Sincalide (CCK-8)

Alias: CCK-8S; CCK 8S; CCK8S; Kinevac; CCK-8; CCK 8; CCK8
Cat No.:V14810 Purity: ≥98%
Sincalide (CCK-8) is a cholecystokinetic drug used to treat cholecystitis and to diagnose disorders of the gallbladder and pancreas.
Sincalide (CCK-8) Chemical Structure CAS No.: 25126-32-3
Product category: CCK receptor
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Sincalide (CCK-8) is a cholecystokinetic drug used to treat cholecystitis and to diagnose disorders of the gallbladder and pancreas. It is cholecystokinin's 8-amino acid C-terminal fragment. The brain and intestines contain the octapeptide hormone sincalide. It is secreted from the mucosa of the stomach and causes the gallbladder to release bile and the pancreas to release digestive enzymes.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Sincalide (Cholecystokinin octapeptide, CCK‐8), a novel cardiovascular hormone, significantly inhibits myocardial fibrosis in noninfarcted regions. Additionally, CCK-8 is beneficial in the fight against apoptosis, inflammation, and collagen deposition. In part, CCK-8 prevents Ang II-induced apoptosis in H9c2 cardiomyoblasts by activating the CCK1 receptor and PI3K/Akt (phosphatidylinositol-3 kinase/protein kinase B) signaling pathway[3].
ln Vivo
Sincalide (Cholecystokinin octapeptide, CCK‐8) (i.p.; 50 μg/kg/d; for 4 weeks) reduces fibrosis in the noninfarcted areas and delays the development of heart failure and left ventricular remodeling in a MI rat model[4].
Cell Assay
Cell Line: H9c2 cells
Concentration: 0.001, 0.01, 0.1, 1, 10, or 100 μmol/L
Incubation Time: 24 h
Result: Attenuated Ang II‐induced toxicity in H9c2 cells
Animal Protocol
MI rat model
50 μg/kg
i.p.; 50 μg/kg/d; for 4 weeks
References

[1]. Kinevac (sincalide for injection)/Squibb Diagnostics. Gastroenterol Nurs. 1991 Oct;14(2):98-100.

[2]. Sincalide: A Review of Clinical Utility, Proper Infusion Methodology, and Alternative Cholecystogogues. J Nucl Med Technol. 2019 Sep;47(3):210-212.

[3]. Protective effect of cholecystokinin octapeptide on angiotensin II-induced apoptosis in H9c2 cardiomyoblast cells. J Cell Biochem. 2020 Jul;121(7):3560-3569.

[4]. Cholecystokinin octapeptide reduces myocardial fibrosis and improves cardiac remodeling in post myocardial infarction rats. Int J Biochem Cell Biol. 2020 Aug;125:105793.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C49H62N10O16S3
Molecular Weight
1143.26898
Exact Mass
1142.35
Elemental Analysis
C, 51.48; H, 5.47; N, 12.25; O, 22.39; S, 8.41
CAS #
25126-32-3
Related CAS #
Sincalide ammonium; 70706-98-8
Appearance
Solid powder
SMILES
CSCC[C@@H](C(=O)NCC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N)NC(=O)[C@H](CC4=CC=C(C=C4)OS(=O)(=O)O)NC(=O)[C@H](CC(=O)O)N
InChi Key
IZTQOLKUZKXIRV-YRVFCXMDSA-N
InChi Code
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
Chemical Name
(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
Synonyms
CCK-8S; CCK 8S; CCK8S; Kinevac; CCK-8; CCK 8; CCK8
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O: ~50 mg/mL (~43.7 mM)
DMF: ~50 mg/mL (~43.7 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (2.19 mM) (saturation unknown) in 10% DMF 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 0.8747 mL 4.3734 mL 8.7468 mL
5 mM 0.1749 mL 0.8747 mL 1.7494 mL
10 mM 0.0875 mL 0.4373 mL 0.8747 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT00706381 Completed Drug: Sincalide
Drug: Ursodiol
Drug: Placebo
Healthy Volunteers National Institute of Diabetes
and Digestive and Kidney
Diseases (NIDDK)
June 23, 2008 Phase 3
NCT04567667 Completed Drug: [14C] BMS-986278
Drug: Kinevac®
Healthy Volunteers Bristol-Myers Squibb October 15, 2020 Phase 1
NCT00004414 Completed Drug: sincalide Cholestasis University of Michigan September 1997 Not Applicable
NCT02507167 Completed Drug: Supplement: mixed meal
Drug: Rifampin
Gastrointestinal Hormones University Medicine Greifswald November 2012 Phase 1
NCT00685477 Completed Drug: Experimental Sequence ABC
Drug: Experimental Sequence ACB
Healthy Temple University May 2008 Not Applicable
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