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Record Information
Version4.0
Creation Date2008-09-15 09:55:06 UTC
Update Date2017-09-25 11:14:44 UTC
HMDB IDHMDB0010210
Secondary Accession Numbers
  • HMDB10210
StatusDetected and Quantified
Metabolite Identification
Common Name15-KETE
Description15-OxoETE or 15-KETE is a keto-containing leukotriene derivative produced by oxidation of the 15-hydroxyl of 15-HETE.
Structure
Thumb
Synonyms
ValueSource
(5Z,8Z,11Z,13E)-15-Ketoeicosa-5,8,11,13-tetraenoic acidChEBI
(5Z,8Z,11Z,13E)-15-oxo-5,8,11,13-Eicosatetraenoic acidChEBI
(5Z,8Z,11Z,13E)-15-Oxoeicosa-5,8,11,13-tetraenoic acidChEBI
(5Z,8Z,11Z,13E)-15-Oxoicosa-5,8,11,13-tetraenoic acidChEBI
15-oxo-5,8,11-cis-13-trans-EicosatetraenoateChEBI
15-OxoETEChEBI
(5Z,8Z,11Z,13E)-15-Ketoeicosa-5,8,11,13-tetraenoateGenerator
(5Z,8Z,11Z,13E)-15-oxo-5,8,11,13-EicosatetraenoateGenerator
(5Z,8Z,11Z,13E)-15-Oxoeicosa-5,8,11,13-tetraenoateGenerator
(5Z,8Z,11Z,13E)-15-Oxoicosa-5,8,11,13-tetraenoateGenerator
15-oxo-5,8,11-cis-13-trans-Eicosatetraenoic acidGenerator
15-oxo-5,8,11-cis-13-trans-IcosatetraenoateHMDB
15-oxo-5,8,11-cis-13-trans-Icosatetraenoic acidHMDB
15-oxo-5Z,8Z,11Z,13E-EicosatetraenoateHMDB
15-oxo-5Z,8Z,11Z,13E-Eicosatetraenoic acidHMDB
15-oxo-ETEHMDB
15-keto-5,8,11,13-Eicosatetraenoic acidMeSH
Chemical FormulaC20H30O3
Average Molecular Weight318.4504
Monoisotopic Molecular Weight318.219494826
IUPAC Name(5Z,8Z,11Z,13E)-15-oxoicosa-5,8,11,13-tetraenoic acid
Traditional Name15-Oxo-ETE
CAS Registry Number81416-72-0
SMILES
CCCCCC(=O)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O
InChI Identifier
InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+
InChI KeyYGJTUEISKATQSM-USWFWKISSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
KingdomChemical entities
Super ClassOrganic compounds
ClassLipids and lipid-like molecules
Sub ClassFatty Acyls
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
Disposition
Biological Location:
Source:
Subcellular:
Biofluid and excreta:
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.000891 mg/mLALOGPS
logP5.72ALOGPS
logP5.77ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)4.82ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 Å2ChemAxon
Rotatable Bond Count14ChemAxon
Refractivity100.57 m3·mol-1ChemAxon
Polarizability37.58 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-01b9-0289000000-f17e51ccefc93bab69f1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-01b9-0594000000-565acf0178bd3b119607View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-01b9-0962000000-df808385b0725329323eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-014r-0920000000-c91bf031286952802dc9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-02ti-0900000000-13e1f7d679e949631c34View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-01p9-1900000000-0bd5fa12d13347d41571View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-03di-0900000000-a4d1e07ce34b877f81d3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-000i-2900000000-fa594a5bbf49bdbbca13View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-01p9-4900000000-75678f0b1f95bf4d2c54View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
No entries found
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.000069 +/- 0.000033 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.000749 +/- 0.00008 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.000682 +/- 0.00076 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.000749 +/- 0.000080 uMAdult (>18 years old)Not SpecifiedNormal
    • Oxygenated lipids...
details
Cerebrospinal Fluid (CSF)Detected and Quantified0.00002 +/- 0.00004 uMAdult (>18 years old)Both
Normal
    • John W. Newman, U...
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB027365
KNApSAcK IDNot Available
Chemspider ID4444287
KEGG Compound IDC04577
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB0010210
METLIN IDNot Available
PubChem Compound5280701
PDB IDNot Available
ChEBI ID15559
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available