| References |
| Formal Name |
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-9Z-11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18,18-d17 octadecenamide |
| Molecular Formula |
C28H27D17N2O2 |
| Formula Weight |
457.8 |
| Formulation |
A solution in ethanol |
| Purity |
≥99% deuterated product |
| Stability |
1 year |
| Storage |
-20°C |
| Shipping |
Wet Ice
in continental US; may vary elsewhere
|
| SMILES |
O=C(NCCC1=CNC2=CC=C(O)C=C12)CCCCCCC/C=CC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H]
|
Background Reading
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. Br J Pharmacol 150 766-781 (2007).
Ortar, G., Cascio, M.G., De Petrocellis, L., et al. New N-arachidonoylserotonin analogues with potential “dual” mechanism of action against pain. J Med Chem 50 6554-6569 (2007).
| Size |
Global Purchasing |
| 100 µg |
|
| 500 µg |
|
| 1 mg |
|
| 5 mg |
|
Description
Oleoyl serotonin-d17 contains 17 deuterium atoms at the 11, 11’, 12, 12’, 13, 13’, 14, 14’, 15, 15’, 16, 16’, 17, 17’, 18, 18, and 18 positions. It is intended for use as an internal standard for the quantification of oleoyl serotonin by GC- or LC-mass spectrometry. Oleoyl serotonin is a hybrid molecule patterned after arachidonoyl serotonin (Item No. 70665). Arachidonoyl serotonin is a dual antagonist of fatty acid amide hydrolase (FAAH) and the transient receptor potential vanilloid-type 1 (TRPV1) channel, reducing both acute and chronic peripheral pain.1,2 Oleoyl Serotonin inhibits capsaicin-induced TRPV1 channel activation (IC50 = 2.57 μM) without blocking FAAH-mediated hydrolysis of arachidonoyl ethanolamine (IC50 > 50 μM).1
1
Ortar, G., Cascio, M.G., De Petrocellis, L., et al. New N-arachidonoylserotonin analogues with potential “dual” mechanism of action against pain. J Med Chem 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. Br J Pharmacol 150 766-781 (2007).
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