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Sincalide

Sincalide is an octapeptide fragment of cholestocystokinin (CCK) that activates the CCK receptor on immune cell surfaces. Sincalide is more potent when sulfated. Sincalide exhibits neuroprotective, immunosuppressive, and anorexigenic activities.

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CAT No: R1676

CAS No: 25126-32-3

Synonyms/Alias: Sincalide;25126-32-3;CCK-8;Sincalida;Kinevac;Sincalidum;Syncalide;CCK C-terminal octapeptide;SQ 19844;Human CCK-8;cholecystokinin C-terminal octapeptide;Cholecystokinin octapeptide;UNII-M03GIQ7Z6P;3-10-Caerulein, 5-L-methionine-;M03GIQ7Z6P;DTXSID7048617;SQ-19844;Sincalidum [INN-Latin];EINECS 246-639-0;Sincalida [INN-Spanish];MFCD00079849;Cholecystokinin-pancreozymin;H-Asp-Tyr(SO3H)-Met-Gly-Trp-Met-Asp-Phe-NH2;Caerulein, 1-de(5-oxo-L-proline)-2-de-L-glutamine-5-L-methionine-;CHEMBL1121;DTXCID4028543;Sincalide [USAN:USP:INN:BAN];L-Aspartyl-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartylphenyl-L-alaninamide hydrogen sulfate (ester);Sincalidum (INN-Latin);1-De(5-oxo-L-proline)-2-de-L-glutamine-5-L-methioninecaerulein;Sincalida (INN-Spanish);SINCALIDE (MART.);SINCALIDE [MART.];cholecystokinin 8;L-alpha-Aspartyl-O-sulfo-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-alpha-aspartyl-L-phenylalaninamide;SINCALIDE (USP IMPURITY);SINCALIDE [USP IMPURITY];Sincalide (USAN:USP:INN:BAN);(3S)-3-amino-4-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-1-oxo-3-(4-sulfooxyphenyl)propan-2-yl]amino]-4-oxobutanoic acid;(3S,6S,9S,15S,18S,21S)-9-((1H-indol-3-yl)methyl)-21-amino-3-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)carbamoyl)-6,15-bis(2-(methylthio)ethyl)-5,8,11,14,17,20-hexaoxo-18-(4-(sulfooxy)benzyl)-4,7,10,13,16,19-hexaazatricosanedioic acid;CAS-25126-32-3;CCK-8 (sulphated);CCK-OP;OP-CCK;CCK-8S;NCGC00183278-01;NCGC00183363-01;Kinevac (TN);SINCALIDE [INN];SINCALIDE [MI];CCK Octapeptide sulfated;Sincalide (USAN/INN);SINCALIDE [USAN];SINCALIDE [VANDF];SINCALIDE [WHO-DD];GTPL864;Cholecystokinin Pancreozymin C Terminal Octapeptide;Cholecystokinin Pancreozymin C-Terminal Octapeptide;SCHEMBL122365;CCK-8(SO3);SINCALIDE [ORANGE BOOK];BDBM21147;EX-A8006C;V04CC03;CHEBI:135946;Pancreozymin C-terminal octapeptide;[125I]CCK-8;HY-P0093;Tox21_112955;Tox21_113481;AKOS016340423;CS-5963;DB09142;FS41124;HS-2026;NCGC00167273-01;Cholecystokinin, CCK Octapeptide (26-33);NS00050642;D05845;E78048;Asp26-Tyr(SO3H)-Met-Gly-Trp-Met-Asp-PheNH2;CHOLECYSTOKININ C-TERMINAL OCTAPEPTIDE [MI];EN300-19650945;Q7521885;(3S)-3-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-carboxypropanamido]-3-[4-(sulfooxy)phenyl]propanamido]-4-(methylsulfanyl)butanamido]acetamido}-3-(1H-indol-3-yl)propanamido]-4-(methylsulfanyl)butanamido]-3-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}propanoic acid;(3S)-3-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(3S)-3-amino-3-formamidopropanoic acid]-3-[4-(sulfooxy)phenyl]propanamido]-4-(methylsulfanyl)butanamido]acetamido}-3-(1H-indol-3-yl)propanamido]-4-(methylsulfanyl)butanamido]-3-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}propanoic acid;(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;(3S,6S,9S,15S,18S,21S)-9-((1H-indol-3-yl)methyl)-21-amino-3-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)carbamoyl)-6,15-bis(2-(methylthio)ethyl)-5,8,11,14,17,20-hexaoxo-18-(4-(sulfooxy)benzyl)-4,7,10,13,16,19-hexaazatricosane-1,23-dioic acid;(3S,6S,9S,15S,18S,21S)-9-((1H-indol-3-yl)methyl)-21-amino-3-((S)-1-amino-1-oxo-3-phenylpropan-2-ylcarbamoyl)-6,15-bis(2-(methylthio)ethyl)-5,8,11,14,17,20-hexaoxo-18-(4-(sulfooxy)benzyl)-4,7,10,13,16,19-hexaazatricosane-1,23-dioic acid;246-639-0;L-.ALPHA.-ASPARTYL-O-SULFO-L-TYROSYL-L-METHIONYLGLYCYL-L-TRYPTOPHYL-L-METHIONYL-L-.ALPHA.-ASPARTYL-L-PHENYLALANINAMIDE;L-Aspartyl-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartylphenyl-L-alaninamide Hydrogen Sulfate(ester);

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M.F/FormulaC49H62N10O16S3
M.W/Mr.1143.3
SequenceOne Letter Code:DXMGWMDF
Three Letter Code:H-Asp-Tyr(SO3H)-Met-Gly-Trp-Met-Asp-Phe-NH2
Biological ActivitySincalide (Cholecystokinin octapeptide) is a rapid-acting amino acid polypeptide hormone analogue of cholecystokinin (CCK) for intravenous use in postevacuation cholecystography. Sincalide ammonium is an agent that promotes gallbladder contraction by injection and helps diagnose gallbladder and pancreas disorders. The hepatobiliary physiologic effect of Sincalide ammonium is to increase bile secretion, cause the gallbladder to contract and relax the sphincter of Oddi, resulting in bile drainage into the duodenum.
Shipping ConditionRoom temperature in continental US; may vary elsewhere.
InChIInChI=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 KeyIZTQOLKUZKXIRV-YRVFCXMDSA-N
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