2-[2-(2-{2-[2-(2-amino-5-carbamimidamidopentanamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido}acetamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanoic acid

• ChemBase ID: 103816
• Molecular Formular: C38H57N9O9
• Molecular Mass: 783.91408
• Monoisotopic Mass: 783.42792445
• SMILES: CC(C)CC(NC(=O)C(Cc1ccc(O)cc1)NC(=O)CNC(=O)C(CC(C)C)NC(=O)C(Cc1ccc(O)cc1)NC(=O)C(N)CCCNC(=N)N)C(=O)O
• Canonical SMILES: CC(CC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)O)CC(C)C)Cc1ccc(cc1)O)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(CCCNC(=N)N)N)C
• InChI: InChI=1S/C38H57N9O9/c1-21(2)16-28(46-36(54)30(19-24-9-13-26(49)14-10-24)45-33(51)27(39)6-5-15-42-38(40)41)34(52)43-20-32(50)44-29(18-23-7-11-25(48)12-8-23)35(53)47-31(37(55)56)17-22(3)4/h7-14,21-22,27-31,48-49H,5-6,15-20,39H2,1-4H3,(H,43,52)(H,44,50)(H,45,51)(H,46,54)(H,47,53)(H,55,56)(H4,40,41,42)
• InChIKey: KWLNZVXBGCEDOO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{2-[2-(2-amino-5-carbamimidamidopentanamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido}acetamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanoic acid
• IUPAC Traditional name: 2-[2-(2-{2-[2-(2-amino-5-carbamimidamidopentanamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido}acetamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanoic acid
• Synonyms: α-Casein Fragment 90-95; Arg-Tyr-Leu-Gly-Tyr-Leu; α-CASEIN, Fragment 90-95

Database IDs

• CAS Number: 83471-50-5
• MDL Number: MFCD00076691
• PubChem SID: 24892430; 162091475
• PubChem CID: 4535416

CALCULATED PROPERTIES

• Acid pKa: 3.4901187
• H Acceptors: 13
• H Donor: 12
• LogD (pH = 5.5): -3.376055
• LogD (pH = 7.4): -1.6998556
• Log P: -1.3981371
• Molar Refractivity: 216.4632 cm^3
• Polarizability: 80.22075 Å^3
• Polar Surface Area: 311.18 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (HPLC)

REFERENCES

• Loukas, S., et al., Biochemistry, 22: 4567, (1983).