Virodhamine
Names | |
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IUPAC name
2-aminoethyl (5Z,8Z,11Z,14Z)-icosa- 5,8,11,14-tetraenoate
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Other names
O-Arachidonoyl ethanolamine
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Identifiers | |
443129-35-9 | |
ChEMBL | ChEMBL187349 |
ChemSpider | 4650158 |
5554 | |
Jmol 3D model | Interactive image |
PubChem | 5712057 |
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Properties | |
C22H37NO2 | |
Molar mass | 347.53468 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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verify (what is ?) | |
Infobox references | |
Virodhamine (O-arachidonoyl ethanolamine; O-AEA) is an endocannabinoid and a nonclassic eicosanoid, derived from arachidonic acid. O-Arachidonoyl ethanolamine is arachidonic acid and ethanolamine joined by an ester linkage, the opposite of the amide linkage found in anandamide. Based on this opposite orientation, the molecule was named virodhamine from the Sanskrit word virodha, which means opposition. It acts as an antagonist of the CB1 receptor and agonist of the CB2 receptor. Concentrations of virodhamine in the human hippocampus are similar to those of anandamide, but they are 2- to 9-fold higher in peripheral tissues that express CB2. Virodhamine lowers body temperature in mice, demonstrating cannabinoid activity in vivo.[1]
See also
References
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- Articles without KEGG source
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- Chemical articles using a fixed chemical formula
- Eicosanoids
- Endocannabinoids
- Amides
- CB1 receptor antagonists
- CB2 receptor agonists
- Alkene stubs
- Biochemistry stubs
- Cannabinoid stubs