| Record Information |
| Version |
3.5 |
| Creation Date |
2007-05-23 04:28:31 -0600 |
| Update Date |
2013-02-08 17:14:51 -0700 |
| HMDB ID |
HMDB06465 |
| Secondary Accession Numbers |
|
| Metabolite Identification |
| Common Name |
Leukotriene F4 |
| Description |
Leukotriene F4 is an intermediate in Arachidonic acid metabolism. Leukotriene F4 is converted from Leukotriene E4 via the enzyme Transferases (EC 2.3.2.-).Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways. |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- 5S-Hydroxy-6R-(S-glutamylcysteinyl)-7E,9E,11Z,14Z-eicosatetraenoate
- 5S-Hydroxy-6R-(S-glutamylcysteinyl)-7E,9E,11Z,14Z-eicosatetraenoic acid
- LTF4
|
| Chemical Formula |
C28H44N2O8S |
| Average Molecular Weight |
568.723 |
| Monoisotopic Molecular Weight |
568.281837084 |
| IUPAC Name |
(5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid |
| Traditional IUPAC Name |
leukotriene F4 |
| CAS Registry Number |
Not Available |
| SMILES |
CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O)[C@@H](O)CCCC(O)=O |
| InChI Identifier |
InChI=1S/C28H44N2O8S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-24(23(31)15-14-17-26(33)34)39-20-22(28(37)38)30-25(32)19-18-21(29)27(35)36/h6-7,9-13,16,21-24,31H,2-5,8,14-15,17-20,29H2,1H3,(H,30,32)(H,33,34)(H,35,36)(H,37,38)/b7-6-,10-9-,12-11+,16-13+/t21-,22-,23-,24+/m0/s1 |
| InChI Key |
PYSODLWHFWCFLV-VJBFNVCUSA-N |
| Chemical Taxonomy |
| Kingdom |
Organic Compounds |
| Super Class |
Lipids |
| Class |
Eicosanoids |
| Sub Class |
Leukotrienes |
| Other Descriptors |
- Aliphatic Acyclic Compounds
- Hydroxy Fatty Acids
- Organic Compounds
- Thia Fatty Acids
- Unsaturated Fatty Acids
|
| Substituents |
- Acyclic Alkene
- Alpha Amino Acid Or Derivative
- Carboxamide Group
- Carboxylic Acid
- Hydroxyeicosatetraenoic Acid
- N Acyl Alpha Amino Acid
- N Substituted Alpha Amino Acid
- Primary Aliphatic Amine (Alkylamine)
- Secondary Alcohol
- Secondary Carboxylic Acid Amide
- Thioether
- Tricarboxylic Acid Derivative
|
| Direct Parent |
Leukotrienes |
| Ontology |
| Status |
Detected and Quantified |
| Origin |
|
| Biofunction |
- Cell signaling
- Fuel and energy storage
- Fuel or energy source
- Membrane integrity/stability
|
| Application |
- Nutrients
- Stabilizers
- Surfactants and Emulsifiers
|
| Cellular locations |
- Cytoplasm
- 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 |
|
| Spectra |
|
Not Available
|
| Biological Properties |
| Cellular Locations |
- Cytoplasm
- Extracellular
- Membrane
|
| Biofluid Locations |
|
| Tissue Location |
Not Available
|
| Pathways |
Not Available
|
| Normal Concentrations |
|
| Blood |
Detected and Quantified |
|
0.000305 +/- 0.000069 uM |
Adult (>18 years old) |
Both |
Normal
|
|
|
| Abnormal Concentrations |
|
Not Available |
| Associated Disorders and Diseases |
| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
| DrugBank ID |
Not Available |
| DrugBank Metabolite ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB023925 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
4444440  |
| KEGG Compound ID |
C06462  |
| BioCyc ID |
Not Available |
| BiGG ID |
2705818  |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB06465  |
| Metagene Link |
HMDB06465  |
| METLIN ID |
Not Available |
| PubChem Compound |
5280938  |
| PDB ID |
Not Available |
| ChEBI ID |
Not Available |
| References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available |