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Identification
NameAlpha-ketoisovalerate
Accession NumberDB04074  (EXPT01974)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
Synonyms
SynonymLanguageCode
2-Keto-3-methylbutyric acidNot AvailableNot Available
2-KetovalineNot AvailableNot Available
2-Oxo-3-methylbutanoateNot AvailableNot Available
2-OxoisopentanoateNot AvailableNot Available
2-OxoisovalerateNot AvailableNot Available
3-Methyl-2-oxobutanoateNot AvailableNot Available
3-Methyl-2-oxobutanoic acidNot AvailableNot Available
3-Methyl-2-oxobutyric acidNot AvailableNot Available
alpha-KetovalineNot AvailableNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number759-05-7
WeightAverage: 116.1152
Monoisotopic: 116.047344122
Chemical FormulaC5H8O3
InChI KeyInChIKey=QHKABHOOEWYVLI-UHFFFAOYSA-N
InChI
InChI=1S/C5H8O3/c1-3(2)4(6)5(7)8/h3H,1-2H3,(H,7,8)
IUPAC Name
3-methyl-2-oxobutanoic acid
SMILES
CC(C)C(=O)C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassKeto-Acids and Derivatives
SubclassAlpha Keto-Acids and Derivatives
Direct parentAlpha Keto-Acids and Derivatives
Alternative parentsKetones; Polyamines; Enolates; Carboxylic Acids; Keto Acids and Derivatives
Substituentsketone; enolate; polyamine; carboxylic acid; carboxylic acid derivative; carbonyl group
Classification descriptionThis compound belongs to the alpha keto-acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon.
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
2-Methyl-3-Hydroxybutryl CoA Dehydrogenase DeficiencyDiseaseSMP00137
3-Methylglutaconic Aciduria Type IVDiseaseSMP00141
3-Hydroxy-3-Methylglutaryl-CoA Lyase DeficiencyDiseaseSMP00138
3-Methylcrotonyl Coa Carboxylase Deficiency Type IDiseaseSMP00237
3-Methylglutaconic Aciduria Type IDiseaseSMP00139
3-Methylglutaconic Aciduria Type IIIDiseaseSMP00140
3-hydroxyisobutyric acid dehydrogenase deficiencyDiseaseSMP00521
3-hydroxyisobutyric aciduriaDiseaseSMP00522
Propionic AcidemiaDiseaseSMP00236
Isovaleric acidemiaDiseaseSMP00524
Isovaleric AciduriaDiseaseSMP00238
Methylmalonic AciduriaDiseaseSMP00200
Beta-Ketothiolase DeficiencyDiseaseSMP00173
Isobutyryl-coa dehydrogenase deficiencyDiseaseSMP00523
Methylmalonate Semialdehyde Dehydrogenase DeficiencyDiseaseSMP00384
Valine, Leucine and Isoleucine DegradationMetabolicSMP00032
Maple Syrup Urine DiseaseDiseaseSMP00199
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9764
Blood Brain Barrier + 0.9371
Caco-2 permeable - 0.6143
P-glycoprotein substrate Non-substrate 0.7906
P-glycoprotein inhibitor I Non-inhibitor 0.9239
P-glycoprotein inhibitor II Non-inhibitor 0.9466
Renal organic cation transporter Non-inhibitor 0.9548
CYP450 2C9 substrate Non-substrate 0.8246
CYP450 2D6 substrate Non-substrate 0.9285
CYP450 3A4 substrate Non-substrate 0.704
CYP450 1A2 substrate Non-inhibitor 0.9811
CYP450 2C9 substrate Non-inhibitor 0.9109
CYP450 2D6 substrate Non-inhibitor 0.9584
CYP450 2C19 substrate Non-inhibitor 0.9804
CYP450 3A4 substrate Non-inhibitor 0.9813
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9905
Ames test Non AMES toxic 0.9163
Carcinogenicity Carcinogens 0.584
Biodegradation Ready biodegradable 0.885
Rat acute toxicity 1.5628 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9939
hERG inhibition (predictor II) Non-inhibitor 0.9736
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point31.5 °CPhysProp
boiling point170.5 °CPhysProp
Predicted Properties
PropertyValueSource
water solubility3.02e+01 g/lALOGPS
logP0.49ALOGPS
logP1.31ChemAxon
logS-0.59ALOGPS
pKa (strongest acidic)3.37ChemAxon
pKa (strongest basic)-9.7ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count3ChemAxon
hydrogen donor count1ChemAxon
polar surface area54.37ChemAxon
rotatable bond count2ChemAxon
refractivity27.19ChemAxon
polarizability11.04ChemAxon
number of rings0ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
Spectra
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00141
PubChem Compound49
PubChem Substance46508074
ChEBI16530
ChEMBL
HETKIV
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. 3-methyl-2-oxobutanoate hydroxymethyltransferase

Kind: protein

Organism: Neisseria meningitidis serogroup B (strain MC58)

Pharmacological action: unknown

Components

Name UniProt ID Details
3-methyl-2-oxobutanoate hydroxymethyltransferase Q9JZW6 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. Deacetoxycephalosporin C synthase

Kind: protein

Organism: Streptomyces clavuligerus (strain ATCC 27064 / DSM 738 / JCM 4710 / NBRC 13307 / NCIMB 12785 / NRRL 3585 / VKM Ac-602)

Pharmacological action: unknown

Components

Name UniProt ID Details
Deacetoxycephalosporin C synthase P18548 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

3. 2-isopropylmalate synthase

Kind: protein

Organism: Mycobacterium tuberculosis

Pharmacological action: unknown

Components

Name UniProt ID Details
2-isopropylmalate synthase P96420 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

4. Branched-chain-amino-acid aminotransferase, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 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

1. Monocarboxylate transporter 2

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: inhibitor

Components

Name UniProt ID Details
Monocarboxylate transporter 2 O60669 Details

References:

  1. Broer S, Broer A, Schneider HP, Stegen C, Halestrap AP, Deitmer JW: Characterization of the high-affinity monocarboxylate transporter MCT2 in Xenopus laevis oocytes. Biochem J. 1999 Aug 1;341 ( Pt 3):529-35. Pubmed

2. Monocarboxylate transporter 1

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: inhibitor

Components

Name UniProt ID Details
Monocarboxylate transporter 1 P53985 Details

References:

  1. Broer S, Schneider HP, Broer A, Rahman B, Hamprecht B, Deitmer JW: Characterization of the monocarboxylate transporter 1 expressed in Xenopus laevis oocytes by changes in cytosolic pH. Biochem J. 1998 Jul 1;333 ( Pt 1):167-74. Pubmed

3. Monocarboxylate transporter 4

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Monocarboxylate transporter 4 O15427 Details

References:

  1. Manning Fox JE, Meredith D, Halestrap AP: Characterisation of human monocarboxylate transporter 4 substantiates its role in lactic acid efflux from skeletal muscle. J Physiol. 2000 Dec 1;529 Pt 2:285-93. Pubmed

Comments
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:23