SEGLITIDE ACETATE

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

Structure Search

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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2858052 | https://www.ncbi.nlm.nih.gov/pubmed/2900206 | https://www.ncbi.nlm.nih.gov/pubmed/1680212 | https://adisinsight.springer.com/drugs/800000642

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
Characterisation of human recombinant somatostatin receptors. 1. Radioligand binding studies.	1999 Nov	10598788
Cloning, expression and pharmacological characterisation of the mouse somatostatin sst(5) receptor.	2000 Jun 8	10818261

Patents

Name

Type

Language

SEGLITIDE ACETATE

Official Name

English

SEGLITIDE ACETATE [USAN]

Common Name

English

CYCLO(N-METHYL-L-ALANYL-L-TYROSYL-D-TRYPTOPHYL-L-LYSYL-L-VALYL-L-PHENYLALANYL), ACETATE (1:1)

Common Name

English

CYCLIC(N-ME-ALA-TYR-D-TRP-LYS-VAL-PHE) ACETATE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C62799