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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:17:09 UTC
Update Date2023-02-21 17:25:17 UTC
HMDB IDHMDB0036230
Secondary Accession Numbers
  • HMDB36230
Metabolite Identification
Common Name1-Methyl-2-oxopropyl butyrate
Description1-Methyl-2-oxopropyl butyrate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a small amount of articles have been published on 1-Methyl-2-oxopropyl butyrate.
Structure
Data?1677000317
Synonyms
ValueSource
1-Methyl-2-oxopropyl butyric acidGenerator
1-Methyl-2-oxopropyl butanoateHMDB
2-Ketobutan-3-yl butanoateHMDB
Acetoin butanoateHMDB
Acetoyl butyrateHMDB
Butan-3-one-2-yl butanoateHMDB
Butanoic acid, 1-methyl-2-oxopropyl esterHMDB
FEMA 3332HMDB
Acetoin butyric acidGenerator
Chemical FormulaC8H14O3
Average Molecular Weight158.195
Monoisotopic Molecular Weight158.094294314
IUPAC Name3-oxobutan-2-yl butanoate
Traditional Name3-oxobutan-2-yl butanoate
CAS Registry Number84642-61-5
SMILES
CCCC(=O)OC(C)C(C)=O
InChI Identifier
InChI=1S/C8H14O3/c1-4-5-8(10)11-7(3)6(2)9/h7H,4-5H2,1-3H3
InChI KeyLJDWJXUIGKSETE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid esters
Alternative Parents
Substituents
  • Alpha-acyloxy ketone
  • Fatty acid ester
  • Ketone
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.18 g/LALOGPS
logP1.09ALOGPS
logP1.44ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)17.63ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity40.77 m³·mol⁻¹ChemAxon
Polarizability17.06 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+136.36231661259
DarkChem[M-H]-133.60631661259
DeepCCS[M+H]+136.08630932474
DeepCCS[M-H]-132.78730932474
DeepCCS[M-2H]-169.91330932474
DeepCCS[M+Na]+144.95530932474
AllCCS[M+H]+138.632859911
AllCCS[M+H-H2O]+134.832859911
AllCCS[M+NH4]+142.232859911
AllCCS[M+Na]+143.232859911
AllCCS[M-H]-136.832859911
AllCCS[M+Na-2H]-138.932859911
AllCCS[M+HCOO]-141.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-Methyl-2-oxopropyl butyrateCCCC(=O)OC(C)C(C)=O1455.0Standard polar33892256
1-Methyl-2-oxopropyl butyrateCCCC(=O)OC(C)C(C)=O1000.4Standard non polar33892256
1-Methyl-2-oxopropyl butyrateCCCC(=O)OC(C)C(C)=O1072.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-Methyl-2-oxopropyl butyrate,1TMS,isomer #1CCCC(=O)OC(C)=C(C)O[Si](C)(C)C1286.4Semi standard non polar33892256
1-Methyl-2-oxopropyl butyrate,1TMS,isomer #1CCCC(=O)OC(C)=C(C)O[Si](C)(C)C1275.9Standard non polar33892256
1-Methyl-2-oxopropyl butyrate,1TMS,isomer #2C=C(O[Si](C)(C)C)C(C)OC(=O)CCC1205.6Semi standard non polar33892256
1-Methyl-2-oxopropyl butyrate,1TMS,isomer #2C=C(O[Si](C)(C)C)C(C)OC(=O)CCC1230.5Standard non polar33892256
1-Methyl-2-oxopropyl butyrate,1TBDMS,isomer #1CCCC(=O)OC(C)=C(C)O[Si](C)(C)C(C)(C)C1498.8Semi standard non polar33892256
1-Methyl-2-oxopropyl butyrate,1TBDMS,isomer #1CCCC(=O)OC(C)=C(C)O[Si](C)(C)C(C)(C)C1481.6Standard non polar33892256
1-Methyl-2-oxopropyl butyrate,1TBDMS,isomer #2C=C(O[Si](C)(C)C(C)(C)C)C(C)OC(=O)CCC1422.6Semi standard non polar33892256
1-Methyl-2-oxopropyl butyrate,1TBDMS,isomer #2C=C(O[Si](C)(C)C(C)(C)C)C(C)OC(=O)CCC1433.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-Methyl-2-oxopropyl butyrate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-30f14717685f4d6748632017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Methyl-2-oxopropyl butyrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Methyl-2-oxopropyl butyrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 10V, Positive-QTOFsplash10-05fu-9600000000-25de2321a17b10709be32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 20V, Positive-QTOFsplash10-0fk9-9000000000-014d9a19db4ec2db1c7d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 40V, Positive-QTOFsplash10-0fkc-9000000000-c36439812a67fd4f8b4a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 10V, Negative-QTOFsplash10-052r-9600000000-dcc31fe147f337cef74e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 20V, Negative-QTOFsplash10-00kr-9100000000-94581dff2b1e93723dd92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 40V, Negative-QTOFsplash10-014u-9000000000-77d817bbaaab10b176ef2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 10V, Positive-QTOFsplash10-00dl-9000000000-244cb8044dbab21fd4272021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 20V, Positive-QTOFsplash10-006x-9000000000-9d7dd035281ba4f6426a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 40V, Positive-QTOFsplash10-0006-9000000000-ef2d1b9e8e3a90ec98c82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 10V, Negative-QTOFsplash10-000i-9000000000-c7be123fdea8cce640ab2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 20V, Negative-QTOFsplash10-000i-9000000000-180de4a46000e0ff15c22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methyl-2-oxopropyl butyrate 40V, Negative-QTOFsplash10-014u-9000000000-55f5b38038364313c2102021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB015088
KNApSAcK IDNot Available
Chemspider ID461248
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound529253
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.