U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C37H49N7O9S
Molecular Weight 767.891
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PENTAGASTRIN

SMILES

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

InChI

InChIKey=NEYNJQRKHLUJRU-DZUOILHNSA-N
InChI=1S/C37H49N7O9S/c1-37(2,3)53-36(52)39-16-14-30(45)41-28(19-23-21-40-25-13-9-8-12-24(23)25)34(50)42-26(15-17-54-4)33(49)44-29(20-31(46)47)35(51)43-27(32(38)48)18-22-10-6-5-7-11-22/h5-13,21,26-29,40H,14-20H2,1-4H3,(H2,38,48)(H,39,52)(H,41,45)(H,42,50)(H,43,51)(H,44,49)(H,46,47)/t26-,27-,28-,29-/m0/s1

HIDE SMILES / InChI
Pentagastrin (trade name Peptavlon) is a cholecystokinin type B (CCK(B)) receptor agonist, which was indicated as a diagnostic aid for evaluation of gastric acid secretory function. It was effective in testing for an acidity (achlorhydria) in patients with suspected pernicious anemia, atrophic gastritis, or gastric carcinoma. It was effective in determining the reduction in acid output after operations for peptic ulcer, such as vagotomy or gastric resection. Pentagastrin was also indicated as a diagnostic aid in testing for gastric hypersecretion in patients with suspected duodenal ulcer or postoperative stomal ulcer, and for the diagnosis of Zollinger-Ellison tumor. Peptavlon was discontinued, Federal Register determined that product was not discontinued or withdrawn for safety or efficacy reasons. In addition was shown, that Pentagastrin may release adrenocorticotropin (ACTH) and cortisol through direct pharmacological action, perhaps enhanced on first exposure by psychologically mediated novelty effects. Novelty, per se, is not likely the primary mediator of the hypothalamic-pituitary-adrenal (HPA) response. This model may be useful for further study of cognitive-emotional modulators of HPA axis activity.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P32239
Gene ID: 887.0
Gene Symbol: CCKBR
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
PEPTAVLON

Approved Use

Anacidity (diagnosis)—Pentagastrin is indicated as a diagnostic aid for evaluation of gastric acid secretory function. It is effective in testing for anacidity (achlorhydria) in patients with suspected pernicious anemia, atrophic gastritis, or gastric carcinoma. It is also effective in determining the reduction in acid output after operations for peptic ulcer, such as vagotomy or gastric resection. Hypersecretory conditions, gastric (diagnosis)—Pentagastrin is indicated as a diagnostic aid in testing for gastric hypersecretion in patients with suspected duodenal ulcer or postoperative stomal ulcer, and for the diagnosis of Zollinger-Ellison tumor

Launch Date

1.44028795E11
Diagnostic
PEPTAVLON

Approved Use

Anacidity (diagnosis)—Pentagastrin is indicated as a diagnostic aid for evaluation of gastric acid secretory function. It is effective in testing for anacidity (achlorhydria) in patients with suspected pernicious anemia, atrophic gastritis, or gastric carcinoma. It is also effective in determining the reduction in acid output after operations for peptic ulcer, such as vagotomy or gastric resection. Hypersecretory conditions, gastric (diagnosis)—Pentagastrin is indicated as a diagnostic aid in testing for gastric hypersecretion in patients with suspected duodenal ulcer or postoperative stomal ulcer, and for the diagnosis of Zollinger-Ellison tumor

Launch Date

1.44028795E11
PubMed

PubMed

TitleDatePubMed
Vacuolar-type H+-ATPase-mediated proton transport in the rat parietal cell.
2012 Mar
Comparison of calcium and pentagastrin tests for the diagnosis and follow-up of medullary thyroid cancer.
2012 Mar
Can injection of pentagastrin stimulate the identification of metastases of medullary thyroid carcinoma by (18)F-FDG PET/CT?
2012 May-Aug
Patents

Sample Use Guides

The intravenous infusion dose has ranged from 0.1 to 12 ug (0.0001 to 0.012 mg) per kg of body weight per hour administered in a 0.9% sodium chloride injection. As a subcutaneous injection for gastric function study with a dose of 6 ug (0.006 mg) per kg of body weight.
Route of Administration: Other
In Vitro Use Guide
The centrifugal spreading of multicellular aggregates from a DMH induced colon adenocarcinoma cell line from rats was observed in vitro. Various concentrations of pentagastrin were added to the culture medium. Using 10 micrograms/ml of pentagastrin, the migration idex and the area covered by the cells were increased (P less than 0.01) while the cell density was not. Inhibition of cell division through addition of 5 fluoro-uracil to the culture medium abolished the stimulating effect of pentagastrin although the centrifugal migration was not suppressed by the antimetabolite. These data indicate that a supraphysiological concentration of pentagastrin can stimulate the spreading of colon cancer cell aggregates in vitro by enhanced proliferation.
Name Type Language
PENTAGASTRIN
HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
INN   USAN  
Official Name English
ICI-50123
Code English
PENTAGASTRIN [MI]
Common Name English
Pentagastrin [WHO-DD]
Common Name English
NSC-367746
Code English
N-CARBOXY-.BETA.-ALANYL-L-TRYPTOPHYL-L-METHIONYL-L-ASPARTYLPHENYL-L-ALANINAMIDE N-TERT-BUTYL ESTER
Systematic Name English
AY-6608
Code English
PENTAGASTRIN [VANDF]
Common Name English
L-PHENYLALANINAMIDE, N-((1,1-DIMETHYLETHOXY)CARBONYL)-.BETA.-ALANYL-L-TRYPTOPHYL-L-METHIONYL-L-.ALPHA.-ASPARTYL-
Systematic Name English
PENTAGASTRIN [HSDB]
Common Name English
PEPTAVLON
Brand Name English
PENTAGASTRIN [ORANGE BOOK]
Common Name English
PENTAGASTRIN [MART.]
Common Name English
PENTAGASTRIN [USAN]
Common Name English
PENTAGASTRIN [JAN]
Common Name English
ICI 50,123
Code English
pentagastrin [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QV04CG04
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
FDA ORPHAN DRUG 689719
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
NCI_THESAURUS C1937
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
FDA ORPHAN DRUG 277509
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
WHO-ATC V04CG04
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
Code System Code Type Description
ECHA (EC/EINECS)
226-889-7
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
CAS
5534-95-2
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
PUBCHEM
9853654
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
DAILYMED
EF0NX91490
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
HSDB
3247
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
WIKIPEDIA
PENTAGASTRIN
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
ChEMBL
CHEMBL1328
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
MERCK INDEX
m8494
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY Merck Index
NCI_THESAURUS
C66340
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
EPA CompTox
DTXSID3048992
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
IUPHAR
870
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
INN
2387
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
EVMPD
SUB09678MIG
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
NSC
367746
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
DRUG BANK
DB00183
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
MESH
D010418
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
FDA UNII
EF0NX91490
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
RXCUI
7993
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY RxNorm
DRUG CENTRAL
2088
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY
SMS_ID
100000082486
Created by admin on Fri Dec 15 15:49:28 UTC 2023 , Edited by admin on Fri Dec 15 15:49:28 UTC 2023
PRIMARY