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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 18:17:06 UTC
Update Date2022-03-07 02:53:45 UTC
HMDB IDHMDB0033547
Secondary Accession Numbers
  • HMDB33547
Metabolite Identification
Common Name3-Octen-2-one
Description3-Octen-2-one, also known as fema 3416, belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. 3-Octen-2-one is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, 3-octen-2-one is considered to be an oxygenated hydrocarbon lipid molecule. 3-Octen-2-one is a sweet, blueberry, and crushed bug tasting compound. 3-octen-2-one has been detected, but not quantified, in several different foods, such as potato, green vegetables, cereals and cereal products, fishes, and nuts. This could make 3-octen-2-one a potential biomarker for the consumption of these foods. 3-Octen-2-one has been found to be associated with the diseases such as ulcerative colitis; also 3-octen-2-one has been linked to the inborn metabolic disorders including celiac disease.
Structure
Data?1563862423
Synonyms
ValueSource
trans-3-Octen-2-oneMetaCyc, HMDB
(3E)-3-Octen-2-oneMetaCyc, HMDB
(e)-3-Octen-2-oneHMDB
FEMA 3416HMDB
Chemical FormulaC8H14O
Average Molecular Weight126.1962
Monoisotopic Molecular Weight126.10446507
IUPAC Name(3E)-oct-3-en-2-one
Traditional Name(3E)-oct-3-en-2-one
CAS Registry Number1669-44-9
SMILES
CCCC\C=C\C(C)=O
InChI Identifier
InChI=1S/C8H14O/c1-3-4-5-6-7-8(2)9/h6-7H,3-5H2,1-2H3/b7-6+
InChI KeyZCFOBLITZWHNNC-VOTSOKGWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentEnones
Alternative Parents
Substituents
  • Enone
  • Acryloyl-group
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • 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 Point100.00 °C. @ 18.00 mm HgThe Good Scents Company Information System
Water Solubility1045 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.179 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.86 g/LALOGPS
logP2.43ALOGPS
logP2.58ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)19.85ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity40.32 m³·mol⁻¹ChemAxon
Polarizability15.86 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
DeepCCS[M+H]+135.61730932474
DeepCCS[M-H]-132.82630932474
DeepCCS[M-2H]-169.60230932474
DeepCCS[M+Na]+144.43830932474
AllCCS[M+H]+130.932859911
AllCCS[M+H-H2O]+126.632859911
AllCCS[M+NH4]+134.932859911
AllCCS[M+Na]+136.032859911
AllCCS[M-H]-134.032859911
AllCCS[M+Na-2H]-136.732859911
AllCCS[M+HCOO]-139.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Octen-2-oneCCCC\C=C\C(C)=O1333.9Standard polar33892256
3-Octen-2-oneCCCC\C=C\C(C)=O1003.3Standard non polar33892256
3-Octen-2-oneCCCC\C=C\C(C)=O1034.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Octen-2-one,1TMS,isomer #1C=C(/C=C/CCCC)O[Si](C)(C)C1189.5Semi standard non polar33892256
3-Octen-2-one,1TMS,isomer #1C=C(/C=C/CCCC)O[Si](C)(C)C1180.6Standard non polar33892256
3-Octen-2-one,1TBDMS,isomer #1C=C(/C=C/CCCC)O[Si](C)(C)C(C)(C)C1418.0Semi standard non polar33892256
3-Octen-2-one,1TBDMS,isomer #1C=C(/C=C/CCCC)O[Si](C)(C)C(C)(C)C1395.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Octen-2-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9100000000-01e5100411f9e678c4422017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Octen-2-one GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Octen-2-one GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-06r6-9200000000-152468eb4f875fa15ad72015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 10V, Positive-QTOFsplash10-056r-2900000000-3cbf1aab5a855dd718472016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 20V, Positive-QTOFsplash10-0ar0-8900000000-51f9a1d359d361db11f92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 40V, Positive-QTOFsplash10-0ktf-9000000000-977bbc402dd9d280b4892016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 10V, Negative-QTOFsplash10-004i-1900000000-e1e41d6b0df34e2b589d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 20V, Negative-QTOFsplash10-004i-4900000000-d143e26dcc13184d4dcc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 40V, Negative-QTOFsplash10-0a4i-9300000000-238f8f11df25c88dd50e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 10V, Negative-QTOFsplash10-004i-0900000000-41e91ded22fe152916942021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 20V, Negative-QTOFsplash10-0a4i-1900000000-3a73aafbb37b7246a9d72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 40V, Negative-QTOFsplash10-0gdi-9000000000-224ba7fa04acfd0f2d512021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 10V, Positive-QTOFsplash10-0aor-9100000000-418a18f7221ef0d092602021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 20V, Positive-QTOFsplash10-0ldl-9000000000-0df5a5904a318c6cd5ac2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Octen-2-one 40V, Positive-QTOFsplash10-052f-9000000000-0da720e1808efa1b0ca42021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)Not Specified
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)Not Specified
Treated celiac disease
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Ulcerative Colitis
details
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
Celiac disease
  1. Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011611
KNApSAcK IDC00052692
Chemspider ID4515599
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5363229
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1028561
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.. .