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Record Information
Version1.0
Creation Date2016-10-03 18:01:35 UTC
Update Date2020-04-22 15:39:29 UTC
BMDB IDBMDB0010217
Secondary Accession Numbers
  • BMDB10217
Metabolite Identification
Common Name5-KETE
Description5-KETE, also known as 5-keto-ete or 5-oxoete, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, 5-KETE is considered to be an eicosanoid lipid molecule. 5-KETE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
ValueSource
(6E,8Z,11Z,14Z)-5-Oxoicosa-6,8,11,14-tetraenoic acidChEBI
5-Keto-eteChEBI
5-Ketoeicosatetraenoic acidChEBI
5-oxo, 6t,8C,11C,14C-20:4ChEBI
5-oxo-6(e),8(Z),11(Z),14(Z)-Eicosatetraenoic acidChEBI
5-oxo-6E,8Z,11Z,14Z-Eicosatetraenoic acidChEBI
5-oxo-Icosa-6,8,11,14-tetraenoic acidChEBI
5-Oxoeicosatetraenoic acidChEBI
5-OxoETEChEBI
5-Oxoicosatetraenoic acidChEBI
Eicosa-5,8,12,14-tetraenoic acidChEBI
(6E,8Z,11Z,14Z)-5-Oxoicosa-6,8,11,14-tetraenoateGenerator
5-KetoeicosatetraenoateGenerator
5-oxo-6(e),8(Z),11(Z),14(Z)-EicosatetraenoateGenerator
5-oxo-6E,8Z,11Z,14Z-EicosatetraenoateGenerator
5-oxo-Icosa-6,8,11,14-tetraenoateGenerator
5-OxoeicosatetraenoateGenerator
5-OxoicosatetraenoateGenerator
Eicosa-5,8,12,14-tetraenoateGenerator
5-Keto-6,8,11,14-eicosatetraenoateHMDB
5-Keto-6,8,11,14-eicosatetraenoic acidHMDB
5-oxo-6,8,11,14-EicosatetraenoateHMDB
5-oxo-6,8,11,14-Eicosatetraenoic acidHMDB
5-oxo-EicosatetraenoateHMDB
5-oxo-Eicosatetraenoic acidHMDB
5-oxo-6,8,11,14-ETEHMDB
5-oxo-6,8,11,14-Eicosatetraenoic acid, e,Z,Z,Z isomerHMDB
Chemical FormulaC20H30O3
Average Molecular Weight318.4504
Monoisotopic Molecular Weight318.219494826
IUPAC Name(6E,8Z,11Z,14Z)-5-oxoicosa-6,8,11,14-tetraenoic acid
Traditional Name5-Oxo-ETE
CAS Registry Number126432-17-5
SMILES
CCCCC\C=C/C\C=C/C\C=C/C=C/C(=O)CCCC(O)=O
InChI Identifier
InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+
InChI KeyMEASLHGILYBXFO-XTDASVJISA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-chain fatty acids
Alternative Parents
Substituents
  • Long-chain fatty acid
  • Unsaturated fatty acid
  • Alpha,beta-unsaturated ketone
  • Enone
  • Acryloyl-group
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.85ALOGPS
logP5.77ChemAxon
logS-5.7ALOGPS
pKa (Strongest Acidic)4.43ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity100.57 m³·mol⁻¹ChemAxon
Polarizability37.25 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-053u-6490000000-f7442bdfafe15fcbd8beView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00gr-9334000000-c55c3efafdce8f7f48c8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-014i-0019000000-cc3fc8fe0ef27f29f3fbView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-014i-0019000000-73c8527e54e3481ad1a3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-014i-0039000000-0e2010fcd9ac17c6d0eeView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-014i-0189000000-5eba1c071b73ab160906View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0v4j-0193000000-5251b2d0521f18bf6cdcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0udi-0192000000-69bb1f0b8710630e3498View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0udi-0293000000-1ebf2792695803c02d99View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0udi-0493000000-6710e8cf7a82b74bf8e9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0ika-1890000000-3ca3507e7352ecaba473View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0139000000-56d3e500a2215f16ddbaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ul9-7893000000-95b152324d0f205b491bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-7960000000-b0a8aa3380cadece0d37View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0049000000-8a20eefad5150c79b650View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kb-1093000000-57fbe7ca052d52fe8cbbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-8190000000-ad8a838b30e7500809faView in MoNA
Biological Properties
Cellular Locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0010217
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027371
KNApSAcK IDNot Available
Chemspider ID4446283
KEGG Compound IDC14732
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkKETE
METLIN IDNot Available
PubChem Compound5283159
PDB IDNot Available
ChEBI ID52449
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available