Spantide I (trifluoroacetate salt)

A peptide antagonist of the NK1 receptor (Ki = 177.83 nM), selective for NK1 receptors over NK1 and NK3 receptors (Kis = 5,000 and >10,000 nM, respectively), induces histamine release from isolated rat mast cells (EC50 = 2.5 µM), inhibits neurokinin B-induced contractions in isolated and perfused guinea pig taenia coli when used at a concentration of 10 µM, increases the latency to withdrawal in the tail-flick- or hot plate test but also induces hindlimb paralysis in rats when administered intrathecally at 2 µg/animal, decreases corneal P. aeruginosa levels and polymorphonuclear cell infiltration, reduces corneal Il-1beta levels, and increases corneal Il-10 levels in a mouse model of corneal P. aeruginosa infection at 36 µg/animal per day for five days. Formulation: A solid. InChI: InChI=1S/C75H108N20O13.C2HF3O2/c1-42(2)35-55(64(80)98)89-67(101)56(36-43(3)4)90-69(103)59(39-46-41-85-51-23-11-9-20-48(46)51)93-68(102)57(37-44-17-6-5-7-18-44)91-70(104)58(38-45-40-84-50-22-10-8-19-47(45)50)92-66(100)52(27-29-62(78)96)86-65(99)53(28-30-63(79)97)87-71(105)61-26-16-34-95(61)74(108)54(24-12-13-31-76)88-72(106)60-25-15-33-94(60)73(107)49(77)21-14-32-83-75(81)82,3-2(4,5)1(6)7/h5-11,17-20,22-23,40-43,49,52-61,84-85H,12-16,21,24-39,76-77H2,1-4H3,(H2,78,96)(H2,79,97)(H2,80,98)(H,86,99)(H,87,105)(H,88,106)(H,89,101)(H,90,103)(H,91,104)(H,92,100)(H,93,102)(H4,81,82,83),(H,6,7)/t49-,52+,53+,54+,55+,56+,57+,58-,59-,60+,61+,/m1./s1. InChIKey: YZTGFYJGWVAWPR-BHCZHNAISA-N. SMILES: O=C(N[C@H](CC1=CNC2=CC=CC=C21)C(N[C@@H](CC3=CC=CC=C3)C(N[C@H](CC4=CNC5=CC=CC=C54)C(N[C@H](C(N[C@@H](CC(C)C)C(N)=O)=O)CC(C)C)=O)=O)=O)[C@@H](NC([C@@H](NC([C@H]6N(C([C@H](CCCCN)NC([C@H]7N(C([C@@H](CCCNC(N)=N)N)=O)CCC7)=O)=O)CCC6)=O)CCC(N)=O)=O)CCC(N)=O.O=C(O)C(F)(F)F