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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:32:34 UTC
Update Date2022-03-07 02:55:41 UTC
HMDB IDHMDB0038257
Secondary Accession Numbers
  • HMDB38257
Metabolite Identification
Common NameGeranyl phenylacetate
DescriptionGeranyl phenylacetate 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 significant number of articles have been published on Geranyl phenylacetate.
Structure
Data?1563863166
Synonyms
ValueSource
Geranyl phenylacetic acidGenerator
(2E)-3,7-Dimethyl-2,6-octadienyl phenylacetateHMDB
3,7-Dimethyl-2,6-octadienyl ester(e)-benzeneacetic acidHMDB
FEMA 2516HMDB
Geranyl alpha -toluateHMDB
Phenylacetic acid, geranyl esterHMDB
Phenylacetyl geranateHMDB
trans-3,7-Dimethyl-2,6-octadienyl phenylacetateHMDB
(2Z)-3,7-Dimethylocta-2,6-dien-1-yl 2-phenylacetic acidGenerator
Chemical FormulaC18H24O2
Average Molecular Weight272.382
Monoisotopic Molecular Weight272.177630012
IUPAC Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate
Traditional Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate
CAS Registry Number102-22-7
SMILES
CC(C)=CCC\C(C)=C/COC(=O)CC1=CC=CC=C1
InChI Identifier
InChI=1S/C18H24O2/c1-15(2)8-7-9-16(3)12-13-20-18(19)14-17-10-5-4-6-11-17/h4-6,8,10-12H,7,9,13-14H2,1-3H3/b16-12-
InChI KeyUXAIJXIHZDZMSK-VBKFSLOCSA-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
  • Monocyclic monoterpenoid
  • Aromatic monoterpenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point378.09 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.093 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP5.915 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.008 g/LALOGPS
logP5.85ALOGPS
logP4.78ChemAxon
logS-4.5ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity85.06 m³·mol⁻¹ChemAxon
Polarizability32.03 ųChemAxon
Number of Rings1ChemAxon
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]+166.33631661259
DarkChem[M-H]-163.41131661259
DeepCCS[M+H]+168.77430932474
DeepCCS[M-H]-166.41630932474
DeepCCS[M-2H]-199.30130932474
DeepCCS[M+Na]+174.86730932474
AllCCS[M+H]+167.932859911
AllCCS[M+H-H2O]+164.632859911
AllCCS[M+NH4]+170.932859911
AllCCS[M+Na]+171.832859911
AllCCS[M-H]-173.132859911
AllCCS[M+Na-2H]-173.232859911
AllCCS[M+HCOO]-173.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Geranyl phenylacetateCC(C)=CCC\C(C)=C/COC(=O)CC1=CC=CC=C12545.7Standard polar33892256
Geranyl phenylacetateCC(C)=CCC\C(C)=C/COC(=O)CC1=CC=CC=C11903.9Standard non polar33892256
Geranyl phenylacetateCC(C)=CCC\C(C)=C/COC(=O)CC1=CC=CC=C12027.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Geranyl phenylacetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9300000000-48637917f501fe6467612017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Geranyl phenylacetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Geranyl phenylacetate 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 phenylacetate 10V, Positive-QTOFsplash10-00dr-1960000000-5cc0322af9e158d38a7a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl phenylacetate 20V, Positive-QTOFsplash10-014r-8900000000-ba0474da46c4135624c42017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl phenylacetate 40V, Positive-QTOFsplash10-066u-9100000000-bc06ab6c8b9178998ace2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl phenylacetate 10V, Negative-QTOFsplash10-00y0-1960000000-7c1dd97e3f70a1edf7af2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl phenylacetate 20V, Negative-QTOFsplash10-00kr-1900000000-8ead56ed818c938f28482017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl phenylacetate 40V, Negative-QTOFsplash10-014r-3900000000-65df8187a663a61a25552017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl phenylacetate 10V, Positive-QTOFsplash10-01c3-9530000000-682bd8fb44a6038497452021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl phenylacetate 20V, Positive-QTOFsplash10-000x-9200000000-8084cd855764d0bedd272021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl phenylacetate 40V, Positive-QTOFsplash10-0006-9100000000-b5df718eb1d3d6d88c272021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl phenylacetate 10V, Negative-QTOFsplash10-0uk9-3950000000-05328ba6a708cc2e4f0d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl phenylacetate 20V, Negative-QTOFsplash10-00dl-5910000000-27d69a7cb6d3022944142021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl phenylacetate 40V, Negative-QTOFsplash10-000f-9400000000-8be25baff4b414ba7fbb2021-09-25Wishart 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 IDFDB017551
KNApSAcK IDNot Available
Chemspider ID4941013
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6436374
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1559321
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.