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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:21:28 UTC
Update Date2023-02-21 17:25:35 UTC
HMDB IDHMDB0037114
Secondary Accession Numbers
  • HMDB37114
Metabolite Identification
Common NameMethyl (R)-3-methyl-2-oxopentanoate
DescriptionMethyl (R)-3-methyl-2-oxopentanoate 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 significant number of articles have been published on Methyl (R)-3-methyl-2-oxopentanoate.
Structure
Data?1677000335
Synonyms
ValueSource
Methyl (R)-3-methyl-2-oxopentanoic acidGenerator
FEMA 3713HMDB
Methyl 2-keto-3-methylvalerateHMDB
Methyl 2-oxo-3-methylpentanoateHMDB
Methyl 3-methyl-2-oxopentanoateHMDB
Methyl 3-methyl-2-oxovalerateHMDB
Pentanoic acid, 3-methyl-2-oxo-, methyl esterHMDB
Valeric acid, 3-methyl-2-oxo-, methyl esterHMDB
Chemical FormulaC7H12O3
Average Molecular Weight144.1684
Monoisotopic Molecular Weight144.07864425
IUPAC Namemethyl 3-methyl-2-oxopentanoate
Traditional Namemethyl 3-methyl-2-oxopentanoate
CAS Registry Number3682-42-6
SMILES
CCC(C)C(=O)C(=O)OC
InChI Identifier
InChI=1S/C7H12O3/c1-4-5(2)6(8)7(9)10-3/h5H,4H2,1-3H3
InChI KeyZPSBJVARKCHQDF-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
  • Fatty acid ester
  • Keto acid
  • Alpha-keto acid
  • Methyl 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 effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point197.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP0.927 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility5.78 g/LALOGPS
logP1.18ALOGPS
logP2.13ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)18.65ChemAxon
pKa (Strongest Basic)-7.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity36.56 m³·mol⁻¹ChemAxon
Polarizability15.07 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]+133.26631661259
DarkChem[M-H]-129.91331661259
DeepCCS[M+H]+125.92630932474
DeepCCS[M-H]-122.09130932474
DeepCCS[M-2H]-159.02630932474
DeepCCS[M+Na]+134.5730932474
AllCCS[M+H]+134.032859911
AllCCS[M+H-H2O]+129.932859911
AllCCS[M+NH4]+137.732859911
AllCCS[M+Na]+138.832859911
AllCCS[M-H]-132.632859911
AllCCS[M+Na-2H]-135.032859911
AllCCS[M+HCOO]-137.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Methyl (R)-3-methyl-2-oxopentanoateCCC(C)C(=O)C(=O)OC1216.8Standard polar33892256
Methyl (R)-3-methyl-2-oxopentanoateCCC(C)C(=O)C(=O)OC870.8Standard non polar33892256
Methyl (R)-3-methyl-2-oxopentanoateCCC(C)C(=O)C(=O)OC967.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Methyl (R)-3-methyl-2-oxopentanoate,1TMS,isomer #1CCC(C)=C(O[Si](C)(C)C)C(=O)OC1198.4Semi standard non polar33892256
Methyl (R)-3-methyl-2-oxopentanoate,1TMS,isomer #1CCC(C)=C(O[Si](C)(C)C)C(=O)OC1210.0Standard non polar33892256
Methyl (R)-3-methyl-2-oxopentanoate,1TBDMS,isomer #1CCC(C)=C(O[Si](C)(C)C(C)(C)C)C(=O)OC1397.0Semi standard non polar33892256
Methyl (R)-3-methyl-2-oxopentanoate,1TBDMS,isomer #1CCC(C)=C(O[Si](C)(C)C(C)(C)C)C(=O)OC1390.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0570-9100000000-2e190cec27fa82a2b0222017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 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 - Methyl (R)-3-methyl-2-oxopentanoate 10V, Positive-QTOFsplash10-0002-5900000000-a1655463b076ae6290cb2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 20V, Positive-QTOFsplash10-0a4i-9300000000-a525ff938cff0cdede562016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 40V, Positive-QTOFsplash10-0a4i-9000000000-3152e917514c5f858e0b2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 10V, Negative-QTOFsplash10-0006-1900000000-91d8595780ed56a189d12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 20V, Negative-QTOFsplash10-01ox-3900000000-6be07eec583c398e7aae2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 40V, Negative-QTOFsplash10-0a59-9000000000-85a3b73bef84b2ba48dc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 10V, Negative-QTOFsplash10-0006-0900000000-c6b01cb8eb210d9983042021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 20V, Negative-QTOFsplash10-0btc-9600000000-c46f70e71bfc027cd1f22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 40V, Negative-QTOFsplash10-0a4i-9000000000-69c4cbff681796f7fa0f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 10V, Positive-QTOFsplash10-054k-9600000000-62527e3194fa1c2713292021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 20V, Positive-QTOFsplash10-0a4i-9000000000-dc5840768aef214371312021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (R)-3-methyl-2-oxopentanoate 40V, Positive-QTOFsplash10-0a4l-9000000000-7a979e8d4818a0fa0c342021-09-24Wishart 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 IDFDB016107
KNApSAcK IDNot Available
Chemspider ID474461
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound545106
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1037581
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.