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Human Metabolome Database Version 3.5

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Showing metabocard for 11R-HEPE (HMDB12534)

Record Information
Version 3.5
Creation Date 2009-07-24 18:02:27 -0600
Update Date 2013-02-08 17:29:18 -0700
HMDB ID HMDB12534
Secondary Accession Numbers None
Metabolite Identification
Common Name 11R-HEPE
Description 11(R)-HEPE is produced by the oxidation of EPA by 11(R)-LO. This enzymatic activity and the resulting 11(R)-hydroxy acid have been isolated from the sea urchin S. purpuratus.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 11(R)-Hydroxyeicosa-5Z,8Z,12E,14Z,17Z-pentaenoate
  2. 11(R)-Hydroxyeicosa-5Z,8Z,12E,14Z,17Z-pentaenoic acid
Chemical Formula C20H30O3
Average Molecular Weight 318.4504
Monoisotopic Molecular Weight 318.219494826
IUPAC Name (5Z,8Z,11R,12E,14Z,17Z)-11-hydroxyicosa-5,8,12,14,17-pentaenoic acid
Traditional IUPAC Name 11R-hepe
CAS Registry Number Not Available
SMILES CC\C=C/C\C=C/C=C/[C@H](O)C\C=C/C\C=C/CCCC(O)=O
InChI Identifier InChI=1S/C20H30O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h3-4,6-7,9-11,13-14,16,19,21H,2,5,8,12,15,17-18H2,1H3,(H,22,23)/b4-3-,9-6-,10-7-,14-11-,16-13+/t19-/m0/s1
InChI Key IDEHSDHMEMMYIR-DJWFCICMSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Eicosanoids
Sub Class Other Hydroxyeicosapolyenoic Acids
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Organic Compounds
  • Straight Chain Fatty Acids
  • Unsaturated Fatty Acids
Substituents
  • Acyclic Alkene
  • Allyl Alcohol
  • Carboxylic Acid Salt
  • Fatty Alcohol
  • Secondary Alcohol
Direct Parent Other Hydroxyeicosapolyenoic Acids
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.0032 g/L ALOGPS
LogP 5.53 ALOGPS
LogP 4.99 ChemAxon
LogS -5.00 ALOGPS
pKa (strongest acidic) 4.82 ChemAxon
pKa (strongest basic) -1.6 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 57.53 A2 ChemAxon
Rotatable Bond Count 13 ChemAxon
Refractivity 102.59 ChemAxon
Polarizability 37.57 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB029114
KNApSAcK ID Not Available
Chemspider ID 4446310 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB12534 Link_out
Metagene Link HMDB12534 Link_out
METLIN ID Not Available
PubChem Compound 5283188 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available