Identification | Back Directory | [Name]
Eicosapentaenoyl Serotonin | [CAS]
199875-71-3 | [Synonyms]
Eicosapentaenoyl Serotonin Eicosapentaenoyl Serotonin Exclusive (5Z,8Z,11Z,14Z,17Z)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]icosa-5,8,11,14,17-pentaenamide 5,8,11,14,17-Eicosapentaenamide, N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-, (5Z,8Z,11Z,14Z,17Z)- | [Molecular Formula]
C30H40N2O2 | [MDL Number]
MFCD18428062 | [MOL File]
199875-71-3.mol | [Molecular Weight]
460.65 |
Chemical Properties | Back Directory | [Boiling point ]
681.5±55.0 °C(Predicted) | [density ]
1.053±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
≤20mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide | [form ]
solution in ethanol. | [pka]
10.08±0.40(Predicted) | [color ]
Colorless to light yellow |
Hazard Information | Back Directory | [Uses]
Eicosapentaenoyl Serotonin is a dual fatty acid amide hydrolase and TRPV1 antagonist. | [Biological Activity]
eicosapentaenoyl serotonin is a hybrid molecule patterned after arachidonoyl serotonin. arachidonoyl serotonin is an inhibitor of fatty acid amide hydrolase (faah) and also acts as an antagonist of transient receptor potential vanilloid-type 1 (trpv1) channels. arachidonoyl serotonin is analgesic, reducing both acute and chronic peripheral pain in rodents [1, 2]. the effects of replacement the arachidonoyl portion with eicosapentaenoic acid have not been investigated. replacement of arachidonate with saturated 11- or 12-carbon fatty acids generated compounds that potently inhibited capsaicin-induced trpv1 channel activation with an ic50 of 0.76 μm. this compound showed no effects on blocking faah-mediated hydrolysis of arachidonoyl ethanolamide with an ic50 of > 50 μm [1]. | [storage]
Store at -20°C | [References]
[1] ortar, g. ,cascio, m.g.,de petrocellis, l., et al. new n-arachidonoylserotonin analogues with potential "dual" mechanism of action against pain. journal of medicinal chemistry 50, 6554-6569 (2007). [2] maione, s. ,de petrocellis, l.,de novellis, v., et al. analgesic actions of n-arachidonoyl-serotonin, a fatty acid amide hydrolase inhibitor with antagonistic activity at vanilloid trpv1 receptors. british journal of pharmacology 150, 766-781 (2007). |
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