| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2009-07-24 18:03:04 -0600 |
| Update Date |
2013-02-08 17:29:20 -0700 |
| HMDB ID |
HMDB12567 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
13-HETE |
| Description |
13-Hydroxyeicosatetraenoic acid is one of the main metabolites of 15-lipoxygenases (15-LOXs), are endogenous ligands of PPARr. It can inhibit cell proliferation and induce apoptosis in several types of human cancer. 13-HETE is an arachidonic acid metabolite in rat liver microsomes, and is a metabolite of red algae.Hydroxyeicosatetraenoic acids (HETEs) are formed in numerous cell types by enzymatically-mediated hydroxylation of arachidonic acid. There are three distinct enzymes involved in HETE biosynthesis:lipoxygenase (LOX), prostaglandin H (PGH) synthase, and cytochrome P-450. LOX- and PGH-synthase-mediated arachidonic acid metabolism is normally highly stereoselective. |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- 13-Hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoate
- 13-Hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid
|
| Chemical Formula |
C20H32O3 |
| Average Molecular Weight |
320.4663 |
| Monoisotopic Molecular Weight |
320.23514489 |
| IUPAC Name |
(5Z,8Z,11Z,14Z)-13-hydroxyicosa-5,8,11,14-tetraenoic acid |
| Traditional IUPAC Name |
(5Z,8Z,11Z,14Z)-13-hydroxyicosa-5,8,11,14-tetraenoic acid |
| CAS Registry Number |
151910-72-4 |
| SMILES |
CCCCC\C=C/C(O)\C=C/C\C=C/C\C=C/CCCC(O)=O |
| InChI Identifier |
InChI=1S/C20H32O3/c1-2-3-4-10-13-16-19(21)17-14-11-8-6-5-7-9-12-15-18-20(22)23/h6-9,13-14,16-17,19,21H,2-5,10-12,15,18H2,1H3,(H,22,23)/b8-6-,9-7-,16-13-,17-14- |
| InChI Key |
SAKQICHVWOJSNI-BWWNDVLWSA-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 |
|
| Biofunction |
- Cell signaling
- Fuel and energy storage
- Fuel or energy source
- Membrane integrity/stability
|
| Application |
- Nutrients
- Stabilizers
- Surfactants and Emulsifiers
|
| Cellular locations |
|
| 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 |
|
| Spectra |
|---|
|
Not Available
|
| Biological Properties |
|---|
| Cellular Locations |
|
| 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 |
| External Links |
|---|
| DrugBank ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB029131 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
Not Available |
| KEGG Compound ID |
Not Available |
| BioCyc ID |
Not Available |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB12567  |
| Metagene Link |
HMDB12567 |
| METLIN ID |
Not Available |
| PubChem Compound |
53481471 |
| PDB ID |
Not Available |
| ChEBI ID |
Not Available |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available
|
