TETRAGASTRIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H36N6O6S
Molecular Weight	596.698
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CSCC[C@H](NC(=O)[C@@H](N)CC1=CNC2=C1C=CC=C2)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC3=CC=CC=C3)C(N)=O

InChI

InChIKey=RGYLYUZOGHTBRF-BIHRQFPBSA-N

InChI=1S/C29H36N6O6S/c1-42-12-11-22(33-27(39)20(30)14-18-16-32-21-10-6-5-9-19(18)21)28(40)35-24(15-25(36)37)29(41)34-23(26(31)38)13-17-7-3-2-4-8-17/h2-10,16,20,22-24,32H,11-15,30H2,1H3,(H2,31,38)(H,33,39)(H,34,41)(H,35,40)(H,36,37)/t20-,22-,23-,24-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C29H36N6O6S
Molecular Weight	596.698
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/68013758
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21261669

Tetragastrin is a C-terminal tetrapeptide (Trp–Met–Asp–Phe–NH2) of gastrin. It is the smallest peptide fragment of gastrin which has the same physiological and pharmacological activity as gastrin. It is used to test the secretion of digestive juice. It causes severe anxiety symptoms when administered to humans and is commonly used in scientific research to induce panic attacks for the purpose of testing new anxiolytic drugs. Tetragastrin is a selective cholecystokinin B (CCKB) receptor agonist. Tetragastrin is used as a gastric stimulant at a dose of 4 ug/kg, it was marketed in Japan under the brand name Gastopsin.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cholecystokinin B receptor 9 Target ID: CHEMBL298 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9057851	Agonist 2678		19.5 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Gastroesophageal junction adenocarcinoma 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5021063	Diagnostic		Approved 8429	Gastopsin Approved Use Gastric acid secretion stimulant.

PubMed

Title	Date	PubMed
New anthranilic acid based antagonists with high affinity and selectivity for the human cholecystokinin receptor 1 (hCCK1-R).	2011 Aug 25	21728335

Patents

Sample Use Guides

In Vivo Use Guide

after overnight fasting, 4 ug/kg by intramuscular injection.

Route of Administration: Intramuscular

In Vitro Use Guide

CCK-4 (0.3 and 1.5 uM) enhanced significantly the K(+)-stimulated release of [(3)H]GABA from rat amygdala slices.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 05:45:40 GMT 2023` Edited by `admin` on `Sat Dec 16 05:45:40 GMT 2023`
Record UNII	0OL293AV80
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TETRAGASTRIN

Common Name

English

TETRAGASTRIN [JAN]

Common Name

English

CHOLECYSTOKININ TETRAPEPTIDE

Common Name

English

L-PHENYLALANINAMIDE, L-TRYPTOPHYL-L-METHIONYL-L-.ALPHA.-ASPARTYL-

Systematic Name

English

4-7-CHOLECYSTOKININ-7 (SWINE)

Common Name

English

Tetragastrin [WHO-DD]

Common Name

English

CCK-4

Common Name

English

Code System Code Type Description

PUBCHEM

446569