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CHEBI:59219 - ceruletide

ChEBI IDCHEBI:59219
ChEBI Nameceruletide
Stars
DefinitionA 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.
Last Modified22 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC58H73N13O21S2
Net Charge0
Average Mass1352.426
Monoisotopic Mass1351.44854
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(=O)NCC(=O)N[C@@H](Cc1cnc2ccccc12)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(N)=O)[C@@H](C)O
InChIInChI=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
InChIKeyYRALAIOMGQZKOW-HYAOXDFASA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Applications:
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.
diagnostic agent  A substance administered to aid diagnosis of a disease.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
ceruletideChemIDplus
ceruletidaChemIDplus
ceruletidumChemIDplus
Synonyms  Source
caeruleinChemIDplus
ceruleinChEBI
Manual XrefsDatabases
DB00403DrugBank
D03442KEGG DRUG
CeruletideWikipedia
579DrugCentral
Registry NumbersSources
Beilstein:5422487Beilstein
CAS:17650-98-5ChemIDplus