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Details

Stereochemistry ABSOLUTE
Molecular Formula C29H36N6O6S.ClH
Molecular Weight 633.159
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TETRAGASTRIN HYDROCHLORIDE

SMILES

Cl.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=BABSBRZDEYUBSD-RJPXAACDSA-N
InChI=1S/C29H36N6O6S.ClH/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);1H/t20-,22-,23-,24-;/m0./s1

HIDE SMILES / InChI

Description
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.

Originator

Sources: Nippon Kayaku
Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/16573782

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
19.5 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Gastopsin

Approved Use

Gastric acid secretion stimulant.
PubMed

PubMed

TitleDatePubMed
Anxiogenic effects of the CCK(B) agonist pentagastrin in humans and dose-dependent increase in plasma C-peptide levels.
2002 Jun
New anthranilic acid based antagonists with high affinity and selectivity for the human cholecystokinin receptor 1 (hCCK1-R).
2011 Aug 25
Patents

Sample Use Guides

after overnight fasting, 4 ug/kg by intramuscular injection.
Route of Administration: Intramuscular
CCK-4 (0.3 and 1.5 uM) enhanced significantly the K(+)-stimulated release of [(3)H]GABA from rat amygdala slices.
Name Type Language
TETRAGASTRIN HYDROCHLORIDE
Common Name English
L-PHENYLALANINAMIDE, L-TRYPTOPHYL-L-METHIONYL-L-.ALPHA.-ASPARTYL-, MONOHYDROCHLORIDE
Systematic Name English
TRP-MET-ASP-PHE HYDROCHLORIDE
Common Name English
ALANINAMIDE, L-TRYPTOPHYL-L-METHIONYL-L-ASPARTYLPHENYL-, MONOHYDROCHLORIDE, L-
Systematic Name English
ALANINAMIDE, L-TRYPTOPHYL-L-METHIONYL-L-ASPARTYLPHENYL-, HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
PUBCHEM
13050781
Created by admin on Fri Dec 15 15:39:29 GMT 2023 , Edited by admin on Fri Dec 15 15:39:29 GMT 2023
PRIMARY
FDA UNII
130LLV7CL9
Created by admin on Fri Dec 15 15:39:29 GMT 2023 , Edited by admin on Fri Dec 15 15:39:29 GMT 2023
PRIMARY
CAS
5609-49-4
Created by admin on Fri Dec 15 15:39:29 GMT 2023 , Edited by admin on Fri Dec 15 15:39:29 GMT 2023
PRIMARY