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Chemical structure of (D-Phe⁵,Cys⁶,¹¹,N-Me-D-Trp⁸)-Somatostatin-14 (5-12) amide

GA20147

(D-Phe⁵,Cys⁶,¹¹,N-Me-D-Trp⁸)-Somatostatin-14 (5-12) amide

Also known as (4R,7S,10S,13R,16S,19R)-10-(4-aminobutyl)-N-[(2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl]-19-[[(2R)-2-amino-3-phenylpropanoyl]amino]-16-benzyl-7-[(1R)-1-hydroxyethyl]-13-(1H-indol-3-ylmethyl)-14-methyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide

This synthetic somatostatin analog is selective for the human somatostatin receptor subtype 5 (hsst5) with a binding affinity similar to somatostatin-28· Its Kd +/-SEM values for hsst1, hsst2, hsst3, hsst4, and hsst5 are 1200 nM, 23·5 +/- 3·92 nM, 11·05 +/- 1·03 nM, > 1000 nM, and 0·61 +/- 0·36 nM, respectively· Due to its selectivity it might prove to be useful for evaluating hsst5-mediated responses

ChemicalCAS340821-13-8MW1046.28FormulaC50H67N11O10S2
CAS number
340821-13-8
Molecular weight
1046.28
Formula
C50H67N11O10S2
Solubility
Soluble in DMSO
InChIKey
XQOMHPQXEDJCGI-WWBNSYMRSA-N
Catalogue number
GA20147
Brand
GLPBIO
Computed properties PubChem CID 10653659 · XLogP 0.7 · TPSA 397 Ų · H-bond donors 12
XLogP
0.7
TPSA
397 Ų
H-bond donors
12
H-bond acceptors
14
Rotatable bonds
17
Heavy atoms
73

SMILES C[C@H]([C@H]1C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N([C@@H](C(=O)N[C@H](C(=O)N1)CCCCN)CC2=CNC3=CC=CC=C32)C)CC4=CC=CC=C4)NC(=O)[C@@H](CC5=CC=CC=C5)N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N)O

Computed descriptors from PubChem (CID 10653659), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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Lead time
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