150881-27-9
Chemical Structure
WIN-64821
- CAS. Nr.: 150881-27-9
- Formula:C40H36N6O4
- Molecular Weight:664.77
IUPAC Name: (3S,3'S,5aR,5'aR,10bR,10'bR,11aS,11'aS)-3,3'-dibenzyl-2,2',3,3',5a,5'a,6,6',11,11a,11',11'a-dodecahydro-[10b,10'b-bipyrazino[1',2':1,5]pyrrolo[2,3-b]indole]-1,1',4,4'-tetraone
InChIKey: ZEANERNKMXBETI-BJHDJDSNSA-N
SMILES: O=C1N2[C@@]3([C@@](C=4C(N3)=CC=CC4)(C[C@]2(C(=O)N[C@H]1CC5=CC=CC=C5)[H])[C@@]67[C@@](N8[C@@](C6)(C(=O)N[C@@H](CC9=CC=CC=C9)C8=O)[H])(NC=%10C7=CC=CC%10)[H])[H]
Biological Activity: WIN-64821 is a secondary metabolite produced by Aspergillus species, and acts as a Neurokinin Receptor antagonist. The Ki values of WIN-64821 for NK1, NK2 and NK3 receptors are 0.24 (human astrocytoma cells), 0.26 (rat duodenum) and 15.2 (guinea pig forebrain) μM, respectively. WIN-64821 inhibits apamin-induced contraction of rat vas deferens, blocks substance P-induced contraction of guinea pig ileum and Ca2+ efflux in human astrocytoma cells. WIN-64821 is applicable to analgesic and anti-inflammatory research[1][2].
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WIN-64821 | WIN-64821 is a secondary metabolite produced by Aspergillus species, and acts as a Neurokinin Receptor antagonist. The Ki values of WIN-64821 for NK1, NK2 and NK3 receptors are 0.24 (human astrocytoma cells), 0.26 (rat duodenum) and 15.2 (guinea pig forebrain) μM, respectively. WIN-64821 inhibits apamin-induced contraction of rat vas deferens, blocks substance P-induced contraction of guinea pig ileum and Ca2+ efflux in human astrocytoma cells. WIN-64821 is applicable to analgesic and anti-inflammatory research. | |||||||||||||||||||||
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References
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[1]. Oleynek JJ, et al. WIN 64821, a novel neurokinin antagonist produced by an Aspergillus sp. II. Biological activity. The Journal of Antibiotics. 1994 Apr 25;47(4):399-410.
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[2]. Barrow CJ, et al. WIN 64821, a new competitive antagonist to substance P, isolated from an Aspergillus species: structure determination and solution conformation. The Journal of Organic Chemistry. 1993 Oct;58(22):6016-21.
