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Showing metabocard for Geranyl hexanoate (HMDB0029351)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:29:53 UTC
Update Date2020-02-26 21:43:27 UTC
HMDB IDHMDB0029351
Secondary Accession Numbers
  • HMDB29351
Metabolite Identification
Common NameGeranyl hexanoate
DescriptionGeranyl hexanoate, also known as fema 2515 or geranyl caproate, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Geranyl hexanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1582753407
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Geranyl hexanoic acidGenerator
(2E)-3,7-Dimethyl-2,6-octadienyl hexanoateHMDB
(e)-3,7-Dimethyl-2,6-octadienyl hexanoateHMDB
(e)-3,7-Dimethylocta-2,6-dien-1-yl N-hexanoateHMDB
3,7-Dimethyl-2,6-octadienyl ester(e)-hexanoic acidHMDB
3,7-Dimethyl-hexanoate(e)-2,6-octadien-1-olHMDB
3,7-Dimethylocta-2,6-dien-1-yl ester(e)-hexanoic acidHMDB
FEMA 2515HMDB
Geranyl caproateHMDB
Geranyl N-hexanoateHMDB
Hexanoic acid, (2E)-3,7-dimethyl-2,6-octadien-1-yl esterHMDB
Hexanoic acid, (2E)-3,7-dimethyl-2,6-octadienyl esterHMDB
Hexanoic acid, (2Z)-3,7-dimethyl-2,6-octadien-1-yl esterHMDB
Hexanoic acid, (2Z)-3,7-dimethyl-2,6-octadienyl esterHMDB
Neryl caproateHMDB
Neryl hexanoateHMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl hexanoateHMDB
(Z)-3,7-Dimethyl-2,6-octadienyl hexanoic acidGenerator
Chemical FormulaC16H28O2
Average Molecular Weight252.3923
Monoisotopic Molecular Weight252.20893014
IUPAC Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl hexanoate
Traditional Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl hexanoate
CAS Registry Number10032-02-7
SMILES
CCCCCC(=O)OC\C=C(\C)CCC=C(C)C
InChI Identifier
InChI=1S/C16H28O2/c1-5-6-7-11-16(17)18-13-12-15(4)10-8-9-14(2)3/h9,12H,5-8,10-11,13H2,1-4H3/b15-12-
InChI KeyARVSCQUZFFSNKF-QINSGFPZSA-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

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.013 g/LALOGPS
logP5.9ALOGPS
logP4.98ChemAxon
logS-4.3ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity78.76 m³·mol⁻¹ChemAxon
Polarizability31.76 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-9100000000-14dc62fff3ebd1344615Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00kf-9100000000-14dc62fff3ebd1344615Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05n0-9710000000-078c64f44658809006fdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udr-6890000000-b525fc40a381e625496dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052s-9400000000-100284476e9b34d01d78Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-9100000000-f8516990d6c1fe74a824Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udj-6690000000-e2e8912f2dbb25d5077fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-5910000000-ffb60532bff1d0e2a35fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01bd-9700000000-1b62b55a38eb09eb33edSpectrum
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
FoodDB IDFDB000412
KNApSAcK IDNot Available
Chemspider ID20122200
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12571389
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.