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Identification
Name2-Oxobutanoic Acid
Accession NumberDB04553  (EXPT00126)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS number600-18-0
WeightAverage: 102.0886
Monoisotopic: 102.031694058
Chemical FormulaC4H6O3
InChI KeyTYEYBOSBBBHJIV-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
Taxonomy
DescriptionThis 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassShort-chain keto acids and derivatives
Direct ParentShort-chain keto acids and derivatives
Alternative Parents
Substituents
  • Short-chain keto acid
  • Alpha-keto acid
  • Alpha-hydroxy ketone
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
Pathways
PathwayCategorySMPDB ID
Homocystinuria, cystathionine beta-synthase deficiencyDiseaseSMP00515
Homocysteine DegradationMetabolicSMP00455
Gamma-cystathionase deficiency (CTH)DiseaseSMP00514
Threonine and 2-Oxobutanoate DegradationMetabolicSMP00452
Selenoamino Acid MetabolismMetabolicSMP00029
Glycine N-methyltransferase DeficiencyDiseaseSMP00222
Methionine MetabolismMetabolicSMP00033
S-Adenosylhomocysteine (SAH) Hydrolase DeficiencyDiseaseSMP00214
HypermethioninemiaDiseaseSMP00341
Cystathionine Beta-Synthase DeficiencyDiseaseSMP00177
Methionine Adenosyltransferase DeficiencyDiseaseSMP00221
Methylenetetrahydrofolate Reductase Deficiency (MTHFRD)DiseaseSMP00340
Homocystinuria-megaloblastic anemia due to defect in cobalamin metabolism, cblG complementation typeDiseaseSMP00570
Non Ketotic HyperglycinemiaDiseaseSMP00223
Glycine and Serine MetabolismMetabolicSMP00004
SarcosinemiaDiseaseSMP00244
Hyperglycinemia, non-ketoticDiseaseSMP00485
Dihydropyrimidine Dehydrogenase Deficiency (DHPD)DiseaseSMP00179
Dimethylglycine Dehydrogenase DeficiencyDiseaseSMP00484
3-Phosphoglycerate dehydrogenase deficiencyDiseaseSMP00721
Dimethylglycine Dehydrogenase DeficiencyDiseaseSMP00242
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9869
Blood Brain Barrier+0.9228
Caco-2 permeable-0.6181
P-glycoprotein substrateNon-substrate0.776
P-glycoprotein inhibitor INon-inhibitor0.8942
P-glycoprotein inhibitor IINon-inhibitor0.9606
Renal organic cation transporterNon-inhibitor0.9541
CYP450 2C9 substrateNon-substrate0.8362
CYP450 2D6 substrateNon-substrate0.9289
CYP450 3A4 substrateNon-substrate0.7712
CYP450 1A2 substrateNon-inhibitor0.9532
CYP450 2C9 substrateNon-inhibitor0.9075
CYP450 2D6 substrateNon-inhibitor0.9664
CYP450 2C19 substrateNon-inhibitor0.9475
CYP450 3A4 substrateNon-inhibitor0.9805
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9876
Ames testNon AMES toxic0.8311
CarcinogenicityNon-carcinogens0.5313
BiodegradationReady biodegradable0.9387
Rat acute toxicity1.6927 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9835
hERG inhibition (predictor II)Non-inhibitor0.969
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point33 °CPhysProp
Predicted Properties
PropertyValueSource
Water Solubility79.2 mg/mLALOGPS
logP0.07ALOGPS
logP0.77ChemAxon
logS-0.11ALOGPS
pKa (Strongest Acidic)3.19ChemAxon
pKa (Strongest Basic)-9.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity22.62 m3·mol-1ChemAxon
Polarizability9.2 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraGC-MSMS/MSLC-MS1D NMR2D NMR
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. 1-aminocyclopropane-1-carboxylate deaminase

Kind: protein

Organism: Pseudomonas sp. (strain ACP)

Pharmacological action: unknown

Components

Name UniProt ID Details
1-aminocyclopropane-1-carboxylate deaminase Q00740 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

2. Methylmalonyl-CoA carboxyltransferase 5S subunit

Kind: protein

Organism: Propionibacterium freudenreichii subsp. shermanii

Pharmacological action: unknown

Components

Name UniProt ID Details
Methylmalonyl-CoA carboxyltransferase 5S subunit Q70AC7 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:25