[Thr4,Gly7]OT   Click here for help

GtoPdb Ligand ID: 2179

Synonyms: [Thr4,Gly7]oxytocin
Comment: Synthetic analogue of oxytocin. N.B the amino acid sequence of oxytocin is common across human, mouse and rat
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES CCC(C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NCC(=O)N)CC(C)C)CS)CC(=O)N)C(O)C)NC(=O)C(NC(=O)C(C=S)N)Cc1ccc(cc1)O)C
Isomeric SMILES CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)NCC(=O)N)CC(C)C)CS)CC(=O)N)[C@H](O)C)NC(=O)[C@@H](NC(=O)[C@H](C=S)N)Cc1ccc(cc1)O)C
InChI InChI=1S/C39H61N11O12S2/c1-6-19(4)31(49-37(60)25(46-33(56)23(40)16-63)12-21-7-9-22(52)10-8-21)38(61)50-32(20(5)51)39(62)47-26(13-28(41)53)36(59)48-27(17-64)35(58)44-15-30(55)45-24(11-18(2)3)34(57)43-14-29(42)54/h7-10,16,18-20,23-27,31-32,51-52,64H,6,11-15,17,40H2,1-5H3,(H2,41,53)(H2,42,54)(H,43,57)(H,44,58)(H,45,55)(H,46,56)(H,47,62)(H,48,59)(H,49,60)(H,50,61)/t19-,20+,23-,24-,25-,26-,27-,31-,32-/m0/s1
InChI Key SJRRTEZQOSELMP-IKNHWLCZSA-N
References
1. Chini B, Mouillac B, Balestre MN, Trumpp-Kallmeyer S, Hoflack J, Hibert M, Andriolo M, Pupier S, Jard S, Barberis C. (1996)
Two aromatic residues regulate the response of the human oxytocin receptor to the partial agonist arginine vasopressin.
FEBS Lett, 397 (2-3): 201-6. [PMID:8955347]
2. Elands J, Barberis C, Jard S. (1988)
[3H]-[Thr4,Gly7]OT: a highly selective ligand for central and peripheral OT receptors.
Am J Physiol, 254 (1 Pt 1): E31-8. [PMID:2827511]
3. Jasper JR, Harrell CM, O'Brien JA, Pettibone DJ. (1995)
Characterization of the human oxytocin receptor stably expressed in 293 human embryonic kidney cells.
Life Sci, 57 (24): 2253-61. [PMID:7475979]
4. Phalipou S, Cotte N, Carnazzi E, Seyer R, Mahe E, Jard S, Barberis C, Mouillac B. (1997)
Mapping peptide-binding domains of the human V1a vasopressin receptor with a photoactivatable linear peptide antagonist.
J Biol Chem, 272 (42): 26536-44. [PMID:9334232]
5. Tahara A, Saito M, Sugimoto T, Tomura Y, Wada K, Kusayama T, Tsukada J, Ishii N, Yatsu T, Uchida W et al.. (1998)
Pharmacological characterization of the human vasopressin receptor subtypes stably expressed in Chinese hamster ovary cells.
Br J Pharmacol, 125 (7): 1463-70. [PMID:9884074]