ICROCAPTIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H40N8O5
Molecular Weight	484.5929
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN([C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)C(=O)CN

InChI

InChIKey=LPKPGXJXCZNDJO-JYJNAYRXSA-N

InChI=1S/C21H40N8O5/c1-2-28(17(30)13-23)16(8-3-4-10-22)19(32)29-12-6-9-15(29)18(31)27-14(20(33)34)7-5-11-26-21(24)25/h14-16H,2-13,22-23H2,1H3,(H,27,31)(H,33,34)(H4,24,25,26)/t14-,15-,16-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C21H40N8O5
Molecular Weight	484.5929
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15033251 | https://www.ncbi.nlm.nih.gov/pubmed/17948065

Icrocaptide, also known as ITF 1697, a chemically modified LYS-Pro tetrapeptide that was studied to reduce reperfusion injury. The ability of icrocaptide to inhibit the early functions of activated endothelial cells could be used as pharmacological tool in model of pathologies of a variety of microvascular disorders. In addition, tetrapeptide was involved in phase II clinical trials for patients undergoing percutaneous transluminal coronary angioplasty with or without coronary stenting. As a result, a trend toward reperfusion improvement was seen.

Originator

Approval Year

PubMed

Title	Date	PubMed
ITF1697, a stable Lys-Pro-containing peptide, inhibits weibel-palade body exocytosis induced by ischemia/reperfusion and pressure elevation.	2007-07-16	17948065
The effect of ITF-1697 on reperfusion in patients undergoing primary angioplasty. Safety and efficacy of a novel tetrapeptide, ITF-1697.	2004-03	15033251
Use of type I and type IV hypersensitivity responses to define the immunopharmacological profile of drugs.	1997-03	9174984

Sample Use Guides

In Vivo Use Guide

Intravenous infusion of four dosages of ITF-1697 (0.1, 0.5, 1.0 or 2.0 microg/kg/min) or placebo

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:31:16 GMT 2025` Edited by `admin` on `Mon Mar 31 18:31:16 GMT 2025`
Record UNII	8Z05BX342T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ICROCAPTIDE

Official Name

English

L-ARGININE, GLYCYL-N2-ETHYL-L-LYSYL-L-PROLYL-

Preferred Name

English

icrocaptide [INN]

Common Name

English

ITF1697

Code

English

ITF-1697

Code

English

GLYCYL-N(SUP 2)-ETHYL-L-LYSYL-L-PROLYL-L-ARGININE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C308