CCK-8   Click here for help

GtoPdb Ligand ID: 864

Synonyms: CCK-8 (sulphated) | cholecystokinin 8 | cholecystokinin fragment 26-33 amide (sulphated)
Comment: The sulphated form of CCK-8. A synthetic variant, desulphated CCK-8 also exists.
Species: Human, Mouse, Rat
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: cck-8, cholecystokinin

2D Structure
Click here for help
Click here for structure editor
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CSCCC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)Cc1ccccc1)CC(=O)O)CCSC)Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(CC(=O)O)N)Cc1ccc(cc1)OS(=O)(=O)O
Isomeric SMILES CSCC[C@@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)Cc1ccccc1)CC(=O)O)CCSC)Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)N)Cc1ccc(cc1)OS(=O)(=O)O
InChI InChI=1S/C49H62N10O16S3/c1-76-18-16-34(55-47(69)37(58-44(66)32(50)23-41(61)62)21-28-12-14-30(15-13-28)75-78(72,73)74)45(67)53-26-40(60)54-38(22-29-25-52-33-11-7-6-10-31(29)33)48(70)56-35(17-19-77-2)46(68)59-39(24-42(63)64)49(71)57-36(43(51)65)20-27-8-4-3-5-9-27/h3-15,25,32,34-39,52H,16-24,26,50H2,1-2H3,(H2,51,65)(H,53,67)(H,54,60)(H,55,69)(H,56,70)(H,57,71)(H,58,66)(H,59,68)(H,61,62)(H,63,64)(H,72,73,74)/t32-,34-,35-,36-,37-,38-,39-/m0/s1
InChI Key IZTQOLKUZKXIRV-YRVFCXMDSA-N
Classification Click here for help
Compound class Endogenous peptide in human, mouse or rat
Ligand families/groups Neuropeptides
IUPAC Name Click here for help
(3S)-3-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-hydroxy-4-oxobutanoyl]amino]-3-(4-sulfooxyphenyl)propanoyl]amino]-4-methylsulfanylbutanoyl]amino]acetyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
International Nonproprietary Names Click here for help
INN number INN
3617 sincalide
Synonyms Click here for help
CCK-8 (sulphated) | cholecystokinin 8 | cholecystokinin fragment 26-33 amide (sulphated)
Gene/Precursor Click here for help
Gene symbol Gene name Species Precursor protein name Synonyms
CCK cholecystokinin Human prepro-cholecystokinin -
Cck cholecystokinin Mouse prepro-cholecystokinin -
Cck cholecystokinin Rat prepro-cholecystokinin cholecystokinin
Database Links Click here for help
CAS Registry No. 25126-32-3 (source: Scifinder)
ChEMBL Ligand CHEMBL1121
DrugCentral Ligand 4627
Ensembl Gene ENSRNOG00000019321 (Rn), ENSMUSG00000032532 (Mm), ENSG00000187094 (Hs)
GtoPdb PubChem SID 135651651
Human Protein Atlas ENSG00000187094 (Hs)
PubChem CID 9833444
Search Google for chemical match using the InChIKey IZTQOLKUZKXIRV-YRVFCXMDSA-N
Search Google for chemicals with the same backbone IZTQOLKUZKXIRV
Search PubMed clinical trials sincalide
Search PubMed titles sincalide
Search PubMed titles/abstracts sincalide
UniChem Compound Search for chemical match using the InChIKey IZTQOLKUZKXIRV-YRVFCXMDSA-N
UniChem Connectivity Search for chemical match using the InChIKey IZTQOLKUZKXIRV-YRVFCXMDSA-N
UniProtKB P01355 (Rn), P09240 (Mm), P06307 (Hs)
Wikipedia Sincalide

Product suppliers

View disclaimer

Tocris