Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:24:43 UTC
Update Date2023-02-21 17:25:41 UTC
HMDB IDHMDB0037170
Secondary Accession Numbers
  • HMDB37170
Metabolite Identification
Common Name3-Methylene-2-octanone
Description3-Methylene-2-octanone belongs to the class of organic compounds known as alpha-branched alpha,beta-unsaturated ketones. These are alpha,beta-unsaturated ketones that carry a branch on the alpha carbon. They have the generic structure RC(=O)C(R')=C, R = organyl group and R'= any heteroatom. 3-Methylene-2-octanone is a mushroom and musty tasting compound. Based on a literature review very few articles have been published on 3-Methylene-2-octanone.
Structure
Data?1677000341
Synonyms
ValueSource
2-Pentyl-1-buten-3-oneHMDB
3-Methyleneoctan-2-oneHMDB
3-Pentyl-3-buten-2-oneHMDB
FEMA 3725HMDB
Chemical FormulaC9H16O
Average Molecular Weight140.2227
Monoisotopic Molecular Weight140.120115134
IUPAC Name3-methylideneoctan-2-one
Traditional Name3-methylideneoctan-2-one
CAS Registry Number63759-55-7
SMILES
CCCCCC(=C)C(C)=O
InChI Identifier
InChI=1S/C9H16O/c1-4-5-6-7-8(2)9(3)10/h2,4-7H2,1,3H3
InChI KeyVBZQKPYXKJXTHZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-branched alpha,beta-unsaturated ketones. These are alpha,beta-unsaturated ketones that carry a branch on the alpha carbon. They have the generic structure RC(=O)C(R')=C, R = organyl group and R'= any heteroatom.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-branched alpha,beta-unsaturated ketones
Alternative Parents
Substituents
  • Alpha-branched alpha,beta-unsaturated-ketone
  • Enone
  • Acryloyl-group
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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 Solubility0.32 g/LALOGPS
logP2.73ALOGPS
logP3.04ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)19.79ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity43.6 m³·mol⁻¹ChemAxon
Polarizability17.36 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+133.05531661259
DarkChem[M-H]-130.98831661259
DeepCCS[M+H]+139.45930932474
DeepCCS[M-H]-136.76630932474
DeepCCS[M-2H]-173.66630932474
DeepCCS[M+Na]+148.57730932474
AllCCS[M+H]+135.632859911
AllCCS[M+H-H2O]+131.532859911
AllCCS[M+NH4]+139.532859911
AllCCS[M+Na]+140.632859911
AllCCS[M-H]-136.932859911
AllCCS[M+Na-2H]-139.332859911
AllCCS[M+HCOO]-141.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Methylene-2-octanoneCCCCCC(=C)C(C)=O1352.8Standard polar33892256
3-Methylene-2-octanoneCCCCCC(=C)C(C)=O1025.5Standard non polar33892256
3-Methylene-2-octanoneCCCCCC(=C)C(C)=O1047.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Methylene-2-octanone,1TMS,isomer #1C=C(CCCCC)C(=C)O[Si](C)(C)C1205.8Semi standard non polar33892256
3-Methylene-2-octanone,1TMS,isomer #1C=C(CCCCC)C(=C)O[Si](C)(C)C1195.6Standard non polar33892256
3-Methylene-2-octanone,1TBDMS,isomer #1C=C(CCCCC)C(=C)O[Si](C)(C)C(C)(C)C1410.6Semi standard non polar33892256
3-Methylene-2-octanone,1TBDMS,isomer #1C=C(CCCCC)C(=C)O[Si](C)(C)C(C)(C)C1383.2Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methylene-2-octanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9100000000-7d88013c788e0ada865d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methylene-2-octanone 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 - 3-Methylene-2-octanone 10V, Positive-QTOFsplash10-0006-3900000000-d4d6b62c91ee9df8afd12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylene-2-octanone 20V, Positive-QTOFsplash10-006x-9400000000-31a88f29c1cbb5ca36322016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylene-2-octanone 40V, Positive-QTOFsplash10-0ktf-9000000000-cec3b7d6445cc335530c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylene-2-octanone 10V, Negative-QTOFsplash10-000i-0900000000-d2bda7b7d836f5bc58582016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylene-2-octanone 20V, Negative-QTOFsplash10-000j-6900000000-7c3163edca58e5dc28532016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylene-2-octanone 40V, Negative-QTOFsplash10-0002-9100000000-f6032413cff1086862ca2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylene-2-octanone 10V, Positive-QTOFsplash10-06ec-9100000000-61c9f323994159035e2d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylene-2-octanone 20V, Positive-QTOFsplash10-0ku6-9000000000-d957f1a0019c616541672021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylene-2-octanone 40V, Positive-QTOFsplash10-00kf-9000000000-59336e421fd9f3f3a6852021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylene-2-octanone 10V, Negative-QTOFsplash10-000i-0900000000-c458f09e6091931ba80e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylene-2-octanone 20V, Negative-QTOFsplash10-000i-6900000000-41dcaca691ebde3227082021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylene-2-octanone 40V, Negative-QTOFsplash10-00kf-9000000000-65307e4ae77501c5e5f22021-09-23Wishart 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
  • 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 IDFDB016166
KNApSAcK IDNot Available
Chemspider ID56030
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound62218
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.. .