| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2006-08-13 18:42:32 -0600 |
| Update Date |
2013-02-08 17:13:19 -0700 |
| HMDB ID |
HMDB04694 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
11,14,15-THETA |
| Description |
11,14,15-trihydroxyeicosatrienoic acid (11,14,15-THETA) is a metabolite of the 15-lipoxygenase (15-LO) pathway of arachidonic acid (AA). Increased amounts of 11,14,15-THETA are synthesized in subacute hypoxia. Prolonged exposure to reduced PO2 activates 15-LO in small pulmonary arteries (PA); activation of 15-LO is associated with translocation of the enzyme from the cytosol to membrane. 11,14,15-THETA is an endothelium-derived relaxing factor. (PMID: 12690037  , 9812980 , 15388505 , 14622984 ). |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- (5Z,8Z,12E)-11,14,15-Trihydroxyeicosa-5,8,12-trienoate
- (5Z,8Z,12E)-11,14,15-Trihydroxyeicosa-5,8,12-trienoic acid
- (5Z,8Z,12E)-11,14,15-Trihydroxyicosa-5,8,12-trienoate
- (5Z,8Z,12E)-11,14,15-Trihydroxyicosa-5,8,12-trienoic acid
- 11,14,15-Trihydroxy-5Z,8Z,12E-eicosatrienoate
- 11,14,15-Trihydroxy-5Z,8Z,12E-eicosatrienoic acid
- 11,14,15-Trihydroxyicosatrienoate
- 11,14,15-Trihydroxyicosatrienoic acid
|
| Chemical Formula |
C20H34O5 |
| Average Molecular Weight |
354.481 |
| Monoisotopic Molecular Weight |
354.240624198 |
| IUPAC Name |
(5Z,8Z,12E)-11,14,15-trihydroxyicosa-5,8,12-trienoic acid |
| Traditional IUPAC Name |
(5Z,8Z,12E)-11,14,15-trihydroxyicosa-5,8,12-trienoic acid |
| CAS Registry Number |
Not Available |
| SMILES |
CCCCCC(O)C(O)\C=C\C(O)C\C=C/C\C=C/CCCC(O)=O |
| InChI Identifier |
InChI=1S/C20H34O5/c1-2-3-9-13-18(22)19(23)16-15-17(21)12-10-7-5-4-6-8-11-14-20(24)25/h4,6-7,10,15-19,21-23H,2-3,5,8-9,11-14H2,1H3,(H,24,25)/b6-4-,10-7-,16-15+ |
| InChI Key |
YCFPVUKKIWMCJK-LTCHCNGXSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Lipids |
| Class |
Eicosanoids |
| Sub Class |
Hydroxyeicosatrienoic Acids |
| Other Descriptors |
- Aliphatic Acyclic Compounds
- Hydroxy Fatty Acids
- Organic Compounds
- Straight Chain Fatty Acids
- Unsaturated Fatty Acids
|
| Substituents |
- 1,2 Diol
- Acyclic Alkene
- Allyl Alcohol
- Carboxylic Acid
- Secondary Alcohol
|
| Direct Parent |
Hydroxyeicosatrienoic 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 |
|
| 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 |
FDB023410 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
10128354 |
| KEGG Compound ID |
C14814 |
| BioCyc ID |
Not Available |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB04694 |
| Metagene Link |
HMDB04694 |
| METLIN ID |
Not Available |
| PubChem Compound |
11954059 |
| PDB ID |
Not Available |
| ChEBI ID |
Not Available |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available |
