N-Arachidonoyl-L-Serine-d8

N-Arachidonoyl-L-serine-d8 (ARA-S-d8) contains eight deuterium atoms at the 5, 6, 8, 9, 11, 12, 14, and 15 positions. It is intended for use as an internal standard for the quantification of ARA-S (Cay-10005455) by GC- or LC-mass spectrometry. Arachidonoyl amides of both amino acids and neurotransmitters such as dopamine have been previously reported in the literature. ARA-S is one such recently isolated endocannabinoid with an unusual activity profile. ARA-S does not bind to CB1 and CB2 receptors or vanilloid receptor 1. Like cannabidiol (Cay-90080), ARA-S (5 mg/kg) antagonizes the hypotensive effects of a 10 mg/kg IV bolus of abnormal cannabidiol (Abn-CBD, CAY10429 Cay-10004259) in an anesthetized rat blood pressure model. However, similar to Abn-CBD, ARA-S relaxes isolated rat mesenteric arteries and abdominal aorta, as well as increases phosphorylation of Akt and MAPK in HUVEC. The precise mechanisms of action by ARA-S and Abn-DBD in various vascular preparations appears to be different and requires further investigation.Formal Name: N-[1-oxo-5Z,8Z,11Z,14Z-eicosatetraenyl]-L-serine-5,6,8,9,11,12,14,15-d8. CAS Number: 2699607-45-7. Synonyms: ARA-S-d8. Molecular Formula: C23H29D8NO4. Formula Weight: 399.6. Purity: >99% deuterated forms (d1-d8). Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, Ethanol: 30 mg/ml, PBS (pH 7.2): 2 mg/ml. SMILES: CCCCC/C([2H])=C([2H])\C/C([2H])=C([2H])\C/C([2H])=C([2H])\C/C([2H])=C([2H])\CCCC(N[C@@H](CO)C(O)=O)=O. InChi Code: InChI=1S/C23H37NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(26)24-21(20-25)23(27)28/h6-7,9-10,12-13,15-16,21,25H,2-5,8,11,14,17-20H2,1H3,(H,24,26)(H,27,28)/b7-6-,10-9-,13-12-,16-15-/i6D,7D,9D,10D,12D,13D,15D,16D. InChi Key: FQUVPTVNRMUOPO-FBFLGLDDSA-N.