Pentagastrin (CED0005052)

Record Information

Version

1.0

Creation Date

2016-05-22 06:55:08 UTC

Update Date

2026-08-22 12:04:02 UTC

Accession Number

CHEM020207

Identification

Common Name

Pentagastrin

Class

Small Molecule

Description

Pentagastrin belongs to the hybrid peptides, a subclass of peptidomimetics within the organic compounds. With an average molecular weight of 767.90 g/mol, Pentagastrin is a heavy molecule with the chemical formula C37H49N7O9S. It acts as an agonist of the gastrin/cholecystokinin type B receptor (CCKBR). This compound is found in healthcare, pharmaceuticals, and veterinary products, where it is utilized as an unclassified diagnostic agent. Recorded routes of exposure for Pentagastrin include intravenous, subcutaneous, and intramuscular administration.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
AY-6608ici-50123peptavlon	ChEMBL
(3S)-4-[[(2S)-1-amino-1-oxo-3-Phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoylamino]propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-oxobutanoate	Generator
(3S)-4-[[(2S)-1-amino-1-oxo-3-Phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoylamino]propanoyl]amino]-4-methylsulphanylbutanoyl]amino]-4-oxobutanoate	Generator
(3S)-4-[[(2S)-1-amino-1-oxo-3-Phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoylamino]propanoyl]amino]-4-methylsulphanylbutanoyl]amino]-4-oxobutanoic acid	Generator
Acignost	MeSH
Gastrin pentapeptide	MeSH
Pentagastrin	MeSH
Pentapeptide, gastrin	MeSH
Peptavlon	MeSH
(3S)-3-{[(2S)-2-{[(2S)-2-[(3-{[(tert-butoxy)(hydroxy)methylidene]amino}-1-hydroxypropylidene)amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-1-hydroxy-4-(methylsulfanyl)butylidene]amino}-3-{[(1S)-1-(C-hydroxycarbonimidoyl)-2-phenylethyl]-C-hydroxycarbonimidoyl}propanoate	Generator
(3S)-3-{[(2S)-2-{[(2S)-2-[(3-{[(tert-butoxy)(hydroxy)methylidene]amino}-1-hydroxypropylidene)amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-1-hydroxy-4-(methylsulphanyl)butylidene]amino}-3-{[(1S)-1-(C-hydroxycarbonimidoyl)-2-phenylethyl]-C-hydroxycarbonimidoyl}propanoate	Generator
(3S)-3-{[(2S)-2-{[(2S)-2-[(3-{[(tert-butoxy)(hydroxy)methylidene]amino}-1-hydroxypropylidene)amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-1-hydroxy-4-(methylsulphanyl)butylidene]amino}-3-{[(1S)-1-(C-hydroxycarbonimidoyl)-2-phenylethyl]-C-hydroxycarbonimidoyl}propanoic acid	Generator

Chemical Formula

C₃₇H₄₉N₇O₉S

Average Molecular Mass

767.900 g/mol

Monoisotopic Mass

767.331 g/mol

CAS Registry Number

5534-95-2

IUPAC Name

(3S)-3-[(2S)-2-[(2S)-2-(3-{[(tert-butoxy)carbonyl]amino}propanamido)-3-(1H-indol-3-yl)propanamido]-4-(methylsulfanyl)butanamido]-3-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}propanoic acid

Traditional Name

(3S)-3-[(2S)-2-[(2S)-2-{3-[(tert-butoxycarbonyl)amino]propanamido}-3-(1H-indol-3-yl)propanamido]-4-(methylsulfanyl)butanamido]-3-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}propanoic acid

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](CC1=CC=CC=C1)C(N)=O

InChI Identifier

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

InChI Key

NEYNJQRKHLUJRU-DZUOILHNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
Phenylalanine or derivatives
Aspartic acid or derivatives
Methionine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Triptan
Beta amino acid or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
3-alkylindole
Indole or derivatives
Indole
Monocyclic benzene moiety
N-acyl-amine
Substituted pyrrole
Benzenoid
Fatty amide
Fatty acyl
Carbamic acid ester
Heteroaromatic compound
Pyrrole
Carboxamide group
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carbonic acid derivative
Azacycle
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Dialkylthioether
Sulfenyl compound
Thioether
Monocarboxylic acid or derivatives
Organooxygen compound
Organic nitrogen compound
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0026 g/L	ALOGPS
logP	1.66	ALOGPS
logP	1.05	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	250.91 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	200.04 m³·mol⁻¹	ChemAxon
Polarizability	78.01 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03fr-5431247900-c38f656024268d15637b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01t9-7941311100-4779e3b5f3604c7e28b3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01t9-9843300000-35b9297b148ad0ab824f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00r5-9300007700-ea4ecf354a684e8fe671	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00r2-9300001100-c00062151dec63eccdbe	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006t-9200000000-e6d42771ae8590d77074	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
243.0	Log mg/kg	[140:430]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
411	Unclassified diagnostic agents	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

1 pathway

Pentagastrin Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Frizzled-7	O75084	Humans	Predicted (SEA)	13.1565
Click to view 3D structure	Melanocortin receptor 5	P33032	Humans	Predicted (SEA)	21.3307
Click to view 3D structure	Mu-type opioid receptor	P97266	Cavia porcellus	Predicted (SEA)	72.5555
Click to view 3D structure	Melanocortin receptor 3	P33033	Mus musculus	Predicted (SEA)	19.618
Click to view 3D structure	Leukocyte surface antigen CD47	Q08722	Humans	Predicted (SEA)	20.3186
Click to view 3D structure	Substance-K receptor	P51144	Mesocricetus auratus	Predicted (SEA)	13.3901
Click to view 3D structure	Substance-P receptor	P25103	Humans	Predicted (SEA)	28.8042
Click to view 3D structure	Neuromedin-K receptor	P29371	Humans	Predicted (SEA)	11.2103
Click to view 3D structure	Monofunctional C1-tetrahydrofolate synthase, mitochondrial	Q6UB35	Humans	Predicted (SEA)	27.0137
Click to view 3D structure	Gastrin/cholecystokinin type B receptor	P32239	Humans	Predicted (SEA)	1.63483
Click to view 3D structure	Cholecystokinin receptor type A	Q63931	Cavia porcellus	Predicted (SEA)	0.467095
Click to view 3D structure	Cholecystokinin receptor type A	P30551	Rattus norvegicus	Predicted (SEA)	0.622794
Click to view 3D structure	Gastrin/cholecystokinin type B receptor	P30553	Rattus norvegicus	Predicted (SEA)	0.700643
Click to view 3D structure	Gastrin/cholecystokinin type B receptor	P79266	Bos taurus	Predicted (SEA)	0.778492
Click to view 3D structure	Gastrin/cholecystokinin type B receptor	P56481	Mus musculus	Predicted (SEA)	0.467095
Click to view 3D structure	Cholecystokinin receptor type A	P32238	Humans	Predicted (SEA)	5.91654
Click to view 3D structure	Melanocortin receptor 5	P41149	Mus musculus	Predicted (SEA)	14.9471
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	74.1125
Click to view 3D structure	Melanocortin receptor 4	P56450	Mus musculus	Predicted (SEA)	15.5698
Click to view 3D structure	Melanocortin receptor 4	P32245	Humans	Predicted (SEA)	28.4928
Click to view 3D structure	Delta-type opioid receptor	P32300	Mus musculus	Predicted (SEA)	57.0635
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	65.0819
Click to view 3D structure	Melanocyte-stimulating hormone receptor	Q01727	Mus musculus	Predicted (SEA)	18.9952
Click to view 3D structure	Melanocyte-stimulating hormone receptor	Q01726	Humans	Predicted (SEA)	21.0971
Click to view 3D structure	Melanocortin receptor 3	P41968	Humans	Predicted (SEA)	17.9832