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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:32:44 UTC
Update Date2019-07-23 06:26:07 UTC
HMDB IDHMDB0038260
Secondary Accession Numbers
  • HMDB38260
Metabolite Identification
Common NameGeranyl 2-methylpropanoate
DescriptionGeranyl 2-methylpropanoate, also known as fema 2513 or geranyl isobutanoate, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Geranyl 2-methylpropanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563863167
Synonyms
ValueSource
Geranyl 2-methylpropanoic acidGenerator
(2Z)-3,7-Dimethyl-2,6-octadienyl 2-methylpropanoateHMDB
(e)-3,7-Dimethyl-2,6-octadienyl 2-methylpropanoateHMDB
(e)-3,7-Dimethyl-2,6-octadienyl isobutyrateHMDB
3,7-Dimethyl-2,6-octadienyl estertrans-isobutyric acidHMDB
3,7-Dimethyl-2,6-octadienyl isobutyrateHMDB
3,7-Dimethyl-isobutyratetrans-2,6-octadien-1-olHMDB
FEMA 2513HMDB
Geranyl isobutanoateHMDB
Geranyl isobutyrateHMDB
Isobutyric acid, (e)-3,7-dimethyl-2,6-octadienyl esterHMDB
Neryl iso-butyrateHMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl 2-methylpropanoateHMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl isobutyrateHMDB
trans-3-7-Dimethyl-2,6-octadienyl isobutyrateHMDB
Chemical FormulaC14H24O2
Average Molecular Weight224.3392
Monoisotopic Molecular Weight224.177630012
IUPAC Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-methylpropanoate
Traditional Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-methylpropanoate
CAS Registry Number2345-26-8
SMILES
CC(C)C(=O)OC\C=C(\C)CCC=C(C)C
InChI Identifier
InChI=1S/C14H24O2/c1-11(2)7-6-8-13(5)9-10-16-14(15)12(3)4/h7,9,12H,6,8,10H2,1-5H3/b13-9-
InChI KeyOGJYXQFXLSCKTP-LCYFTJDESA-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
  • 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
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.069 g/LALOGPS
logP5.08ALOGPS
logP4.19ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity69.54 m³·mol⁻¹ChemAxon
Polarizability27.32 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00kf-9000000000-0700f13d233209c71240Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00kf-9000000000-0700f13d233209c71240Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-060c-9600000000-7f06f0c8f704297a2252Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004r-5960000000-c502ff66d158fef06e10Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0079-9700000000-0d017f45ec9d2963c408Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0l6u-9100000000-bf77b3a738104af1a749Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-4390000000-7a2e101210236d3bfe52Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9210000000-c47be3ffdaeface126faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kr-9300000000-fc4e4d815d184495937dSpectrum
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 IDFDB017554
KNApSAcK IDNot Available
Chemspider ID4517923
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5365991
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.