N-Oleoyl Dopamine

N-Oleoyl dopamine (ODA) is a selective, endogenous vanilloid receptor 1 (VR1) agonist isolated from bovine brain. Structurally, it is the amide of oleic acid and dopamine and is therefore a "hybrid" analog which incorporates components of both the anandamide-like and dopamine neurotransmitter pathways. ODA binds to the human recombinant VR1 with a Ki of 36 nM making it equipotent to capsaicin and slightly more potent than N-arachidonoyl dopamine in this assay. It causes hyperalgesia and nocifensive behavior that is blocked by the VR1 antagonist iodo-resiniferatoxin. ODA is selective for VR1 based on observations that it has weak affinity for the rat CB1 receptor (Ki of 1.6 µM) and is a very weak inhibitor of FAAH. ODA is also a potent inhibitor of 5-lipoxygenase from rat basophilic leukemia-1 (RBL-1) cells, with a IC50 of 7.5 nM.Formal Name: N-[2-(3,4-dihydroxyphenyl)ethyl]-9Z-octadecenamide. CAS Number: 105955-11-1. Synonyms: ODA. Molecular Formula: C26H43NO3. Formula Weight: 417.6. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 20 mg/ml, Ethanol: 50 mg/ml, Ethanol:PBS (pH 7.2) (1:1): 500 µg/ml. lambdamax: 283 nm. SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)NCCc1ccc(O)c(O)c1. InChi Code: InChI=1S/C26H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-26(30)27-21-20-23-18-19-24(28)25(29)22-23/h9-10,18-19,22,28-29H,2-8,11-17,20-21H2,1H3,(H,27,30)/b10-9-. InChi Key: QQBPLXNESPTPNU-KTKRTIGZSA-N.