Showing metabocard for 11,12-DiHETrE (BMDB0002314)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 22:54:00 UTC
Update Date2020-05-21 16:28:39 UTC
BMDB IDBMDB0002314
Secondary Accession Numbers
  • BMDB02314
Metabolite Identification
Common Name11,12-DiHETrE
Description11,12-DiHETrE, also known as 11,12-dhet, 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. Thus, 11,12-dihetre is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on 11,12-DiHETrE.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(+/-)11,12-dihetreChEBI
(5Z,8Z,14Z)-11,12-Dihydroxyeicosa-5,8,14-trienoic acidChEBI
(5Z,8Z,14Z)-11,12-Dihydroxyicosa-5,8,14-trienoic acidChEBI
11,12-DHETChEBI
11,12-Dihydroxy-5Z,8Z,14Z-eicosatrienoic acidChEBI
11,12-Dihydroxyeicosatrienoic acidChEBI
(5Z,8Z,14Z)-11,12-Dihydroxyeicosa-5,8,14-trienoateGenerator
(5Z,8Z,14Z)-11,12-Dihydroxyicosa-5,8,14-trienoateGenerator
11,12-Dihydroxy-5Z,8Z,14Z-eicosatrienoateGenerator
11,12-DihydroxyeicosatrienoateGenerator
(+/-)-11,12-dihydroxy-5Z,8Z,14Z,17Z-eicosatetraenoateHMDB
(+/-)-11,12-dihydroxy-5Z,8Z,14Z,17Z-eicosatetraenoic acidHMDB
12-Dihydroxyicosa-5,8,14-trienoateHMDB
12-Dihydroxyicosa-5,8,14-trienoic acidHMDB
11,12-DiHETEHMDB
Chemical FormulaC20H34O4
Average Molecular Weight338.4816
Monoisotopic Molecular Weight338.245709576
IUPAC Name(5Z,8Z,14Z)-11,12-dihydroxyicosa-5,8,14-trienoic acid
Traditional Name11,12-DiHETrE
CAS Registry Number192461-95-3
SMILES
CCCCC\C=C/CC(O)C(O)C\C=C/C\C=C/CCCC(O)=O
InChI Identifier
InChI=1S/C20H34O4/c1-2-3-4-5-9-12-15-18(21)19(22)16-13-10-7-6-8-11-14-17-20(23)24/h6,8-10,12-13,18-19,21-22H,2-5,7,11,14-17H2,1H3,(H,23,24)/b8-6-,12-9-,13-10-
InChI KeyLRPPQRCHCPFBPE-KROJNAHFSA-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
  • Unsaturated fatty acid
  • Fatty acid
  • Secondary alcohol
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Alcohol
  • 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
logP5.41ALOGPS
logP4.49ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)4.82ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity101.87 m³·mol⁻¹ChemAxon
Polarizability39.73 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, Positivesplash10-00r5-3932000000-b03cec0d711590c8d021View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-02bo-9235750000-f80395fc06d62412eeb0View 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, Positivesplash10-00di-0119000000-10cf03f1745950d9d59dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0h90-2912000000-883c5d41bece69d07c38View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kg6-9600000000-aeed626e2130ac19513aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0019000000-c52d7900f0f0946dc76dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00ku-0925000000-a2afd47eefbb62fb0dd8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-7910000000-b20dcace15759c03d325View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0009000000-15ed63c1d23bf9978f52View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-0927000000-21cf53b8812ca42f6624View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-5930000000-e6ffb6bba915426c0247View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-0209000000-d61f5c6da37a83faac6aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uk9-9838000000-4a3c577ad8d4500eb959View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0apl-9400000000-daeb65ba28296d545aedView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002314
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022961
KNApSAcK IDNot Available
Chemspider ID4446270
KEGG Compound IDC14774
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5283146
PDB IDNot Available
ChEBI ID63969
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Epoxide hydrolase 2, cytoplasmic
General function:
Not Available
Specific function:
Not Available
Gene Name:
EPHX2
Uniprot ID:
Q17QK4
Molecular weight:
62691.0
Reactions
11,12-Epoxyeicosatrienoic acid + Water → 11,12-DiHETrEdetails