CHEBI:137728 - tetragastrin

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ChEBI Name tetragastrin
ChEBI ID CHEBI:137728
Definition A tetrapeptide composed of L-tryptophan, L-methione, L-aspartic acid and L-phenylalaninamide residues joined in sequence.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:32210
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Formula C29H36N6O6S
Net Charge 0
Average Mass 596.700
Monoisotopic Mass 596.24170
InChI 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
InChIKey RGYLYUZOGHTBRF-BIHRQFPBSA-N
SMILES C(=O)([C@@H](N)CC1=CNC2=C1C=CC=C2)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CC=3C=CC=CC3)C(N)=O)CC(O)=O)CCSC
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application(s): anxiogenic
Any psychotropic drug that induces anxiety or panic.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tetragastrin (CHEBI:137728) has role anxiogenic (CHEBI:137736)
tetragastrin (CHEBI:137728) has role human metabolite (CHEBI:77746)
tetragastrin (CHEBI:137728) is a peptidyl amide (CHEBI:15722)
tetragastrin (CHEBI:137728) is a tetrapeptide (CHEBI:48030)
IUPAC Name
L-tryptophyl-L-methionyl-L-α-aspartyl-L-phenylalaninamide
Synonyms Sources
CCK-4 ChEBI
CCRIS 3246 ChemIDplus
Cholecystokinin tetrapeptide ChemIDplus
cholecystokinin-4 ChEBI
Gastrin tetrapeptide ChemIDplus
Gastrin tetrapeptide amide ChemIDplus
L-Trp-L-Met-L-Asp-L-Phe-NH2 ChEBI
L-tryptophyl-L-methionyl-L-aspartyl-L-phenylalaninamide ChEBI
Trp-Met-Asp-Phe-NH2 ChEBI
WMDF-NH2 ChEBI
Manual Xrefs Databases
CCK-4 Wikipedia
D01456 KEGG DRUG
HMDB0005775 HMDB
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Registry Numbers Types Sources
1947-37-1 CAS Registry Number ChemIDplus
24193542 Reaxys Registry Number Reaxys
4223651 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20198494 PubMed citation Europe PMC
20387390 PubMed citation Europe PMC
22414867 PubMed citation Europe PMC
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26235955 PubMed citation Europe PMC
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27871026 PubMed citation Europe PMC
28328228 PubMed citation Europe PMC
Last Modified
10 August 2017