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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:55 UTC
Update Date2023-02-21 17:21:22 UTC
HMDB IDHMDB0031846
Secondary Accession Numbers
  • HMDB31846
Metabolite Identification
Common NameGeranylacetone
DescriptionGeranylacetone belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Thus, geranylacetone is considered to be a hydrocarbon. Based on a literature review a significant number of articles have been published on Geranylacetone.
Structure
Data?1677000082
Synonyms
ValueSource
(e)-6,10-Dimethyl-5,9-undecadien-2-oneChEBI
(e)-6,10-Dimethylundeca-5,9-dien-2-oneChEBI
trans-GeranylacetoneChEBI
Geranylacetone, (e)-isomerMeSH
Geranyl acetoneMeSH
(5E)-6,10-Dimethyl-5,9-undecadien-2-oneHMDB
(5E)-6,10-Dimethylundeca-5,9-dien-2-oneHMDB
(e)-6,10-Dimethyl-5,9- undecadien-2-oneHMDB
(e)-Geranyl acetoneHMDB
(e)-GeranylacetoneHMDB
6,10-Dimethyl-(5E)-5,9-undecadien-2-oneHMDB
6,10-Dimethyl-(e)-5,9-undecadien-2-oneHMDB
6,10-Dimethyl-5,9-undecadien-2-oneHMDB
6,10-Dimethyl-5,9-undecadien-2-one, (e)HMDB
6,10-Dimethyl-5,9-undecadiene-2-oneHMDB
6,10-Dimethyl-undecadien-2-oneHMDB
6,10-Dimethylundecadien-2-oneHMDB
DihydropseudoiononeHMDB
FEMA 3542HMDB
Geranyl-acetoneHMDB
GeranylacetonHMDB
GeranylgeranylacetoneHMDB
TeprenoneHMDB
trans-2,6-Dimethyl-2,6-undecadien-2-oneHMDB
trans-6,10-Dimethyl-5,9-undecadien-2-oneHMDB
NerylacetoneMeSH
Chemical FormulaC13H22O
Average Molecular Weight194.3132
Monoisotopic Molecular Weight194.167065326
IUPAC Name(5Z)-6,10-dimethylundeca-5,9-dien-2-one
Traditional Name(5Z)-6,10-dimethylundeca-5,9-dien-2-one
CAS Registry Number3796-70-1
SMILES
CC(C)=CCC\C(C)=C/CCC(C)=O
InChI Identifier
InChI=1S/C13H22O/c1-11(2)7-5-8-12(3)9-6-10-13(4)14/h7,9H,5-6,8,10H2,1-4H3/b12-9-
InChI KeyHNZUNIKWNYHEJJ-XFXZXTDPSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAcyclic monoterpenoids
Alternative Parents
Substituents
  • Acyclic monoterpenoid
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.094 g/LALOGPS
logP4.59ALOGPS
logP3.68ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)19.6ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity63.83 m³·mol⁻¹ChemAxon
Polarizability24.21 ųChemAxon
Number of Rings0ChemAxon
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]+150.30531661259
DarkChem[M-H]-147.79331661259
DeepCCS[M+H]+152.53530932474
DeepCCS[M-H]-149.83330932474
DeepCCS[M-2H]-185.83530932474
DeepCCS[M+Na]+161.43230932474
AllCCS[M+H]+150.132859911
AllCCS[M+H-H2O]+146.332859911
AllCCS[M+NH4]+153.632859911
AllCCS[M+Na]+154.732859911
AllCCS[M-H]-150.532859911
AllCCS[M+Na-2H]-151.832859911
AllCCS[M+HCOO]-153.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
GeranylacetoneCC(C)=CCC\C(C)=C/CCC(C)=O1829.2Standard polar33892256
GeranylacetoneCC(C)=CCC\C(C)=C/CCC(C)=O1433.2Standard non polar33892256
GeranylacetoneCC(C)=CCC\C(C)=C/CCC(C)=O1437.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Geranylacetone,1TMS,isomer #1CC(C)=CCC/C(C)=C\CC=C(C)O[Si](C)(C)C1621.3Semi standard non polar33892256
Geranylacetone,1TMS,isomer #1CC(C)=CCC/C(C)=C\CC=C(C)O[Si](C)(C)C1597.8Standard non polar33892256
Geranylacetone,1TMS,isomer #2C=C(CC/C=C(/C)CCC=C(C)C)O[Si](C)(C)C1574.2Semi standard non polar33892256
Geranylacetone,1TMS,isomer #2C=C(CC/C=C(/C)CCC=C(C)C)O[Si](C)(C)C1578.6Standard non polar33892256
Geranylacetone,1TBDMS,isomer #1CC(C)=CCC/C(C)=C\CC=C(C)O[Si](C)(C)C(C)(C)C1858.8Semi standard non polar33892256
Geranylacetone,1TBDMS,isomer #1CC(C)=CCC/C(C)=C\CC=C(C)O[Si](C)(C)C(C)(C)C1804.4Standard non polar33892256
Geranylacetone,1TBDMS,isomer #2C=C(CC/C=C(/C)CCC=C(C)C)O[Si](C)(C)C(C)(C)C1802.6Semi standard non polar33892256
Geranylacetone,1TBDMS,isomer #2C=C(CC/C=C(/C)CCC=C(C)C)O[Si](C)(C)C(C)(C)C1770.1Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Geranylacetone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9500000000-c7325d4dbb4acd6664ad2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Geranylacetone 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 - Geranylacetone 10V, Positive-QTOFsplash10-002b-0900000000-22aaf2de71220d323f8c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranylacetone 20V, Positive-QTOFsplash10-05y1-5900000000-b9793a3c456efd9db5432016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranylacetone 40V, Positive-QTOFsplash10-0gb9-9200000000-0ccb71b516f62ccb19822016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranylacetone 10V, Negative-QTOFsplash10-0006-0900000000-49a606374f47e6c4e1432016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranylacetone 20V, Negative-QTOFsplash10-0006-2900000000-37d60e4771277898dc212016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranylacetone 40V, Negative-QTOFsplash10-0a4i-9600000000-52911be4f91a2692f60a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranylacetone 10V, Negative-QTOFsplash10-0006-0900000000-25f17943b8774c03383e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranylacetone 20V, Negative-QTOFsplash10-0a4i-9500000000-dd9588cb1a45fcad5a572021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranylacetone 40V, Negative-QTOFsplash10-0a4i-9800000000-3d775ed45a51f2d2e1d12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranylacetone 10V, Positive-QTOFsplash10-00lv-8900000000-d76105910cff9afee1a62021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranylacetone 20V, Positive-QTOFsplash10-05o3-9100000000-f55f74cdbd28a20984b22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranylacetone 40V, Positive-QTOFsplash10-05mo-9000000000-7f74fb997a0002677d592021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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 IDNot Available
KNApSAcK IDC00029336
Chemspider ID1266569
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkGeranylacetone
METLIN IDNot Available
PubChem Compound1549778
PDB IDNot Available
ChEBI ID67206
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
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