Showing metabocard for Methyl isobutyl ketone (BMDB0002939)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:02:15 UTC
Update Date2020-04-22 15:11:34 UTC
BMDB IDBMDB0002939
Secondary Accession Numbers
  • BMDB02939
Metabolite Identification
Common NameMethyl isobutyl ketone
DescriptionMethyl isobutyl ketone, also known as isobutyl methyl ketone or isopropylacetone, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, methyl isobutyl ketone is considered to be an oxygenated hydrocarbon. Methyl isobutyl ketone, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, pervasive developmental disorder not otherwise specified, perillyl alcohol administration for cancer treatment, and autism; methyl isobutyl ketone has also been linked to the inborn metabolic disorder celiac disease. Based on a literature review a significant number of articles have been published on Methyl isobutyl ketone.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Isobutyl methyl ketoneMeSH
IsopropylacetoneMeSH
2-Methyl-4-pentanoneHMDB
2-Methylpropyl methyl ketoneHMDB
4-Methyl-2-oxopentaneHMDB
4-Methyl-2-pentanonHMDB
4-Methyl-2-pentanoneHMDB, MeSH
4-Methyl-pentan-2-ONHMDB
4-Methylpentan-2-oneHMDB
4-Metilpentan-2-oneHMDB
Ethyl iso-butyl ketoneHMDB
HexanoneHMDB
HexonHMDB
HexoneHMDB
Isobutyl-methylketonHMDB
IsohexanoneHMDB
Isopropyl acetoneHMDB
Methyl I-butyl ketoneHMDB
Methyl-isobutyl-cetoneHMDB
MethylisobutylketonHMDB
Methylpentan-2-oneHMDB
MetilisobutilchetoneHMDB
MetyloizobutyloketonHMDB
Shell mibkHMDB
Methyl isobutyl ketoneMeSH
Chemical FormulaC6H12O
Average Molecular Weight100.1589
Monoisotopic Molecular Weight100.088815006
IUPAC Name4-methylpentan-2-one
Traditional Namemethyl isobutyl ketone
CAS Registry Number108-10-1
SMILES
CC(C)CC(C)=O
InChI Identifier
InChI=1S/C6H12O/c1-5(2)4-6(3)7/h5H,4H2,1-3H3
InChI KeyNTIZESTWPVYFNL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentKetones
Alternative Parents
Substituents
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-84 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility19 mg/mL at 25 °CNot Available
LogP1.31TANII,H & HASHIMOTO,K (1986)
Predicted Properties
PropertyValueSource
logP1.31ALOGPS
logP1.54ChemAxon
logS-0.96ALOGPS
pKa (Strongest Acidic)19.61ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity29.97 m³·mol⁻¹ChemAxon
Polarizability12.05 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002939
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008174
KNApSAcK IDC00051562
Chemspider ID7621
KEGG Compound IDC19263
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethyl isobutyl ketone
METLIN IDNot Available
PubChem Compound7909
PDB IDNot Available
ChEBI ID142806
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available