CHEBI:75441 - gastrin-17

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ChEBI Name gastrin-17
ChEBI ID CHEBI:75441
Definition One of the primary forms of gastrin that is a 17-membered peptide consisting of Glp, Gly, Pro, Trp, Leu, Glu, Glu, Glu, Glu, Glu, Ala, Tyr, Gly, Trp, Met, Asp and Phe-NH2 residues joined in sequence.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C97H124N20O31S
Net Charge 0
Average Mass 2098.20300
Monoisotopic Mass 2096.84621
InChI InChI=1S/C97H124N20O31S/c1-49(2)39-68(114-95(146)71(43-54-46-100-59-18-11-9-16-57(54)59)116-97(148)73-19-12-37-117(73)76(121)48-102-85(136)60-24-30-74(119)104-60)93(144)110-65(29-35-81(130)131)91(142)109-64(28-34-80(128)129)90(141)108-63(27-33-79(126)127)89(140)107-62(26-32-78(124)125)88(139)106-61(25-31-77(122)123)87(138)103-50(3)84(135)113-69(41-52-20-22-55(118)23-21-52)86(137)101-47-75(120)105-70(42-53-45-99-58-17-10-8-15-56(53)58)94(145)111-66(36-38-149-4)92(143)115-72(44-82(132)133)96(147)112-67(83(98)134)40-51-13-6-5-7-14-51/h5-11,13-18,20-23,45-46,49-50,60-73,99-100,118H,12,19,24-44,47-48H2,1-4H3,(H2,98,134)(H,101,137)(H,102,136)(H,103,138)(H,104,119)(H,105,120)(H,106,139)(H,107,140)(H,108,141)(H,109,142)(H,110,144)(H,111,145)(H,112,147)(H,113,135)(H,114,146)(H,115,143)(H,116,148)(H,122,123)(H,124,125)(H,126,127)(H,128,129)(H,130,131)(H,132,133)/t50-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-/m0/s1
InChIKey GKDWRERMBNGKCZ-RNXBIMIWSA-N
SMILES CSCC[C@H](NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)CNC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](Cc1ccccc1)C(N)=O
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): cholecystokinin antagonist
A hormone antagonist that inhibits the action of the peptide hormone cholecystokinin.
(via gastrin )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via gastrin )
hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via peptide hormone )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
cholecystokinin antagonist
A hormone antagonist that inhibits the action of the peptide hormone cholecystokinin.
(via gastrin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing gastrin-17 (CHEBI:75441) has role antineoplastic agent (CHEBI:35610)
gastrin-17 (CHEBI:75441) is a gastrin (CHEBI:75436)
IUPAC Name
5-oxo-L-prolylglycyl-L-prolyl-L-tryptophyl-L-leucyl-L-α-glutamyl-L-α-glutamyl-L-α-glutamyl-L-α-glutamyl-L-α-glutamyl-L-alanyl-L-tyrosylglycyl-L-tryptophyl-L-methionyl-L-α-aspartyl-L-phenylalaninamide
Synonyms Sources
G 17 ChemIDplus
Gastrin heptadecapeptide ChemIDplus
Glp-Gly-Pro-Trp-Leu-Glu-Glu-Glu-Glu-Glu-Ala-Tyr-Gly-Trp-Met-Asp-Phe-NH2 ChEBI
Heptadecapeptide gastrin KEGG COMPOUND
Little gastrin KEGG COMPOUND
Little gastrin I ChemIDplus
Manual Xrefs Databases
C16113 KEGG COMPOUND
CA2698980 Patent
Little_gastrin Wikipedia
WO2009033729 Patent
WO2009039995 Patent
View more database links
Registry Numbers Types Sources
11842134 Reaxys Registry Number Reaxys
60748-06-3 CAS Registry Number ChemIDplus
8188172 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21030667 PubMed citation Europe PMC
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Last Modified
04 September 2013