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 2752		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 8583	Gastopsin Approved Use Gastric acid secretion stimulant.

Doses

Dose	Population	Adverse events
50 ug single, intravenous Studied dose Dose: 50 ug Route: intravenous Route: single Dose: 50 ug Sources: https://pubmed.ncbi.nlm.nih.gov/20451215/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/20451215/	Other AEs: Panic reaction... Other AEs: Panic reaction Sources: https://pubmed.ncbi.nlm.nih.gov/20451215/
50 ug single, intravenous Studied dose Dose: 50 ug Route: intravenous Route: single Dose: 50 ug Sources: https://pubmed.ncbi.nlm.nih.gov/1911739/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/1911739/	Other AEs: Panic attacks... Other AEs: Panic attacks (47%) Sources: https://pubmed.ncbi.nlm.nih.gov/1911739/

AEs

AE	Significance	Dose	Population
Panic reaction		50 ug single, intravenous Studied dose Dose: 50 ug Route: intravenous Route: single Dose: 50 ug Sources: https://pubmed.ncbi.nlm.nih.gov/20451215/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/20451215/
Panic attacks	47%	50 ug single, intravenous Studied dose Dose: 50 ug Route: intravenous Route: single Dose: 50 ug Sources: https://pubmed.ncbi.nlm.nih.gov/1911739/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/1911739/

PubMed

Title	Date	PubMed
New anthranilic acid based antagonists with high affinity and selectivity for the human cholecystokinin receptor 1 (hCCK1-R).	2011-08-25	21728335
Anxiogenic effects of the CCK(B) agonist pentagastrin in humans and dose-dependent increase in plasma C-peptide levels.	2002-06	12073167

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 `Mon Mar 31 21:33:06 GMT 2025` Edited by `admin` on `Mon Mar 31 21:33:06 GMT 2025`
Record UNII	0OL293AV80
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4-7-CHOLECYSTOKININ-7 (SWINE)

Preferred Name

English

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

Tetragastrin [WHO-DD]

Common Name

English

CCK-4

Common Name

English

Code System Code Type Description

PUBCHEM

446569