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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2008-09-15 09:55:01 UTC
Update Date2020-02-26 21:33:16 UTC
HMDB IDHMDB0010205
Secondary Accession Numbers
  • HMDB10205
Metabolite Identification
Common Name14,15-EpETE
Description14,15-EpETE, also known as 14(15)-epete, 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, 14,15-epete is considered to be an eicosanoid lipid molecule. 14,15-EpETE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1582752796
Synonyms
ValueSource
14(15)-EpETEChEBI
14(15)-Epoxy-5Z,8Z,11Z,17Z-eicosatetraenoic acidChEBI
14,15-Epoxy-(5Z,8Z,11Z,17Z)-eicosatetraenoic acidChEBI
14,15-Epoxy-(5Z,8Z,11Z,17Z)-icosatetraenoic acidChEBI
14(15)-Epoxy-5Z,8Z,11Z,17Z-eicosatetraenoateGenerator
14,15-Epoxy-(5Z,8Z,11Z,17Z)-eicosatetraenoateGenerator
14,15-Epoxy-(5Z,8Z,11Z,17Z)-icosatetraenoateGenerator
(+/-)-14(15)-epoxy-5Z,8Z,11Z,17Z-eicosatetraenoateHMDB
(+/-)-14(15)-epoxy-5Z,8Z,11Z,17Z-eicosatetraenoic acidHMDB
(5Z,8Z,11Z)-13-[3-[(Z)-Pent-2-enyl]oxiran-2-yl]trideca-5,8,11-trienoateHMDB
(5Z,8Z,11Z)-13-[3-[(Z)-Pent-2-enyl]oxiran-2-yl]trideca-5,8,11-trienoic acidHMDB
(5Z,8Z,11Z,17Z)-14,15-EpoxyicosatetraenoateGenerator
Chemical FormulaC20H30O3
Average Molecular Weight318.4504
Monoisotopic Molecular Weight318.219494826
IUPAC Name(5Z,8Z,11Z)-13-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}trideca-5,8,11-trienoic acid
Traditional Name(5Z,8Z,11Z)-13-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}trideca-5,8,11-trienoic acid
CAS Registry NumberNot Available
SMILES
CC\C=C/CC1OC1C\C=C/C\C=C/C\C=C/CCCC(O)=O
InChI Identifier
InChI=1S/C20H30O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h3-4,6-7,9-10,12-13,18-19H,2,5,8,11,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,12-3-,13-10-
InChI KeyRGZIXZYRGZWDMI-QXBXTPPVSA-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
  • Epoxy fatty acid
  • Heterocyclic fatty acid
  • Unsaturated fatty acid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Dialkyl ether
  • Oxirane
  • Ether
  • Monocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Organooxygen compound
  • Organic oxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

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 Solubility0.00055 g/LALOGPS
logP5.77ALOGPS
logP5.29ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)4.82ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.83 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity99.47 m³·mol⁻¹ChemAxon
Polarizability37.52 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-6390000000-8bca9904b8100bd4fcc5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00b9-9272000000-b95aa46c3e4dda452b53Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1139000000-02dd0f3a11a425276020Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f8i-9662000000-5e02c3ecfe41c9920da7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0mkv-9800000000-85e19b799db4cc4fb961Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1059000000-9bdac78c4ac5f04c5d4bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-3194000000-ec0e9a77eba78b15b617Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9120000000-e3708dd5177e52369a62Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.000119 +/- 0.000029 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.000242 +/- 0.000101 uMAdult (>18 years old)Not Specified
Normal
details
BloodDetected and Quantified<0.0001 uMAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027360
KNApSAcK IDNot Available
Chemspider ID17220771
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16061088
PDB IDNot Available
ChEBI ID137269
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barbosa-Sicard E, Markovic M, Honeck H, Christ B, Muller DN, Schunck WH: Eicosapentaenoic acid metabolism by cytochrome P450 enzymes of the CYP2C subfamily. Biochem Biophys Res Commun. 2005 Apr 22;329(4):1275-81. [PubMed:15766564 ]