neurotensin   Click here for help

GtoPdb Ligand ID: 1579

Synonyms: NT
Comment: Note that the sequence for bovine neurotensin is the same as the human and rodent peptides.
Species: Human, Mouse, Rat, Bovine
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: neurotensin

2D Structure
Click here for help
Click here for structure editor
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES NCCCCC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CC(C)C)C(CC)C)Cc1ccc(cc1)O)CCCN=C(N)N)CCCN=C(N)N)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C1CCC(=O)N1)CC(C)C)Cc1ccc(cc1)O)CCC(=O)O)CC(=O)N
Isomeric SMILES NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CC(C)C)[C@H](CC)C)Cc1ccc(cc1)O)CCCN=C(N)N)CCCN=C(N)N)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)CC(C)C)Cc1ccc(cc1)O)CCC(=O)O)CC(=O)N
InChI InChI=1S/C78H121N21O20/c1-7-43(6)63(73(115)96-57(76(118)119)37-42(4)5)97-70(112)55(39-45-21-25-47(101)26-22-45)95-72(114)59-18-13-35-99(59)75(117)52(16-11-33-86-78(83)84)90-64(106)48(15-10-32-85-77(81)82)89-71(113)58-17-12-34-98(58)74(116)51(14-8-9-31-79)91-69(111)56(40-60(80)102)94-66(108)50(28-30-62(104)105)88-68(110)54(38-44-19-23-46(100)24-20-44)93-67(109)53(36-41(2)3)92-65(107)49-27-29-61(103)87-49/h19-26,41-43,48-59,63,100-101H,7-18,27-40,79H2,1-6H3,(H2,80,102)(H,87,103)(H,88,110)(H,89,113)(H,90,106)(H,91,111)(H,92,107)(H,93,109)(H,94,108)(H,95,114)(H,96,115)(H,97,112)(H,104,105)(H,118,119)(H4,81,82,85)(H4,83,84,86)/t43-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,63-/m0/s1
InChI Key PCJGZPGTCUMMOT-ISULXFBGSA-N
References
1. Botto JM, Chabry J, Sarret P, Vincent JP, Mazella J. (1998)
Stable expression of the mouse levocabastine-sensitive neurotensin receptor in HEK 293 cell line: binding properties, photoaffinity labeling, and internalization mechanism.
Biochem. Biophys. Res. Commun., 243 (2): 585-90. [PMID:9480852]
2. Craig AG, Norberg T, Griffin D, Hoeger C, Akhtar M, Schmidt K, Low W, Dykert J, Richelson E, Navarro V et al.. (1999)
Contulakin-G, an O-glycosylated invertebrate neurotensin.
J. Biol. Chem., 274 (20): 13752-9. [PMID:10318778]
3. Cusack B, Jansen K, McCormick DJ, Chou T, Pang Y, Richelson E. (2000)
A single amino acid of the human and rat neurotensin receptors (subtype 1) determining the pharmacological profile of a species-selective neurotensin agonist.
Biochem. Pharmacol., 60 (6): 793-801. [PMID:10930533]
4. Hermans E, Geurts M, Maloteaux JM. (1997)
Agonist and antagonist modulation of [35S]-GTP gamma S binding in transfected CHO cells expressing the neurotensin receptor.
Br. J. Pharmacol., 121 (8): 1817-23. [PMID:9283723]
5. Labbé-Jullié C, Barroso S, Nicolas-Etève D, Reversat JL, Botto JM, Mazella J, Bernassau JM, Kitabgi P. (1998)
Mutagenesis and modeling of the neurotensin receptor NTR1. Identification of residues that are critical for binding SR 48692, a nonpeptide neurotensin antagonist.
J. Biol. Chem., 273 (26): 16351-7. [PMID:9632698]
6. Mazella J, Botto JM, Guillemare E, Coppola T, Sarret P, Vincent JP. (1996)
Structure, functional expression, and cerebral localization of the levocabastine-sensitive neurotensin/neuromedin N receptor from mouse brain.
J. Neurosci., 16 (18): 5613-20. [PMID:8795617]
7. Richard F, Barroso S, Martinez J, Labbé-Jullié C, Kitabgi P. (2001)
Agonism, inverse agonism, and neutral antagonism at the constitutively active human neurotensin receptor 2.
Mol. Pharmacol., 60 (6): 1392-8. [PMID:11723247]
8. Skrzydelski D, Lhiaubet AM, Lebeau A, Forgez P, Yamada M, Hermans E, Rostene W, Pelaprat D. (2003)
Differential involvement of intracellular domains of the rat NTS1 neurotensin receptor in coupling to G proteins: a molecular basis for agonist-directed trafficking of receptor stimulus.
Mol. Pharmacol., 64 (2): 421-9. [PMID:12869647]