3-amino-3-[(1-{[1-({[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-carboxyethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]methyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-[4-(sulfooxy)phenyl]ethyl)carbamoyl]propanoic acid

• ChemBase ID: 105521
• Molecular Formular: C49H62N10O16S3
• Molecular Mass: 1143.26898
• Monoisotopic Mass: 1142.35073895
• SMILES: CSCCC(NC(=O)C(Cc1ccc(OS(=O)(=O)O)cc1)NC(=O)C(N)CC(=O)O)C(=O)NCC(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NC(CCSC)C(=O)NC(CC(=O)O)C(=O)NC(Cc1ccccc1)C(=O)N
• 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
• 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)
• InChIKey: IZTQOLKUZKXIRV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-3-[(1-{[1-({[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-carboxyethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]methyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-[4-(sulfooxy)phenyl]ethyl)carbamoyl]propanoic acid
• IUPAC Traditional name: 3-amino-3-[(1-{[1-({[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-carboxyethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]methyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-[4-(sulfooxy)phenyl]ethyl)carbamoyl]propanoic acid
• Synonyms: CCK-8, sulfated; CCK 26-33, sulfated; Asp-Tyr[SO₃ H]-Met-Gly-Trp-Met-Asp-Phe-NH₂; CHOLECYSTOKININ FRAGMENT 26-33 SULFATED

Database IDs

• CAS Number: 25126-32-3
• EC Number: 246-639-0
• PubChem SID: 162092555
• PubChem CID: 32800

CALCULATED PROPERTIES

• Acid pKa: -2.0350966
• H Acceptors: 16
• H Donor: 13
• LogD (pH = 5.5): -6.3377867
• LogD (pH = 7.4): -9.274832
• Log P: -2.414598
• Molar Refractivity: 282.0718 cm^3
• Polarizability: 112.05826 Å^3
• Polar Surface Area: 426.8 Å^2
• Rotatable Bonds: 33
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C, Desiccate

DETAILS

MP Biomedicals - 02190684

Sulfated

REFERENCES

• Ondetti, M.A., et al., Digest. Dis. , 15 : 149 (1970).
• Innis, R.B. and Snyder, S.H., Proc. Natl. Acad. Sci. (USA) , 77 : 6917 (1980).
• Saito, H., et al., Science , 208 : 1155 (1980).