxal phosphate binding
- Specific Function
- Catalyzes a cyclopropane ring-opening reaction, the irreversible conversion of 1-aminocyclopropane-1-carboxylate (ACC) to ammonia and alpha-ketobutyrate. Allows growth on ACC as a nitrogen source.
- Gene Name
- acdS
- Uniprot ID
- Q00740
- Uniprot Name
- 1-aminocyclopropane-1-carboxylate deaminase
- Molecular Weight
- 36671.515 Da
References
- Kind
- Protein
- Organism
- Propionibacterium freudenreichii subsp. shermanii
- Pharmacological action
- Unknown
- General Function
- Methylmalonyl-coa carboxytransferase activity
- Specific Function
- The 5S subunit specifically catalyzes the transfer of the carboxyl group from biotin of the 1.3S subunit to pyruvate to form oxaloacetate and 1.3S biotin.
- Gene Name
- Not Available
- Uniprot ID
- Q70AC7
- Uniprot Name
- Methylmalonyl-CoA carboxyltransferase 5S subunit
- Molecular Weight
- 55649.06 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52