Showing metabocard for 5,15-DiHETE (BMDB0010216)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:01:34 UTC
Update Date2020-04-22 15:39:28 UTC
BMDB IDBMDB0010216
Secondary Accession Numbers
  • BMDB10216
Metabolite Identification
Common Name5,15-DiHETE
Description5,15-DiHETE, also known as 5S,15S-dihete, belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds. Thus, 5,15-dihete is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on 5,15-DiHETE.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(5S,15S)-Dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoic acidChEBI
(5S,15S)-Dihydroxy-(6E,8Z,11Z,13E)-icosatetraenoic acidChEBI
(5S,6E,8Z,11Z,13E,15S)-5,15-Dihydroxyicosatetraenoic acidChEBI
5(S),15(S)-Dihydroxy-6,13-trans-8,11-cis-eicosatetraenoic acidChEBI
5,15-Dihydroxy-6,8,11,13-eicosatetraenoic acidChEBI
5,15-Dihydroxyeicosatetraenoic acidChEBI
5S,15S-DiHETEChEBI
5S,15S-Dihydroxy-6E,8Z,11Z,13E-eicosatetraenoic acidChEBI
(5S,15S)-Dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateGenerator
(5S,15S)-Dihydroxy-(6E,8Z,11Z,13E)-icosatetraenoateGenerator
(5S,6E,8Z,11Z,13E,15S)-5,15-DihydroxyicosatetraenoateGenerator
5(S),15(S)-Dihydroxy-6,13-trans-8,11-cis-eicosatetraenoateGenerator
5,15-Dihydroxy-6,8,11,13-eicosatetraenoateGenerator
5,15-DihydroxyeicosatetraenoateGenerator
5S,15S-Dihydroxy-6E,8Z,11Z,13E-eicosatetraenoateGenerator
5(S),15(S)-DiHETEHMDB
5,15-DiHETEChEBI
Chemical FormulaC20H32O4
Average Molecular Weight336.4657
Monoisotopic Molecular Weight336.230059512
IUPAC Name(5S,6E,8Z,11Z,13E,15S)-5,15-dihydroxyicosa-6,8,11,13-tetraenoic acid
Traditional Name5S,15S-DiHETE
CAS Registry Number82200-87-1
SMILES
CCCCC[C@H](O)\C=C\C=C/C\C=C/C=C/[C@@H](O)CCCC(O)=O
InChI Identifier
InChI=1S/C20H32O4/c1-2-3-9-13-18(21)14-10-7-5-4-6-8-11-15-19(22)16-12-17-20(23)24/h5-8,10-11,14-15,18-19,21-22H,2-4,9,12-13,16-17H2,1H3,(H,23,24)/b7-5-,8-6-,14-10+,15-11+/t18-,19+/m0/s1
InChI KeyUXGXCGPWGSUMNI-BVHTXILBSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassEicosanoids
Direct ParentHydroxyeicosatetraenoic acids
Alternative Parents
Substituents
  • Hydroxyeicosatetraenoic acid
  • Long-chain fatty acid
  • Hydroxy fatty acid
  • Fatty acid
  • Unsaturated fatty acid
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • 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
logP5.33ALOGPS
logP4.13ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)4.58ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity102.98 m³·mol⁻¹ChemAxon
Polarizability39.52 ųChemAxon
Number of Rings0ChemAxon
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, Positivesplash10-00kk-6492000000-3c2ee47ee6c0da2b1c18View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-002u-9013440000-ef35dbcf7f2fcff2741eView 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, Positivesplash10-0gb9-0019000000-f48b85306f04941fd350View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-106r-4196000000-2bead0468d6c53e9925eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0596-9460000000-5fbe33b7844341ee0d01View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00kr-0029000000-d8e68d87d5e32a76be4dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01bi-3069000000-b36c2c202ba716d4d1b9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9040000000-45f4070691efc333f188View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uxr-0019000000-59a1f0edad1bc877238eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-2449000000-fb935c85ebd7e2a9b21bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014m-9620000000-f3e46e59b0649a6e56bcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00kr-0019000000-c96c619b8b59ea16cad1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-3289000000-317e4e3f86ab790bd361View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-07be-8291000000-9698a4ac42a43db4361bView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0010216
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027370
KNApSAcK IDNot Available
Chemspider ID4446282
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5283158
PDB IDNot Available
ChEBI ID91286
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available