10115  N-Oleoyl Dopamine

ODA (CAS 105955-11-1)

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Chemical structure definitions are available for many Cayman products. See Chemical Structure Database for details.

N-Oleoyl dopamine (ODA) is a selective, endogenous vanilloid receptor 1 (VR1) agonist isolated from bovine brain.1 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.1 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.2,3
1  Chu, C.J., Huang, S.M., De Petrocellis, L., et al. N-oleoyldopamine, a novel endogenous capsaicin-like lipid that produces hyperalgesia. J Biol Chem 278(16) 13633-13639 (2003).
2  Tseng, C., Iwakami, S., Mikajiri, A., et al. Inhibition of in vitro prostaglandin and leukotriene biosyntheses by cinnamoyl-β-phenethylamine and N-acyldopamine derivatives. Chem Pharm Bull 40(2) 396-400 (1992).
3  Iwakami, S., Shibuya, M., Tseng, C., et al. Inhibition of arachidonate 5-lipoxygenase by phenolic compounds. Chem Pharm Bull 34 3960-3963 (1986 Jun 30).


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Pricing updated 2010-03-14.
Prices are subject to change without notice.

Stability of this item is suitable for room temperature overnight shipping. If shipment on ice is desired, it must be requested when the order is placed.

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