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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 of TETRAGASTRIN

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
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.
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
  • Download
Name Type Language
TETRAGASTRIN
JAN   WHO-DD  
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
Created by admin on Sat Dec 16 05:45:41 GMT 2023 , Edited by admin on Sat Dec 16 05:45:41 GMT 2023
PRIMARY
CAS
1947-37-1
Created by admin on Sat Dec 16 05:45:41 GMT 2023 , Edited by admin on Sat Dec 16 05:45:41 GMT 2023
PRIMARY
MESH
D013758
Created by admin on Sat Dec 16 05:45:41 GMT 2023 , Edited by admin on Sat Dec 16 05:45:41 GMT 2023
PRIMARY
WIKIPEDIA
CCK-4
Created by admin on Sat Dec 16 05:45:41 GMT 2023 , Edited by admin on Sat Dec 16 05:45:41 GMT 2023
PRIMARY
FDA UNII
0OL293AV80
Created by admin on Sat Dec 16 05:45:41 GMT 2023 , Edited by admin on Sat Dec 16 05:45:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID601027522
Created by admin on Sat Dec 16 05:45:41 GMT 2023 , Edited by admin on Sat Dec 16 05:45:41 GMT 2023
PRIMARY
CHEBI
137728
Created by admin on Sat Dec 16 05:45:41 GMT 2023 , Edited by admin on Sat Dec 16 05:45:41 GMT 2023
PRIMARY
ChEMBL
CHEMBL120632
Created by admin on Sat Dec 16 05:45:41 GMT 2023 , Edited by admin on Sat Dec 16 05:45:41 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY