Showing metabocard for 15(S)-Hydroxyeicosatrienoic acid (BMDB0005045)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:15:00 UTC
Update Date2020-04-22 15:15:13 UTC
BMDB IDBMDB0005045
Secondary Accession Numbers
  • BMDB05045
Metabolite Identification
Common Name15(S)-Hydroxyeicosatrienoic acid
Description15(S)-Hydroxyeicosatrienoic acid, also known as 15-hetre or 15S-hydroxy-8Z,11Z,13E-eicosatrienoate, belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds. Based on a literature review a significant number of articles have been published on 15(S)-Hydroxyeicosatrienoic acid.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(8Z,11Z,13E,15S)-15-Hydroxyicosatrienoic acidChEBI
15-HETrEChEBI
15-Hydroxy-(8Z,11Z,13E)-eicosatrienoic acidChEBI
15-Hydroxy-cis,cis,trans-8,11,13-eicosatrienoic acidChEBI
15-Hydroxyeicosatrienoic acidChEBI
15S-HETrEChEBI
15S-Hydroxy-8Z,11Z,13E-eicosatrienoic acidChEBI
(8Z,11Z,13E,15S)-15-HydroxyicosatrienoateGenerator
15-Hydroxy-(8Z,11Z,13E)-eicosatrienoateGenerator
15-Hydroxy-cis,cis,trans-8,11,13-eicosatrienoateGenerator
15-HydroxyeicosatrienoateGenerator
15S-Hydroxy-8Z,11Z,13E-eicosatrienoateGenerator
15(S)-HydroxyeicosatrienoateGenerator
Chemical FormulaC20H34O3
Average Molecular Weight322.4822
Monoisotopic Molecular Weight322.250794954
IUPAC Name(8Z,11Z,13E,15S)-15-hydroxyicosa-8,11,13-trienoic acid
Traditional Name6-deoxy-L-sorbose
CAS Registry Number13-16-1
SMILES
CCCCC[C@H](O)\C=C\C=C/C\C=C/CCCCCCC(O)=O
InChI Identifier
InChI=1S/C20H34O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,9,11,14,17,19,21H,2-3,6-8,10,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,11-9-,17-14+/t19-/m0/s1
InChI KeyIUKXMNDGTWTNTP-OAHXIXLCSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassEicosanoids
Direct ParentHydroxyeicosatrienoic acids
Alternative Parents
Substituents
  • Hydroxyeicosatrienoic 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
  • Exogenous
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
logP6.2ALOGPS
logP5.72ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)4.89ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity100.35 m³·mol⁻¹ChemAxon
Polarizability39.47 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, Positivesplash10-0pi0-6592000000-9dc0f3f0bbc2de8a434dView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-004i-9332200000-cf5f429c3867c843e3f2View 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, Positivesplash10-0a4i-0059000000-a80d73087c4ff885f762View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-4393000000-64b119d876007616dcedView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03kc-9630000000-2bff72917aba29b0568dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0019000000-4c24ada22b9690dcb2fdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fk9-2059000000-6a462b1cbfb1f2633ec2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9130000000-973ff7b5957c59e99327View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0fk9-0009000000-57568fa8a4085a5e528cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uk9-1249000000-c0ee7a1e26de1f84a01cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9140000000-a469f1131b8f8929c25eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0459000000-12a2a03e81c41e9d9b57View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-1953000000-ce7b9656736b3429c15aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-067i-9600000000-dee10fd76962f5b5aae8View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0005045
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023608
KNApSAcK IDC00000182
Chemspider ID4446269
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5283145
PDB IDNot Available
ChEBI ID88348
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available