CHEBI:59219 - ceruletide

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ChEBI Name ceruletide
ChEBI ID CHEBI:59219
Definition A decapeptide comprising 5-oxoprolyl, glutamyl, aspartyl, O-sulfotyrosyl, threonyl, glycyl, tryptopyl, methionyl, aspartyl and phenylalaninamide residues in sequence. Found in the skins of certain Australian amphibians, it is an analogue of the gastrointestinal peptide hormone cholecystokinin and stimulates gastric, biliary, and pancreatic secretion. It is used in cases of paralysis of the intestine (paralytic ileus) and as a diagnostic aid in pancreatic malfunction.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C58H73N13O21S2
Net Charge 0
Average Mass 1352.40500
Monoisotopic Mass 1351.449
InChI InChI=1S/C58H73N13O21S2/c1-29(72)49(71-57(87)40(23-31-12-14-33(15-13-31)92-94(89,90)91)68-56(86)43(26-48(78)79)69-52(82)37(16-18-44(59)73)65-51(81)36-17-19-45(74)63-36)58(88)62-28-46(75)64-41(24-32-27-61-35-11-7-6-10-34(32)35)54(84)66-38(20-21-93-2)53(83)70-42(25-47(76)77)55(85)67-39(50(60)80)22-30-8-4-3-5-9-30/h3-15,27,29,36-43,49,61,72H,16-26,28H2,1-2H3,(H2,59,73)(H2,60,80)(H,62,88)(H,63,74)(H,64,75)(H,65,81)(H,66,84)(H,67,85)(H,68,86)(H,69,82)(H,70,83)(H,71,87)(H,76,77)(H,78,79)(H,89,90,91)/t29-,36+,37+,38+,39+,40+,41+,42+,43+,49+/m1/s1
InChIKey YRALAIOMGQZKOW-HYAOXDFASA-N
SMILES [H][C@](NC(=O)[C@H](Cc1ccc(OS(O)(=O)=O)cc1)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]1CCC(=O)N1)([C@@H](C)O)C(=O)NCC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](Cc1ccccc1)C(N)=O
Roles Classification
Application(s): diagnostic agent
A substance administered to aid diagnosis of a disease.
gastrointestinal drug
A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.
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ChEBI Ontology
Outgoing ceruletide (CHEBI:59219) has role diagnostic agent (CHEBI:33295)
ceruletide (CHEBI:59219) has role gastrointestinal drug (CHEBI:55324)
ceruletide (CHEBI:59219) is a oligopeptide (CHEBI:25676)
Incoming ceruletide diethylamine (CHEBI:59223) has part ceruletide (CHEBI:59219)
IUPAC Name
5-oxo-L-prolyl-L-glutaminyl-L-α-aspartyl-O-sulfo-L-tyrosyl-L-threonylglycyl-L-tryptophyl-L-methionyl-L-α-aspartyl-L-phenylalaninamide
INNs Sources
ceruletida ChemIDplus
ceruletide ChemIDplus
ceruletidum ChemIDplus
Synonyms Sources
caerulein ChemIDplus
cerulein ChEBI
Database Links Databases
579 DrugCentral
Ceruletide Wikipedia
D03442 KEGG DRUG
DB00403 DrugBank
View more database links
Registry Numbers Types Sources
17650-98-5 CAS Registry Number ChemIDplus
5422487 Beilstein Registry Number Beilstein
Last Modified
22 February 2017