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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:14:44 UTC
Update Date2022-03-07 02:55:59 UTC
HMDB IDHMDB0038897
Secondary Accession Numbers
  • HMDB38897
Metabolite Identification
Common Name(E)-2-(2-Octenyl)cyclopentanone
Description(E)-2-(2-Octenyl)cyclopentanone belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety (E)-2-(2-Octenyl)cyclopentanone is a fatty, fruity, and green tasting compound. Based on a literature review very few articles have been published on (E)-2-(2-Octenyl)cyclopentanone.
Structure
Data?1563863277
Synonyms
ValueSource
FEMA 3889HMDB
Chemical FormulaC13H22O
Average Molecular Weight194.3132
Monoisotopic Molecular Weight194.167065326
IUPAC Name2-[(2E)-oct-2-en-1-yl]cyclopentan-1-one
Traditional Name2-[(2E)-oct-2-en-1-yl]cyclopentan-1-one
CAS Registry Number98314-98-8
SMILES
CCCCC\C=C\CC1CCCC1=O
InChI Identifier
InChI=1S/C13H22O/c1-2-3-4-5-6-7-9-12-10-8-11-13(12)14/h6-7,12H,2-5,8-11H2,1H3/b7-6+
InChI KeyQHEUOYOHVATZEB-VOTSOKGWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentCyclic ketones
Alternative Parents
Substituents
  • Cyclic ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
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 Solubility0.0054 g/LALOGPS
logP4.67ALOGPS
logP4.34ChemAxon
logS-4.6ALOGPS
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity61.54 m³·mol⁻¹ChemAxon
Polarizability24.81 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]+150.07931661259
DarkChem[M-H]-146.48831661259
DeepCCS[M+H]+151.130932474
DeepCCS[M-H]-147.08630932474
DeepCCS[M-2H]-184.67430932474
DeepCCS[M+Na]+160.33830932474
AllCCS[M+H]+149.332859911
AllCCS[M+H-H2O]+145.432859911
AllCCS[M+NH4]+152.932859911
AllCCS[M+Na]+153.932859911
AllCCS[M-H]-155.132859911
AllCCS[M+Na-2H]-156.132859911
AllCCS[M+HCOO]-157.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(E)-2-(2-Octenyl)cyclopentanoneCCCCC\C=C\CC1CCCC1=O1996.8Standard polar33892256
(E)-2-(2-Octenyl)cyclopentanoneCCCCC\C=C\CC1CCCC1=O1541.3Standard non polar33892256
(E)-2-(2-Octenyl)cyclopentanoneCCCCC\C=C\CC1CCCC1=O1540.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(E)-2-(2-Octenyl)cyclopentanone,1TMS,isomer #1CCCCC/C=C/CC1=C(O[Si](C)(C)C)CCC11679.7Semi standard non polar33892256
(E)-2-(2-Octenyl)cyclopentanone,1TMS,isomer #1CCCCC/C=C/CC1=C(O[Si](C)(C)C)CCC11696.8Standard non polar33892256
(E)-2-(2-Octenyl)cyclopentanone,1TMS,isomer #2CCCCC/C=C/CC1CCC=C1O[Si](C)(C)C1631.7Semi standard non polar33892256
(E)-2-(2-Octenyl)cyclopentanone,1TMS,isomer #2CCCCC/C=C/CC1CCC=C1O[Si](C)(C)C1692.1Standard non polar33892256
(E)-2-(2-Octenyl)cyclopentanone,1TBDMS,isomer #1CCCCC/C=C/CC1=C(O[Si](C)(C)C(C)(C)C)CCC11913.9Semi standard non polar33892256
(E)-2-(2-Octenyl)cyclopentanone,1TBDMS,isomer #1CCCCC/C=C/CC1=C(O[Si](C)(C)C(C)(C)C)CCC11863.4Standard non polar33892256
(E)-2-(2-Octenyl)cyclopentanone,1TBDMS,isomer #2CCCCC/C=C/CC1CCC=C1O[Si](C)(C)C(C)(C)C1878.4Semi standard non polar33892256
(E)-2-(2-Octenyl)cyclopentanone,1TBDMS,isomer #2CCCCC/C=C/CC1CCC=C1O[Si](C)(C)C(C)(C)C1821.8Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0aor-6900000000-a89f7b88d4b6079fa3142017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 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 - (E)-2-(2-Octenyl)cyclopentanone 10V, Positive-QTOFsplash10-0002-1900000000-ea9c8b67dffe6b35092c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 20V, Positive-QTOFsplash10-006t-7900000000-e6204d924a367f8b4be12016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 40V, Positive-QTOFsplash10-052f-9200000000-b2dfdde8842190b4eff72016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 10V, Negative-QTOFsplash10-0006-0900000000-5c6365df1cfceec604b02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 20V, Negative-QTOFsplash10-0006-1900000000-a910a6aeef1a16636f6b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 40V, Negative-QTOFsplash10-001l-9500000000-88b34e1475f7d193b9d92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 10V, Positive-QTOFsplash10-0aor-9000000000-032add408e5f066940d62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 20V, Positive-QTOFsplash10-0a4l-9000000000-022cf710729e82c220502021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 40V, Positive-QTOFsplash10-0aou-9100000000-0904ad7913808ce4d19f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 10V, Negative-QTOFsplash10-0006-0900000000-f4ac9f2710ef63610b812021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 20V, Negative-QTOFsplash10-0006-0900000000-623de834eefdae69dc7a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-2-(2-Octenyl)cyclopentanone 40V, Negative-QTOFsplash10-00y1-9600000000-8dc6b2b47ee08c02ad682021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • 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 IDFDB018360
KNApSAcK IDNot Available
Chemspider ID4519311
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5367848
PDB IDNot Available
ChEBI IDNot Available
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
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .