64854-64-4
Chemical Structure
FK 33-824
- CAS No.: 64854-64-4
- Formula:C29H41N5O7S
- Molecular Weight:603.73
IUPAC Name: (2S)-N-(L-tyrosyl-D-alanylglycyl)-2-(((2S)-1-hydroxy-4-(methylsulfinyl)butan-2-yl)(methyl)amino)-3-phenylpropanamide
InChIKey: PKMZOKPYGPSHPV-IQNHEXCWSA-N
SMILES: O=C([C@@H](N(C)[C@@H](CCS(C)=O)CO)CC1=CC=CC=C1)NC(CNC([C@H](NC([C@@H](N)CC2=CC=C(C=C2)O)=O)C)=O)=O
Biological Activity: FK 33-824 is a μ-opioid receptor agonist. FK 33-824 binds μ/δ opioid receptors to an equal extent, increases hippocampal CA1 population spikes, and inhibits basal and vasopressin-stimulated pituitary ACTH release and Oestradiol secretion. FK 33-824 inhibits sensory-evoked dorsal horn responses accompanied by chronic tolerance/cross-tolerance, produces analgesic effects, and abolishes estradiol responses[1][2][3][4][5][6][7].
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FK 33-824 | FK 33-824 is a μ-opioid receptor agonist. FK 33-824 binds μ/δ opioid receptors to an equal extent, increases hippocampal CA1 population spikes, and inhibits basal and vasopressin-stimulated pituitary ACTH release and Oestradiol secretion. FK 33-824 inhibits sensory-evoked dorsal horn responses accompanied by chronic tolerance/cross-tolerance, produces analgesic effects, and abolishes estradiol responses. | |||||||||||||||||||||
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References
- [1]. Lamberts SW, et al. The Met-enkephalin analog FK 33-824 directly inhibits ACTH release by the rat pituitary gland in vitro. Life Sciences. 1983 Mar 14;32(11):1167-73.
- [2]. Dunwiddie TV, et al. Bremazocine differentially antagonizes responses to selective mu and delta opioid receptor agonists in rat hippocampus. British journal of pharmacology. 1987 Jul;91(3):523-30.
- [3]. Lamberts SW, et al. The met-enkephalin analog FK 33-824 and naloxone do not directly influence cortisol secretion by cultured human adrenocortical cells. Life sciences. 1983 Feb 14;32(7):755-8.
- [4]. Kaminski T, et al. The involvement of protein kinases in signalling of opioid agonist FK 33-824 in porcine granulosa cells. Animal reproduction science. 2006 Jan;91(1-2):107-22.
- [5]. Manara L, et al. Inhibition of gastrointestinal transit by morphine and FK 33-824 in the rat and comparative narcotic antagonist properties of naloxone and its N-methyl quaternary analog. Life sciences. 31(12-13):1271-4.
- [6]. Crain SM, et al. Development of tolerance to opiates and opioid peptides in organotypic cultures of mouse spinal cord. Life Sciences. 1979 Nov 19;25(21):1797-802.
- [7]. Kaminski T, et al. Action of the opioid agonist FK 33-824 on porcine small and large luteal cells from the mid-luteal phase: effect on progesterone, cAMP, cGMP and inositol phosphate release. Animal reproduction science. 1999 Aug 16;56(3-4):245-57.
