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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
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
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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.

CNS Activity

Originator

Nippon Kayaku
8
Sources: Nippon Kayaku
Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/16573782

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2752
 19.5 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Approved
8583
Gastopsin

Approved Use

Gastric acid secretion stimulant.
Doses

Doses

DosePopulationAdverse 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

AEs

AESignificanceDosePopulation
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

PubMed

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

Patents

EP0405506
2
US4794103
2

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 18:04:28 GMT 2025
Edited
by admin
on Mon Mar 31 18:04:28 GMT 2025
Record UNII
130LLV7CL9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALANINAMIDE, L-TRYPTOPHYL-L-METHIONYL-L-ASPARTYLPHENYL-, HYDROCHLORIDE
Preferred Name English
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
Code System Code Type Description
PUBCHEM
13050781
Created by admin on Mon Mar 31 18:04:28 GMT 2025 , Edited by admin on Mon Mar 31 18:04:28 GMT 2025
PRIMARY
FDA UNII
130LLV7CL9
Created by admin on Mon Mar 31 18:04:28 GMT 2025 , Edited by admin on Mon Mar 31 18:04:28 GMT 2025
PRIMARY
CAS
5609-49-4
Created by admin on Mon Mar 31 18:04:28 GMT 2025 , Edited by admin on Mon Mar 31 18:04:28 GMT 2025
PRIMARY
Related Record Type Details
Structure of TETRAGASTRIN
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of TETRAGASTRIN
ACTIVE MOIETY
NIH
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