2-({1-[2-({1-[2-({1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl}formamido)-3-phenylpropanoyl]pyrrolidin-2-yl}formamido)acetyl]pyrrolidin-2-yl}formamido)-3-methylpentanoic acid

• ChemBase ID: 103095
• Molecular Formular: C41H55N7O9
• Molecular Mass: 789.9169
• Monoisotopic Mass: 789.40612638
• SMILES: CCC(C)C(NC(=O)C1CCCN1C(=O)CNC(=O)C1CCCN1C(=O)C(Cc1ccccc1)NC(=O)C1CCCN1C(=O)C(N)Cc1ccc(O)cc1)C(=O)O
• Canonical SMILES: CCC(C(C(=O)O)NC(=O)C1CCCN1C(=O)CNC(=O)C1CCCN1C(=O)C(Cc1ccccc1)NC(=O)C1CCCN1C(=O)C(Cc1ccc(cc1)O)N)C
• InChI: InChI=1S/C41H55N7O9/c1-3-25(2)35(41(56)57)45-38(53)32-13-7-19-46(32)34(50)24-43-36(51)31-12-8-21-48(31)40(55)30(23-26-10-5-4-6-11-26)44-37(52)33-14-9-20-47(33)39(54)29(42)22-27-15-17-28(49)18-16-27/h4-6,10-11,15-18,25,29-33,35,49H,3,7-9,12-14,19-24,42H2,1-2H3,(H,43,51)(H,44,52)(H,45,53)(H,56,57)
• InChIKey: RKYJTDSQXOMDAD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({1-[2-({1-[2-({1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl}formamido)-3-phenylpropanoyl]pyrrolidin-2-yl}formamido)acetyl]pyrrolidin-2-yl}formamido)-3-methylpentanoic acid
• IUPAC Traditional name: 2-({1-[2-({1-[2-({1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl}formamido)-3-phenylpropanoyl]pyrrolidin-2-yl}formamido)acetyl]pyrrolidin-2-yl}formamido)-3-methylpentanoic acid
• Synonyms: Tyr-Pro-Phe-Pro-Gly-Pro-Ile; β-CASOMORPHIN

Database IDs

• CAS Number: 72122-62-4
• PubChem SID: 162091269
• PubChem CID: 12770774

CALCULATED PROPERTIES

• Acid pKa: 3.6817672
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -1.4708352
• LogD (pH = 7.4): -1.6231883
• Log P: -1.4724134
• Molar Refractivity: 207.6706 cm^3
• Polarizability: 81.14534 Å^3
• Polar Surface Area: 231.78 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02150567

Source/Species: Bovine

REFERENCES

• Brantl, V., et al., Hoppe-Seyler's Z. Physiol. Chem. , 360 : 1211, (1979)
• Lottspeich, F., et al., Hoppe-Seyler's Z. Physiol. Chem. , 361 : 1835, (1980).