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Chemical structure of Tyr-(D-Dab⁴,Arg⁵,D-Trp⁸)-cyclo-Somatostatin-14 (4-11)

GA23649

Tyr-(D-Dab⁴,Arg⁵,D-Trp⁸)-cyclo-Somatostatin-14 (4-11)

Also known as (2S)-2-amino-N-[(3S,6S,9S,12R,15S,18S,21S,24R)-9-(4-aminobutyl)-3,15,18-tribenzyl-21-[3-(diaminomethylideneamino)propyl]-6-[(1R)-1-hydroxyethyl]-12-(1H-indol-3-ylmethyl)-2,5,8,11,14,17,20,23-octaoxo-1,4,7,10,13,16,19,22-octazacyclohexacos-24-yl]-3-(4-hydroxyphenyl)propanamide

High affinity ligand for all five somatostatin receptors (sst1-sst5)· In AtT-20 mouse anterior pituitary tumor cells which mainly express sst2 and sst5 receptors the binding affinity of this somatostatin analog was found to be higher than that of somatostatin-14 (H-1490) and octreotide (H-5972)· In a model of epileptogenesis, however, KE 108 did not exhibit antiepileptic activity suggesting that the high potency and efficacy of a synthetic ligand to all known somatostatin receptors may not reproduce entirely the effects of the natural ligand

ChemicalCAS496849-46-8MW1276.51FormulaC67H85N15O11
CAS number
496849-46-8
Molecular weight
1276.51
Formula
C67H85N15O11
Solubility
Soluble in DMSO
InChIKey
XRRYCKNEBSTWIE-PPRXGWNGSA-N
Catalogue number
GA23649
Brand
GLPBIO
Computed properties PubChem CID 117714479 · XLogP 3 · TPSA 435 Ų · H-bond donors 16
XLogP
3
TPSA
435 Ų
H-bond donors
16
H-bond acceptors
14
Rotatable bonds
21
Heavy atoms
93

SMILES C[C@H]([C@H]1C(=O)N[C@H](C(=O)NCC[C@H](C(=O)N[C@H](C(=O)N[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)CC4=CC=CC=C4)CC5=CC=CC=C5)CCCN=C(N)N)NC(=O)[C@H](CC6=CC=C(C=C6)O)N)CC7=CC=CC=C7)O

Computed descriptors from PubChem (CID 117714479), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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