Showing metabocard for 14R,15S-EpETrE (BMDB0002283)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:53:35 UTC
Update Date2020-04-22 15:10:30 UTC
BMDB IDBMDB0002283
Secondary Accession Numbers
  • BMDB02283
Metabolite Identification
Common Name14R,15S-EpETrE
Description14R,15S-EpETrE, also known as (14R,15S)-epetre or 14(S),15(R)-eet, 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, 14R,15S-epetre is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on 14R,15S-EpETrE.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(14R,15S)-EpETrEChEBI
(14R,15S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acidChEBI
(14R,15S)-Epoxy-(5Z,8Z,11Z)-icosatrienoic acidChEBI
14(S),15(R)-EETChEBI
14R,15S-Epoxy-5Z,8Z,11Z-eicosatrienoic acidChEBI
(14R,15S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoateGenerator
(14R,15S)-Epoxy-(5Z,8Z,11Z)-icosatrienoateGenerator
14R,15S-Epoxy-5Z,8Z,11Z-eicosatrienoateGenerator
14(S),15(R)-Epoxy-(5Z,8Z,11Z)-eicosatrienoateHMDB
14(S),15(R)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acidHMDB
14,15-EETHMDB
14,15-Epoxy-5,8,11-eicosatrienoic acidHMDB
14,15-Epoxy-5,8,11-eicosatrienoic acid, (2alpha(5Z,8Z,11Z),3alpha)-isomerHMDB
14,15-Epoxyeicosatrienoic acidHMDB
14,15-Oxido-5,8,11-eicosatrienoic acidHMDB
14R,15S-EpETrEChEBI
Chemical FormulaC20H32O3
Average Molecular Weight320.4663
Monoisotopic Molecular Weight320.23514489
IUPAC Name(5Z,8Z,11Z)-13-[(2R,3S)-3-pentyloxiran-2-yl]trideca-5,8,11-trienoic acid
Traditional Name14R,15S-EpETrE
CAS Registry Number98103-48-1
SMILES
CCCCC[C@@H]1O[C@@H]1C\C=C/C\C=C/C\C=C/CCCC(O)=O
InChI Identifier
InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10-/t18-,19+/m0/s1
InChI KeyJBSCUHKPLGKXKH-LLZJRKGESA-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
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
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
logP6.23ALOGPS
logP5.65ChemAxon
logS-6ALOGPS
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 Count14ChemAxon
Refractivity98.36 m³·mol⁻¹ChemAxon
Polarizability38.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4j-7390000000-0a6ea9221818f7ca6b61View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00bj-9152000000-75e265bfced30aca2f55View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1139000000-d1b1217f1a0ab449ee76View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f80-9562000000-3a641d61ec600d27001aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f77-9610000000-4d2f2f7c7445ce34caa9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1029000000-03d83d003242098cb3c2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0gb9-4159000000-4a32a74e26b6a8978859View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9120000000-efc218792d62c8df73a5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-fa339ab07ef5a66d93e2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0gb9-2149000000-f932d9bc138901e04dadView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9140000000-91f3f678f570fc1a1ff6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uki-2259000000-adfdaf1e87da0a4fbf5fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udr-9375000000-fdf50048f25a924a6bb2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00mo-9200000000-f15fc52cfe999f85655eView in MoNA
Biological Properties
Cellular Locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002283
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022946
KNApSAcK IDNot Available
Chemspider ID4446322
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5283201
PDB IDNot Available
ChEBI ID132275
References
Synthesis ReferenceEnnis, Michael D.; Baze, Mark E. Asymmetric total synthesis of 14(R),15(S)-, 14(S),15(R)-, 14(R),15(R)-, and 14(S),15(S)-epoxyeicosatrienoic acids. Tetrahedron Letters (1986), 27(50), 6031-4.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available