lanreotide   Click here for help

GtoPdb Ligand ID: 2031

Synonyms: BIM 23014 | DC 13-116 | lanreotide acetate | Somatuline®
Approved drug
lanreotide is an approved drug (UK (2001), FDA (2007))
Comment: Lanreotide is a synthetic analogue of somatostatin. The compound is represented by a PubChem entry (linked to above) without specified stereochemistry, while ChEMBL represents lantreotide with the entry CHEMBL1201185.
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES NCCCCC1NC(=O)C(NC(=O)C(Cc2ccc(cc2)O)NC(=O)C(CSSCC(NC(=O)C(NC1=O)C(C)C)C(=O)NC(C(=O)N)C(O)C)NC(=O)C(Cc1ccc2c(c1)cccc2)N)Cc1c[nH]c2c1cccc2
Isomeric SMILES NCCCCC1NC(=O)C(NC(=O)C(Cc2ccc(cc2)O)NC(=O)C(CSSCC(NC(=O)C(NC1=O)C(C)C)C(=O)NC(C(=O)N)C(O)C)NC(=O)C(Cc1ccc2c(c1)cccc2)N)Cc1c[nH]c2c1cccc2
InChI InChI=1S/C54H69N11O10S2/c1-29(2)45-54(75)63-44(53(74)65-46(30(3)66)47(57)68)28-77-76-27-43(62-48(69)38(56)23-32-15-18-33-10-4-5-11-34(33)22-32)52(73)60-41(24-31-16-19-36(67)20-17-31)50(71)61-42(25-35-26-58-39-13-7-6-12-37(35)39)51(72)59-40(49(70)64-45)14-8-9-21-55/h4-7,10-13,15-20,22,26,29-30,38,40-46,58,66-67H,8-9,14,21,23-25,27-28,55-56H2,1-3H3,(H2,57,68)(H,59,72)(H,60,73)(H,61,71)(H,62,69)(H,63,75)(H,64,70)(H,65,74)
InChI Key PUDHBTGHUJUUFI-UHFFFAOYSA-N
References
1. Bruns C, Raulf F, Hoyer D, Schloos J, L├╝bbert H, Weckbecker G. (1996)
Binding properties of somatostatin receptor subtypes.
Metab Clin Exp, 45 (8 Suppl 1): 17-20. [PMID:8769372]
2. Meyerhof W. (1998)
The elucidation of somatostatin receptor functions: a current view.
Rev Physiol Biochem Pharmacol, 133: 55-108. [PMID:9600011]
3. Patel YC, Srikant CB. (1994)
Subtype selectivity of peptide analogs for all five cloned human somatostatin receptors (hsstr 1-5).
Endocrinology, 135 (6): 2814-7. [PMID:7988476]
4. Raynor K, Murphy WA, Coy DH, Taylor JE, Moreau JP, Yasuda K, Bell GI, Reisine T. (1993)
Cloned somatostatin receptors: identification of subtype-selective peptides and demonstration of high affinity binding of linear peptides.
Mol Pharmacol, 43 (6): 838-44. [PMID:8100350]
5. Siehler S, Seuwen K, Hoyer D. (1998)
[125I]Tyr10-cortistatin14 labels all five somatostatin receptors.
Naunyn Schmiedebergs Arch Pharmacol, 357 (5): 483-9. [PMID:9650799]
6. Siehler S, Seuwen K, Hoyer D. (1998)
[125I][Tyr3]octreotide labels human somatostatin sst2 and sst5 receptors.
Eur J Pharmacol, 348 (2-3): 311-20. [PMID:9652348]
7. Siehler S, Seuwen K, Hoyer D. (1999)
Characterisation of human recombinant somatostatin receptors. 1. Radioligand binding studies.
Naunyn Schmiedebergs Arch Pharmacol, 360 (5): 488-99. [PMID:10598788]