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Human Metabolome Database Version 3.5

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Showing metabocard for 9-HETE (HMDB10222)

Record Information
Version 3.5
Creation Date 2008-09-15 03:55:18 -0600
Update Date 2013-02-08 17:24:16 -0700
HMDB ID HMDB10222
Secondary Accession Numbers None
Metabolite Identification
Common Name 9-HETE
Description 9-HETE, which is a product of free radical-mediated arachidonic acid oxidation, is significantly elevated in patients with angiographically defined CAD. (PMID: 17145556 Link_out). 9-HETE is one of the six monohydroxy fatty acids produced by the non-enzymatic oxidation of arachidonic acid.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. ()-9-HETE
  2. ()-9-Hydroxy-(5Z,7E,11Z,14Z)-eicosatetraenoate
  3. ()-9-Hydroxy-(5Z,7E,11Z,14Z)-eicosatetraenoic acid
  4. 9-Hydroxy-5Z,7E,11Z,14Z-eicosatetraenoate
  5. 9-Hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid
Chemical Formula C20H32O3
Average Molecular Weight 320.4663
Monoisotopic Molecular Weight 320.23514489
IUPAC Name (5E,7Z,11Z,14Z)-9-hydroxyicosa-5,7,11,14-tetraenoic acid
Traditional IUPAC Name 9-hete
CAS Registry Number Not Available
SMILES CCCCC\C=C/C\C=C/CC(O)\C=C/C=C/CCCC(O)=O
InChI Identifier InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-10-13-16-19(21)17-14-11-9-12-15-18-20(22)23/h6-7,9-11,13-14,17,19,21H,2-5,8,12,15-16,18H2,1H3,(H,22,23)/b7-6-,11-9+,13-10-,17-14-
InChI Key KATOYYZUTNAWSA-DLJQHUEDSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Eicosanoids
Sub Class Hydroxyeicosatetraenoic Acids
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Hydroxy Fatty Acids
  • Organic Compounds
  • Unsaturated Fatty Acids
Substituents
  • Acyclic Alkene
  • Allyl Alcohol
  • Carboxylic Acid
  • Secondary Alcohol
Direct Parent Hydroxyeicosatetraenoic Acids
Ontology
Status Detected and Quantified
Origin
  • Endogenous
Biofunction
  • Signaling
Application
  • Not Available
Cellular locations Not Available
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 0.0016 g/L ALOGPS
LogP 5.88 ALOGPS
LogP 5.36 ChemAxon
LogS -5.29 ALOGPS
pKa (strongest acidic) 4.49 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 14 ChemAxon
Refractivity 101.47 ChemAxon
Polarizability 38.31 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Detected and Quantified
Article_icon
0.001704 +/- 8.1E-5 uM Adult (>18 years old) Both Normal Not Available
Blood Detected and Quantified
Article_icon
0.304 +/- 0.072 uM Adult (>18 years old) Not Specified Normal HM Replicate Plasma (n=3)
Blood Detected and Quantified
Article_icon
0.166 +/- 0.16 uM Adult (>18 years old) Not Specified Normal Pennington Plasma (n=70)
Blood Detected and Quantified
Article_icon
0.001495 +/-0.000875 uM Adult (>18 years old) Both Normal Oxygenated lipids were quantified by Theresa L....
Cerebrospinal Fluid (CSF) Detected and Quantified
Article_icon
0.00014 +/- 0.00006 uM Adult (>18 years old) Both Normal Measured via MS/MS techniques from 4 pooled CSF...
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 FDB027375
KNApSAcK ID Not Available
Chemspider ID 4472403 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB10222 Link_out
Metagene Link HMDB10222 Link_out
METLIN ID Not Available
PubChem Compound 5312978 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