4-methylthio-2-oxobutanoic acid

Identification

Name
4-methylthio-2-oxobutanoic acid
Accession Number
DB02238
Description
Not Available
Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 148.18
Monoisotopic: 148.019414812
Chemical Formula
C5H8O3S
Synonyms
  • 2-Keto-4-methylthiobutyric acid
  • 2-Oxo-4-thiomethylbutyric acid
  • 4-Methylmercapto-2-oxobutyrate
  • 4-Methylthio-2-ketobutyric acid
  • alpha-Keto-gamma-methiolbutyrate
  • alpha-Ketomethionine
  • gamma-Methiol-keto-butyric acid
  • S-Methyl-alpha-ketobutyric acid

Pharmacology

Indication
Not Available
Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
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Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAminotransferaseNot AvailableThermus thermophilus
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
Learn about our commercial Adverse Effects data.
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Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
Cystathionine beta-Synthase DeficiencyDisease
Methionine MetabolismMetabolic
Methionine Adenosyltransferase DeficiencyDisease
S-Adenosylhomocysteine (SAH) Hydrolase DeficiencyDisease
Glycine N-Methyltransferase DeficiencyDisease
Methylenetetrahydrofolate Reductase Deficiency (MTHFRD)Disease
HypermethioninemiaDisease
Homocystinuria-Megaloblastic Anemia Due to Defect in Cobalamin Metabolism, cblG Complementation TypeDisease
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

Products

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Fatty Acyls
Sub Class
Fatty acids and conjugates
Direct Parent
Thia fatty acids
Alternative Parents
Short-chain keto acids and derivatives / Alpha-keto acids and derivatives / Alpha-hydroxy ketones / Sulfenyl compounds / Monocarboxylic acids and derivatives / Dialkylthioethers / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
Substituents
Aliphatic acyclic compound / Alpha-hydroxy ketone / Alpha-keto acid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Dialkylthioether / Hydrocarbon derivative / Keto acid / Ketone
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
2-oxo monocarboxylic acid, sulfur-containing carboxylic acid (CHEBI:33574) / Oxo fatty acids (C01180) / Oxo fatty acids (LMFA01060170)

Chemical Identifiers

UNII
286060413U
CAS number
583-92-6
InChI Key
SXFSQZDSUWACKX-UHFFFAOYSA-N
InChI
InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)
IUPAC Name
4-(methylsulfanyl)-2-oxobutanoic acid
SMILES
CSCCC(=O)C(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0001553
KEGG Compound
C01180
PubChem Compound
473
PubChem Substance
46507979
ChemSpider
460
BindingDB
154571
ChEBI
33574
ChEMBL
CHEMBL1233860
ZINC
ZINC000001532883
PDBe Ligand
KMT
PDB Entries
1v2e / 4lce / 4lcj / 5i8y / 5i91 / 6e1j

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility7.44 mg/mLALOGPS
logP-0.07ALOGPS
logP1.12ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)3.3ChemAxon
pKa (Strongest Basic)-9.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity35.07 m3·mol-1ChemAxon
Polarizability14.21 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9831
Blood Brain Barrier+0.9568
Caco-2 permeable+0.5318
P-glycoprotein substrateNon-substrate0.638
P-glycoprotein inhibitor INon-inhibitor0.9155
P-glycoprotein inhibitor IINon-inhibitor0.9488
Renal organic cation transporterNon-inhibitor0.8667
CYP450 2C9 substrateNon-substrate0.7818
CYP450 2D6 substrateNon-substrate0.8647
CYP450 3A4 substrateNon-substrate0.627
CYP450 1A2 substrateNon-inhibitor0.8051
CYP450 2C9 inhibitorNon-inhibitor0.9043
CYP450 2D6 inhibitorNon-inhibitor0.9586
CYP450 2C19 inhibitorNon-inhibitor0.9282
CYP450 3A4 inhibitorNon-inhibitor0.9821
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9923
Ames testNon AMES toxic0.8958
CarcinogenicityNon-carcinogens0.8137
BiodegradationReady biodegradable0.8162
Rat acute toxicity1.9940 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9648
hERG inhibition (predictor II)Non-inhibitor0.9455
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MS (1 MEOX; 1 TMS)GC-MSsplash10-0f79-9620000000-a37f1649aaa00fe355f6
GC-MS Spectrum - GC-MS (1 MEOX; 1 TMS)GC-MSsplash10-0uyr-7940000000-be5c411217da093f2c8a
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-MSGC-MSsplash10-0f79-9620000000-a37f1649aaa00fe355f6
GC-MS Spectrum - GC-MSGC-MSsplash10-0uyr-7940000000-be5c411217da093f2c8a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f8a-1900000000-ed36a40a48bf904312f4
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zir-9700000000-7bbe813aa31ceba0b525
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a6r-9100000000-89ba14ad10b374e8daab
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9200000000-b9179ec180a89222c147
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9100000000-63d77e1e6b7bea5353fe
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9000000000-31b5d7804293c55c928e

Targets

Kind
Protein
Organism
Thermus thermophilus
Pharmacological action
Unknown
General Function
Transaminase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q75WK2
Uniprot Name
Aminotransferase
Molecular Weight
42270.13 Da

Drug created on June 13, 2005 07:24 / Updated on June 12, 2020 10:52

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