Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C44H56N8O7.C2H4O2 |
Molecular Weight | 869.0168 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 6 / 6 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(O)=O.CC(C)[C@@H]1NC(=O)[C@H](CCCCN)NC(=O)[C@@H](CC2=CNC3=CC=CC=C23)NC(=O)[C@H](CC4=CC=C(O)C=C4)NC(=O)[C@H](C)N(C)C(=O)[C@H](CC5=CC=CC=C5)NC1=O
InChI
InChIKey=FIKSSPSBVSPVFU-WIKDFEFZSA-N
InChI=1S/C44H56N8O7.C2H4O2/c1-26(2)38-43(58)50-37(23-28-12-6-5-7-13-28)44(59)52(4)27(3)39(54)48-35(22-29-17-19-31(53)20-18-29)41(56)49-36(24-30-25-46-33-15-9-8-14-32(30)33)42(57)47-34(40(55)51-38)16-10-11-21-45;1-2(3)4/h5-9,12-15,17-20,25-27,34-38,46,53H,10-11,16,21-24,45H2,1-4H3,(H,47,57)(H,48,54)(H,49,56)(H,50,58)(H,51,55);1H3,(H,3,4)/t27-,34-,35-,36+,37-,38-;/m0./s1
Molecular Formula | C2H4O2 |
Molecular Weight | 60.052 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C44H56N8O7 |
Molecular Weight | 808.9648 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 6 / 6 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Seglitide (previously known as L363,586 or MK-678), a cyclic, hexapeptide analog of somatostatin-14, is a somatostatin receptor 2 (SSTR2) agonist. This compound was studied in Alzheimer's disease. Besides, it possessed inhibitory actions on rat growth hormone (GH) release and thus could have a role in the treatment of acromegaly. Intravenous and intranasal administration of seglitide to diabetic subjects was effective in reducing both fasting and postprandial hyperglycemia. Thus, this compound could be useful in the control of unstable diabetes. In addition, preclinical studies have shown that seglitide had potential as a treatment for diabetic retinopathy and macular degeneration. However, the further studied of this compound were discontinued.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Cloned somatostatin receptors: identification of subtype-selective peptides and demonstration of high affinity binding of linear peptides. | 1993 Jun |
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Subtype selectivity of peptide analogs for all five cloned human somatostatin receptors (hsstr 1-5). | 1994 Dec |
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Binding properties of somatostatin receptor subtypes. | 1996 Aug |
|
The elucidation of somatostatin receptor functions: a current view. | 1998 |
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[125I]Tyr10-cortistatin14 labels all five somatostatin receptors. | 1998 May |
|
[125I][Tyr3]octreotide labels human somatostatin sst2 and sst5 receptors. | 1998 May 8 |
|
Synthesis and biological activities of potent peptidomimetics selective for somatostatin receptor subtype 2. | 1998 Sep 1 |
|
Characterisation of human recombinant somatostatin receptors. 1. Radioligand binding studies. | 1999 Nov |
|
Cloning, expression and pharmacological characterisation of the mouse somatostatin sst(5) receptor. | 2000 Jun 8 |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 07:48:53 GMT 2023
by
admin
on
Sat Dec 16 07:48:53 GMT 2023
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Record UNII |
URM20C99DG
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C62799
Created by
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Code System | Code | Type | Description | ||
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CHEMBL311695
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URM20C99DG
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9854212
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DTXSID80244001
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X-96
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C152318
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99248-33-6
Created by
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PRIMARY |
Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |
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ACTIVE MOIETY |