6-amino-2-[3-(4-hydroxyphenyl)-2-(2-{2-[2-(2-formamidohexanamido)-4-methylpentanamido]-3-phenylpropanamido}hexanamido)propanamido]hexanoic acid

• ChemBase ID: 103761
• Molecular Formular: C43H65N7O9
• Molecular Mass: 824.0177
• Monoisotopic Mass: 823.4843767
• SMILES: CCCCC(NC=O)C(=O)NC(CC(C)C)C(=O)NC(Cc1ccccc1)C(=O)NC(CCCC)C(=O)NC(Cc1ccc(O)cc1)C(=O)NC(CCCCN)C(=O)O
• Canonical SMILES: CCCCC(C(=O)NC(C(=O)NC(C(=O)O)CCCCN)Cc1ccc(cc1)O)NC(=O)C(NC(=O)C(NC(=O)C(NC=O)CCCC)CC(C)C)Cc1ccccc1
• InChI: InChI=1S/C43H65N7O9/c1-5-7-16-32(45-27-51)38(53)48-35(24-28(3)4)40(55)50-36(25-29-14-10-9-11-15-29)41(56)46-33(17-8-6-2)39(54)49-37(26-30-19-21-31(52)22-20-30)42(57)47-34(43(58)59)18-12-13-23-44/h9-11,14-15,19-22,27-28,32-37,52H,5-8,12-13,16-18,23-26,44H2,1-4H3,(H,45,51)(H,46,56)(H,47,57)(H,48,53)(H,49,54)(H,50,55)(H,58,59)
• InChIKey: XZMLMTGOWVWIRV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-[3-(4-hydroxyphenyl)-2-(2-{2-[2-(2-formamidohexanamido)-4-methylpentanamido]-3-phenylpropanamido}hexanamido)propanamido]hexanoic acid
• IUPAC Traditional name: 6-amino-2-[3-(4-hydroxyphenyl)-2-(2-{2-[2-(2-formamidohexanamido)-4-methylpentanamido]-3-phenylpropanamido}hexanamido)propanamido]hexanoic acid
• Synonyms: N-FORMYL-NLE-LEU-PHE-NLE-TYR-LYS

Database IDs

• CAS Number: 71901-21-8
• PubChem SID: 162103276
• PubChem CID: 4608330

CALCULATED PROPERTIES

• Acid pKa: 3.553231
• H Acceptors: 10
• H Donor: 9
• LogD (pH = 5.5): 1.1967995
• LogD (pH = 7.4): 1.1968064
• Log P: 1.1994525
• Molar Refractivity: 221.5943 cm^3
• Polarizability: 86.96943 Å^3
• Polar Surface Area: 258.15 Å^2
• Rotatable Bonds: 28
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02152774

Potent chemoattractant for human neutrophils.
Radioiodination yields a peptide with specific radioactivity and full biological activity.

REFERENCES

• Niedel, J., et al., Science, 205: 1412 (1979).
• Niedel, J., et al., J. Biol. Chem., 254: 10700 (1979).
• Bronser, R.W., et al., Biochem. Biophys. Res. Commun.., 102: 1269 (1981).
• Sklar, L.A., et al., J. Biol. Chem., 256: 9909 (1981).
• Niedel, J., et al., J. Biol. Chem., 256: 9295 (1981).
• Sklar, L.A., et al., Proc. Natl. Acad. Sci. USA 78: 7540 (1981).