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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:06:14 UTC
Update Date2020-09-28 01:25:35 UTC
HMDB IDHMDB0035157
Secondary Accession Numbers
  • HMDB35157
Metabolite Identification
Common NameGeranyl acetate
Descriptiongeranyl acetate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. geranyl acetate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1601256335
Synonyms
ValueSource
trans-3,7-Dimethyl-2,6-octadien-1-yl acetateChEBI
trans-3,7-Dimethyl-2,6-octadien-1-yl acetic acidGenerator
Geranyl acetic acidGenerator
Geraniol acetate, (Z)-isomerMeSH
Geraniol acetate, (e)-isomerMeSH
Nerol acetateMeSH
Neryl acetateMeSH
Geraniol acetateMeSH
(E)-3,7-Dimethyl-2,6-octadien-1-ol acetatePhytoBank
(E)-3,7-Dimethyl-2,6-octadienyl acetatePhytoBank
3,7-Dimethyl-2,6-octadien-1-ol acetatePhytoBank
Acetic acid (2E)-3,7-dimethyl-2,6-octadienyl esterPhytoBank
Acetic acid geraniol esterPhytoBank
Acetic acid geranyl esterPhytoBank
Geranyl ethanoatePhytoBank
trans-1-Acetoxy-3,7-dimethyl-2,6-octadienePhytoBank
trans-Geranyl acetatePhytoBank
beta-Geranyl acetatePhytoBank
β-Geranyl acetatePhytoBank
Chemical FormulaC12H20O2
Average Molecular Weight196.29
Monoisotopic Molecular Weight196.146329884
IUPAC Name(2E)-3,7-dimethylocta-2,6-dien-1-yl acetate
Traditional Namegeranyl acetate
CAS Registry Number105-87-3
SMILES
CC(C)=CCC\C(C)=C\COC(C)=O
InChI Identifier
InChI=1S/C12H20O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,8H,5,7,9H2,1-4H3/b11-8+
InChI KeyHIGQPQRQIQDZMP-DHZHZOJOSA-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 Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP4.04Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.19 g/LALOGPS
logP4.11ALOGPS
logP2.94ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity60.33 m³·mol⁻¹ChemAxon
Polarizability23.61 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-9300000000-0de323282ecf60aede21Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000b-1900000000-e07e2965d977a6e2825dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-5900000000-e5f05dabacd073dce84cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9100000000-4932e3e742f871bd9300Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-4900000000-7a2e3b89cdc43f9c6174Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9300000000-3c0cda66ebfc365b1b71Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9300000000-02983c019224fd67a6c7Spectrum
MSMass Spectrum (Electron Ionization)splash10-014l-9100000000-670fcd9533a4fb7bdfb2Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
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 IDNot Available
KNApSAcK IDC00003046
Chemspider IDNot Available
KEGG Compound IDC09861
BioCyc IDCPD-9758
BiGG IDNot Available
Wikipedia LinkGeranyl_acetate
METLIN IDNot Available
PubChem Compound1549026
PDB IDNot Available
ChEBI ID5331
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.