Xenin-25 (acetate)

Xenin-25 is an endogenous peptide and a neurotensin (NTS) receptor ligand. It binds to NTS receptors in HEK293 cell membranes expressing the mouse receptor. It is expressed in K cells in the small intestine and co-secreted with glucose-dependent insulinotropic polypeptide (GIP). Xenin-25 (1 µM) stimulates the release of insulin in BRIN-BD11 rat pancreatic beta-cells in the presence of glucose and increases the insulinotropic response of glucagon-like peptide 1 (GLP-1), GIP, and neurotensin in the same cells. It prevents increases in plasma glucose levels in mice when administered 30 minutes before a subcutaneous injection of glucose. Xenin-25 inhibits gastric acid release stimulated by pentagastrin (Cay28546), increases pancreatic protein secretion, and stimulates contraction of the jejunum in anesthetized dogs.. SMILES: O=C(N[C@H](C(N[C@]([C@H](O[H])C)([H])C(N[C@@H](CCCCN[H])C(N[C@H](C(N[C@@H](CCC(O)=O)C(N[C@]([C@H](O[H])C)([H])C(N[C@@H](CCCCN[H])C(N[C@@H](CO[H])C(N[C@H](C(N[C@@H](CCC/N=C(N[H])/N)C(N[C@@H](C(C)C)C(N[C@@H](CCCCN[H])C(NCC(N[C@H](C(N[C@@H](CO[H])C(N[C@H](C(N[C@@H](CC1=CN([H])C=N1)C(N2CCC[C@H]2C(N[C@@H](CCCCN[H])C(N[C@@H](CCC/N=C(N[H])/N)C(N3CCC[C@H]3C(N[C@@H](CC4=CN([H])C5=C4C=CC=C5)C(N[C@@](C(N[C@H](C(O)=O)CC(C)C)=O)([H])[C@@H](C)CC)=O)=O)=O)=O)=O)=O)=O)CC6=CC=CC=C6)=O)=O)CC(C)C)=O)=O)=O)=O)=O)C)=O)=O)=O)=O)=O)CC7=CC=CC=C7)=O)=O)=O)CC(C)C)[C@H](CCSC)N[H].CC(O)=O. InChi Code: InChI=1S/C139H224N38O32S.C2H4O2/c1-15-79(10)111(132(203)169-103(137(208)209)64-77(6)7)173-126(197)101(67-85-69-152-89-41-23-22-40-87(85)89)167-130(201)107-49-34-59-176(107)135(206)96(47-33-58-151-139(147)148)163-117(188)91(43-25-29-54-141)159-129(200)106-48-35-60-177(106)136(207)102(68-86-70-149-74-154-86)168-124(195)100(66-84-38-20-17-21-39-84)166-128(199)105(73-179)171-122(193)97(62-75(2)3)156-108(182)71-153-116(187)90(42-24-28-53-140)160-131(202)110(78(8)9)172-120(191)94(46-32-57-150-138(145)146)157-114(185)80(11)155-127(198)104(72-178)170-119(190)93(45-27-31-56-143)162-133(204)112(81(12)180)174-121(192)95(50-51-109(183)184)158-123(194)99(65-83-36-18-16-19-37-83)165-118(189)92(44-26-30-55-142)161-134(205)113(82(13)181)175-125(196)98(63-76(4)5)164-115(186)88(144)52-61-210-14,1-2(3)4/h16-23,36-41,69-70,74-82,88,90-107,110-113,152,178-181H,15,24-35,42-68,71-73,140-144H2,1-14H3,(H,149,154)(H,153,187)(H,155,198)(H,156,182)(H,157,185)(H,158,194)(H,159,200)(H,160,202)(H,161,205)(H,162,204)(H,163,188)(H,164,186)(H,165,189)(H,166,199)(H,167,201)(H,168,195)(H,169,203)(H,170,190)(H,171,193)(H,172,191)(H,173,197)(H,174,192)(H,175,196)(H,183,184)(H,208,209)(H4,145,146,150)(H4,147,148,151),1H3,(H,3,4)/t79-,80-,81+,82+,88-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,110-,111-,112-,113-,/m0./s1. InChi Key: RZITYMYGJDRACU-OQVOPOPSSA-N