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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:21:59 UTC
Update Date2022-03-07 02:53:47 UTC
HMDB IDHMDB0033618
Secondary Accession Numbers
  • HMDB33618
Metabolite Identification
Common Name3-Methylbutyl hexanoate
Description3-Methylbutyl hexanoate, also known as isoamyl caproate or isopentyl hexanoate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. 3-Methylbutyl hexanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
Structure
Data?1563862433
Synonyms
ValueSource
3-Methylbutyl caproateChEBI
Isoamyl caproateChEBI
Isoamyl hexanoateChEBI
Isopentyl caproateChEBI
Isopentyl hexanoateChEBI
3-Methylbutyl caproic acidGenerator
Isoamyl caproic acidGenerator
Isoamyl hexanoic acidGenerator
Isopentyl caproic acidGenerator
Isopentyl hexanoic acidGenerator
3-Methylbutyl hexanoic acidGenerator
Caproic acid isopentyl esterHMDB
FEMA 2075HMDB
Hexanoic acid, 3-methylbutyl esterHMDB
Hexanoic acid, isopentyl esterHMDB
iso-Amyl N-hexanoateHMDB
Isopentyl alcohol, hexanoateHMDB
Isopentyl-N-hexanoateHMDB
Chemical FormulaC11H22O2
Average Molecular Weight186.2912
Monoisotopic Molecular Weight186.161979948
IUPAC Name3-methylbutyl hexanoate
Traditional Name3-methylbutyl hexanoate
CAS Registry Number2198-61-0
SMILES
CCCCCC(=O)OCCC(C)C
InChI Identifier
InChI=1S/C11H22O2/c1-4-5-6-7-11(12)13-9-8-10(2)3/h10H,4-9H2,1-3H3
InChI KeyXVSZRAWFCDHCBP-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
Disposition

Biological location

Source

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point225.00 to 226.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility12.56 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.196 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.058 g/LALOGPS
logP4.11ALOGPS
logP3.57ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity54.26 m³·mol⁻¹ChemAxon
Polarizability23.27 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]+145.88331661259
DarkChem[M-H]-144.3331661259
DeepCCS[M+H]+150.26430932474
DeepCCS[M-H]-147.03730932474
DeepCCS[M-2H]-184.04530932474
DeepCCS[M+Na]+159.70830932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Methylbutyl hexanoateCCCCCC(=O)OCCC(C)C1463.2Standard polar33892256
3-Methylbutyl hexanoateCCCCCC(=O)OCCC(C)C1215.4Standard non polar33892256
3-Methylbutyl hexanoateCCCCCC(=O)OCCC(C)C1278.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 3-Methylbutyl hexanoate EI-B (Non-derivatized)splash10-00di-9000000000-2b8fdd0269fd8c5f0f7d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methylbutyl hexanoate EI-B (Non-derivatized)splash10-00dl-9000000000-ce193357386508bde1052017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methylbutyl hexanoate EI-B (Non-derivatized)splash10-00di-9000000000-2b8fdd0269fd8c5f0f7d2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methylbutyl hexanoate EI-B (Non-derivatized)splash10-00dl-9000000000-ce193357386508bde1052018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methylbutyl hexanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-05fr-9100000000-16d37be1cb669ac9f5be2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methylbutyl 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 - 3-Methylbutyl hexanoate 10V, Positive-QTOFsplash10-000i-7900000000-f165d92a4a56f221369b2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl hexanoate 20V, Positive-QTOFsplash10-00di-9100000000-85c80de32be7521d7cdc2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl hexanoate 40V, Positive-QTOFsplash10-0ab9-9000000000-432612975eb6a7d759e12016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl hexanoate 10V, Negative-QTOFsplash10-000j-7900000000-117944cbb867cf1986c62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl hexanoate 20V, Negative-QTOFsplash10-014s-9700000000-868abd8aeaaa253c2f412016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl hexanoate 40V, Negative-QTOFsplash10-0aov-9100000000-097692b617e896e4ab5d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl hexanoate 10V, Negative-QTOFsplash10-0002-9100000000-685c2ea38ff94f80e9e42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl hexanoate 20V, Negative-QTOFsplash10-002b-9200000000-de6385f87b85e99930612021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl hexanoate 40V, Negative-QTOFsplash10-0002-9000000000-4f0f3b1dbf828233789b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl hexanoate 10V, Positive-QTOFsplash10-00di-9100000000-6e81751d0abeee2a7a0b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl hexanoate 20V, Positive-QTOFsplash10-00di-9000000000-9a955914a370a4c7baef2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl hexanoate 40V, Positive-QTOFsplash10-0596-9000000000-fc0c7cedff2f445bf63a2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular Locations
  • 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 IDFDB011706
KNApSAcK IDNot Available
Chemspider ID15754
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16617
PDB IDNot Available
ChEBI ID87542
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1019751
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.