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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 21:17:03 UTC
Update Date2023-02-21 17:25:17 UTC
HMDB IDHMDB0036228
Secondary Accession Numbers
  • HMDB36228
Metabolite Identification
Common Name2-Methylpropyl hexanoate
Description2-Methylpropyl hexanoate, also known as isobutyl caproate, 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 2-Methylpropyl hexanoate.
Structure
Data?1677000317
Synonyms
ValueSource
Hexanoic acid 2-methylpropyl esterChEBI
Isobutyl caproateChEBI
Hexanoate 2-methylpropyl esterGenerator
Isobutyl caproic acidGenerator
2-Methylpropyl hexanoic acidGenerator
2-Methyl-1-propyl caproateHMDB
FEMA 2202HMDB
Hexanoic acid, 2-methylpropyl esterHMDB
Hexanoic acid, isobutyl esterHMDB
iso-Butyl N-hexanoateHMDB
Isobutyl hexanoateHMDB
N-Caproic acid isobutyl esterHMDB
Chemical FormulaC10H20O2
Average Molecular Weight172.2646
Monoisotopic Molecular Weight172.146329884
IUPAC Name2-methylpropyl hexanoate
Traditional Name2-methylpropyl hexanoate
CAS Registry Number105-79-3
SMILES
CCCCCC(=O)OCC(C)C
InChI Identifier
InChI=1S/C10H20O2/c1-4-5-6-7-10(11)12-8-9(2)3/h9H,4-8H2,1-3H3
InChI KeyUXUPPWPIGVTVQI-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
  • 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 Descriptors
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 Solubility0.17 g/LALOGPS
logP3.65ALOGPS
logP3.2ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity49.59 m³·mol⁻¹ChemAxon
Polarizability21.17 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+143.29331661259
DarkChem[M-H]-139.99731661259
DeepCCS[M+H]+146.61530932474
DeepCCS[M-H]-143.01630932474
DeepCCS[M-2H]-180.58430932474
DeepCCS[M+Na]+156.06330932474
AllCCS[M+H]+143.632859911
AllCCS[M+H-H2O]+139.932859911
AllCCS[M+NH4]+147.132859911
AllCCS[M+Na]+148.132859911
AllCCS[M-H]-145.432859911
AllCCS[M+Na-2H]-147.332859911
AllCCS[M+HCOO]-149.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Methylpropyl hexanoateCCCCCC(=O)OCC(C)C1368.2Standard polar33892256
2-Methylpropyl hexanoateCCCCCC(=O)OCC(C)C1124.2Standard non polar33892256
2-Methylpropyl hexanoateCCCCCC(=O)OCC(C)C1168.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Methylpropyl hexanoate EI-B (Non-derivatized)splash10-0a4m-9100000000-83cdb3222e62580875622017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylpropyl hexanoate EI-B (Non-derivatized)splash10-0a4m-9000000000-2cad1057395421f637d52017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylpropyl hexanoate EI-B (Non-derivatized)splash10-0a4m-9100000000-83cdb3222e62580875622018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylpropyl hexanoate EI-B (Non-derivatized)splash10-0a4m-9000000000-2cad1057395421f637d52018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylpropyl hexanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4m-9100000000-a8e36c9c89d08520f9af2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylpropyl hexanoate 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 - 2-Methylpropyl hexanoate 10V, Positive-QTOFsplash10-0ab9-9600000000-f734de850becb38fc5132015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl hexanoate 20V, Positive-QTOFsplash10-0a4i-9000000000-4d34639d3209ae6fe8362015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl hexanoate 40V, Positive-QTOFsplash10-0a4l-9000000000-2364084f8fb6b0fd98fc2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl hexanoate 10V, Negative-QTOFsplash10-00dj-7900000000-54c0ce3f2ad77db616462015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl hexanoate 20V, Negative-QTOFsplash10-00xs-9500000000-682bfea34bf9db6accf02015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl hexanoate 40V, Negative-QTOFsplash10-0597-9100000000-c36d88fec91b8d5cc4cb2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl hexanoate 10V, Positive-QTOFsplash10-0a4i-9100000000-de60abec08e0f52e00f52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl hexanoate 20V, Positive-QTOFsplash10-0a4i-9000000000-cc3fb33a5db698a96b162021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl hexanoate 40V, Positive-QTOFsplash10-0a4l-9000000000-6970b068d9092f487c042021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl hexanoate 10V, Negative-QTOFsplash10-0002-9000000000-9ba6708859b992304dba2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl hexanoate 20V, Negative-QTOFsplash10-002b-9000000000-50b54676a94ad671c5992021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl hexanoate 40V, Negative-QTOFsplash10-0002-9000000000-60ec3ea3773d01092fe82021-09-22Wishart 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
  • Extracellular
  • Membrane
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothAutism details
Associated Disorders and Diseases
Disease References
Autism
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB015086
KNApSAcK IDNot Available
Chemspider ID7487
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7775
PDB IDNot Available
ChEBI ID87421
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.