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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:42:05 UTC
Update Date2023-02-21 17:27:47 UTC
HMDB IDHMDB0040157
Secondary Accession Numbers
  • HMDB40157
Metabolite Identification
Common Name3-Methylbutyl 2-methylbutanoate
Description3-Methylbutyl 2-methylbutanoate is found in alcoholic beverages. 3-Methylbutyl 2-methylbutanoate is a flavouring ingredient. 3-Methylbutyl 2-methylbutanoate is present in apple, strawberry, banana, cognac, cider, sherry, red wine, Roman chamomile oil, Scotch spearmint oil and sea buckthorn.
Structure
Data?1677000467
Synonyms
ValueSource
3-Methylbutyl 2-methylbutanoic acidGenerator
3-Methylbutyl 2-methylbutyrateHMDB
3-Methylbutyl methylbutyrateHMDB
3-Methylbutyl-2-methyl-butyrateHMDB
Butanoic acid, 2-methyl-, 3-methylbutyl esterHMDB
FEMA 3505HMDB
iso-Amyl 2-methyl butyrateHMDB
Isoamyl 2-methylbutanoateHMDB
Isoamyl 2-methylbutyrateHMDB
Isoamyl alpha-methylbutyrateHMDB
Isopentyl 2-methylbutanoateHMDB
Isopentyl 2-methylbutyrateHMDB
Chemical FormulaC10H20O2
Average Molecular Weight172.2646
Monoisotopic Molecular Weight172.146329884
IUPAC Name3-methylbutyl 2-methylbutanoate
Traditional Name3-methylbutyl 2-methylbutanoate
CAS Registry Number27625-35-0
SMILES
CCC(C)C(=O)OCCC(C)C
InChI Identifier
InChI=1S/C10H20O2/c1-5-9(4)10(11)12-7-6-8(2)3/h8-9H,5-7H2,1-4H3
InChI KeyVGIRHYHLQKDEPP-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 DescriptorsNot Available
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point185.00 to 186.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility44.59 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.530 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.48 g/LALOGPS
logP3.56ALOGPS
logP3.22ChemAxon
logS-2.6ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity49.64 m³·mol⁻¹ChemAxon
Polarizability21.05 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]+142.45731661259
DarkChem[M-H]-139.62131661259
DeepCCS[M+H]+147.67830932474
DeepCCS[M-H]-144.72630932474
DeepCCS[M-2H]-181.27830932474
DeepCCS[M+Na]+156.81530932474
AllCCS[M+H]+142.832859911
AllCCS[M+H-H2O]+139.132859911
AllCCS[M+NH4]+146.232859911
AllCCS[M+Na]+147.232859911
AllCCS[M-H]-144.032859911
AllCCS[M+Na-2H]-146.032859911
AllCCS[M+HCOO]-148.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Methylbutyl 2-methylbutanoateCCC(C)C(=O)OCCC(C)C1294.7Standard polar33892256
3-Methylbutyl 2-methylbutanoateCCC(C)C(=O)OCCC(C)C1081.0Standard non polar33892256
3-Methylbutyl 2-methylbutanoateCCC(C)C(=O)OCCC(C)C1112.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 3-Methylbutyl 2-methylbutanoate EI-B (Non-derivatized)splash10-05fu-9000000000-f126e8948b12ca2028a92017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methylbutyl 2-methylbutanoate EI-B (Non-derivatized)splash10-05fu-9000000000-f126e8948b12ca2028a92018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methylbutyl 2-methylbutanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-9100000000-305a3e9fcbef06febff82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methylbutyl 2-methylbutanoate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methylbutyl 2-methylbutanoate 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 2-methylbutanoate 10V, Positive-QTOFsplash10-00di-6900000000-b6305c28bcaa3f992c222016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-methylbutanoate 20V, Positive-QTOFsplash10-00di-9100000000-489fcf95d971e473352b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-methylbutanoate 40V, Positive-QTOFsplash10-0a4i-9000000000-a098ceb9374981141a222016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-methylbutanoate 10V, Negative-QTOFsplash10-00di-3900000000-eb6f09b2029893dbe6862016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-methylbutanoate 20V, Negative-QTOFsplash10-0zfr-9800000000-99bdb6e16ee7f74184632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-methylbutanoate 40V, Negative-QTOFsplash10-0a4i-9100000000-f03505b8efbe3377b5bc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-methylbutanoate 10V, Negative-QTOFsplash10-0fe0-5900000000-929efbe6951e6b91c04f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-methylbutanoate 20V, Negative-QTOFsplash10-0udj-9500000000-62d64c4c78c51434ef262021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-methylbutanoate 40V, Negative-QTOFsplash10-0pis-9000000000-114b108dde5c7fb191762021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-methylbutanoate 10V, Positive-QTOFsplash10-0fk9-9400000000-59dc0541b18e79d40e842021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-methylbutanoate 20V, Positive-QTOFsplash10-0abi-9000000000-8c79a7f17685aa75e8aa2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-methylbutanoate 40V, Positive-QTOFsplash10-0596-9000000000-e6ecb26b748c74482fc32021-09-25Wishart 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
  • 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 IDFDB019863
KNApSAcK IDNot Available
Chemspider ID453868
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound520326
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1036561
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.