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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:28:12 UTC
Update Date2019-07-23 06:23:17 UTC
HMDB IDHMDB0037228
Secondary Accession Numbers
  • HMDB37228
Metabolite Identification
Common NameCitronellyl isobutyrate
DescriptionCitronellyl isobutyrate, also known as fema 2313, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Citronellyl isobutyrate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563862997
Synonyms
ValueSource
Citronellyl isobutyric acidGenerator
3,7-Dimethyl-6-octen-1-yl 2-methylpropanoateHMDB
3,7-Dimethyl-6-octen-1-yl isobutyrateHMDB
3,7-Dimethyl-6-octenyl 2-methylpropanoateHMDB
3,7-Dimethyl-6-octenyl isobutyrateHMDB
3,7-Dimethyl-6-octenyl methylpropionateHMDB
3,7-Dimethyloct-6-enyl isobutyrateHMDB
Citronellyl 2-methylpropanoateHMDB
Citronellyl isobutanoateHMDB
FEMA 2313HMDB
Isobutyric acid, 3,7-dimethyl-6-octenyl esterHMDB
Isobutyric acid, 3,7-dimethyl-6-octenyl ester (8ci)HMDB
Propanoic acid, 2-methyl-, 3,7-dimethyl-6-octen-1-yl esterHMDB
Propanoic acid, 2-methyl-, 3,7-dimethyl-6-octenylHMDB
Propanoic acid, 2-methyl-, 3,7-dimethyl-6-octenyl esterHMDB
Chemical FormulaC14H26O2
Average Molecular Weight226.355
Monoisotopic Molecular Weight226.193280076
IUPAC Name3,7-dimethyloct-6-en-1-yl 2-methylpropanoate
Traditional Name3,7-dimethyloct-6-en-1-yl 2-methylpropanoate
CAS Registry Number97-89-2
SMILES
CC(CCOC(=O)C(C)C)CCC=C(C)C
InChI Identifier
InChI=1S/C14H26O2/c1-11(2)7-6-8-13(5)9-10-16-14(15)12(3)4/h7,12-13H,6,8-10H2,1-5H3
InChI KeyZGPPERKMXSGYRK-UHFFFAOYSA-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 Solubility0.019 g/LALOGPS
logP4.86ALOGPS
logP4.44ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity68.84 m³·mol⁻¹ChemAxon
Polarizability28.35 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)splash10-00rx-9100000000-a6ccc17946f97bcd2f3dSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00rx-9100000000-a6ccc17946f97bcd2f3dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-10e870fbfc21a4db1efeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-5690000000-69c546a8c324a6d6e37eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dr-9510000000-07d542dc490a0e9765e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0603-9000000000-3ab69aa5031b8140ba87Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-3290000000-7091c18a4e3253764342Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9220000000-5e623c4c346bc7fb70d4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-9200000000-3d821da99afbfebf8e77Spectrum
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 IDFDB016235
KNApSAcK IDNot Available
Chemspider ID54946
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound60985
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH 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.