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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:29:53 UTC
Update Date2021-10-13 05:59:00 UTC
HMDB IDHMDB0029350
Secondary Accession Numbers
  • HMDB29350
Metabolite Identification
Common NameGeranyl 3-methylbutanoate
DescriptionGeranyl 3-methylbutanoate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Based on a literature review a small amount of articles have been published on Geranyl 3-methylbutanoate.
Structure
Data?1582753406
Synonyms
ValueSource
Geranyl 3-methylbutanoic acidGenerator
(2E)-3,7-Dimethyl-2,6-octadienyl 3-methylbutanoateHMDB
3,7-Dimethyl-2,6-octadienyl ester(e)-isovaleric acidHMDB
3,7-Dimethyl-isovalerate(e)-2,6-octadien-1-olHMDB
FEMA 2518HMDB
Geranyl isopentanoateHMDB
Geranyl isovalerateHMDB
trans-3,7-Dimethyl-2,6-octadienyl isopentanoateHMDB
(Z)-3,7-Dimethyl-2,6-octadienyl 3-methylbutanoic acidGenerator
Chemical FormulaC15H26O2
Average Molecular Weight238.3657
Monoisotopic Molecular Weight238.193280076
IUPAC Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl 3-methylbutanoate
Traditional Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl 3-methylbutanoate
CAS Registry Number109-20-6
SMILES
CC(C)CC(=O)OC\C=C(\C)CCC=C(C)C
InChI Identifier
InChI=1S/C15H26O2/c1-12(2)7-6-8-14(5)9-10-17-15(16)11-13(3)4/h7,9,13H,6,8,10-11H2,1-5H3/b14-9-
InChI KeySOUKTGNMIRUIQN-ZROIWOOFSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohol esters
Direct ParentFatty alcohol esters
Alternative Parents
Substituents
  • Fatty alcohol ester
  • Monoterpenoid
  • Acyclic monoterpenoid
  • 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

Route of exposure

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point145.00 °C. @ 15.00 mm HgThe Good Scents Company Information System
Water Solubility0.26 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP5.225 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.04 g/LALOGPS
logP10(5.4) g/LALOGPS
logP10(4.38) g/LChemAxon
logS10(-3.8) g/LALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity74.11 m³·mol⁻¹ChemAxon
Polarizability29.36 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]+159.25631661259
DarkChem[M-H]-160.47331661259
DeepCCS[M+H]+163.27630932474
DeepCCS[M-H]-160.91830932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Geranyl 3-methylbutanoateCC(C)CC(=O)OC\C=C(\C)CCC=C(C)C1893.2Standard polar33892256
Geranyl 3-methylbutanoateCC(C)CC(=O)OC\C=C(\C)CCC=C(C)C1522.4Standard non polar33892256
Geranyl 3-methylbutanoateCC(C)CC(=O)OC\C=C(\C)CCC=C(C)C1626.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Geranyl 3-methylbutanoate EI-B (Non-derivatized)splash10-014i-9100000000-3dbb76e32910375354742017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Geranyl 3-methylbutanoate EI-B (Non-derivatized)splash10-014i-9100000000-3dbb76e32910375354742018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Geranyl 3-methylbutanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-05n0-9800000000-ef9a9ea5e50d089739562017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Geranyl 3-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 - Geranyl 3-methylbutanoate 10V, Positive-QTOFsplash10-000i-4950000000-4229a8010e3db2ae0f942016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 20V, Positive-QTOFsplash10-000i-9700000000-23ea949dfbcf9a4bb3102016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 40V, Positive-QTOFsplash10-0ldl-9100000000-d8d295bdfcd5da260a9b2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 10V, Negative-QTOFsplash10-0019-8790000000-7c05ceea168d81b6bb712016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 20V, Negative-QTOFsplash10-0ue9-7910000000-ec7f13f1e49ae7f161d72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 40V, Negative-QTOFsplash10-0kai-9500000000-b068b346889bd7cfa77a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 10V, Negative-QTOFsplash10-0udr-1980000000-937878af1513ead92a402021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 20V, Negative-QTOFsplash10-0udj-7910000000-e036af38dd8d877d9b612021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 40V, Negative-QTOFsplash10-001i-9300000000-53972620b2f9076ed0a52021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 10V, Positive-QTOFsplash10-001i-9500000000-e38d2bf76768561089722021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 20V, Positive-QTOFsplash10-001i-9200000000-7b72c76ad13af83a56582021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 40V, Positive-QTOFsplash10-00kf-9100000000-839c382927410744e71a2021-09-25Wishart 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 IDFDB000411
KNApSAcK IDC00030376
Chemspider ID4934416
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6429039
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1025041
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.