6-{2-chloro-1-[(1-methyl-4-propylpyrrolidin-2-yl)formamido]propyl}-4,5-dihydroxy-2-(methylsulfanyl)oxan-3-yl hexadecanoate hydrochloride

• ChemBase ID: 73258
• Molecular Formular: C34H64Cl2N2O6S
• Molecular Mass: 699.85276
• Monoisotopic Mass: 698.38621414
• SMILES: C1(C(OC(C(C1O)OC(=O)CCCCCCCCCCCCCCC)SC)C(C(C)Cl)NC(=O)C1N(CC(C1)CCC)C)O.Cl
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC1C(SC)OC(C(C1O)O)C(C(Cl)C)NC(=O)C1CC(CN1C)CCC.Cl
• InChI: InChI=1S/C34H63ClN2O6S.ClH/c1-6-8-9-10-11-12-13-14-15-16-17-18-19-21-27(38)42-32-30(40)29(39)31(43-34(32)44-5)28(24(3)35)36-33(41)26-22-25(20-7-2)23-37(26)4;/h24-26,28-32,34,39-40H,6-23H2,1-5H3,(H,36,41);1H
• InChIKey: GTNDZRUWKHDICY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{2-chloro-1-[(1-methyl-4-propylpyrrolidin-2-yl)formamido]propyl}-4,5-dihydroxy-2-(methylsulfanyl)oxan-3-yl hexadecanoate hydrochloride
• IUPAC Traditional name: 6-{2-chloro-1-[(1-methyl-4-propylpyrrolidin-2-yl)formamido]propyl}-4,5-dihydroxy-2-(methylsulfanyl)oxan-3-yl hexadecanoate hydrochloride
• Synonyms: Clindamycin palmitate HCl

Database IDs

• CAS Number: 25507-04-4
• PubChem SID: 162038178
• PubChem CID: 17750962

CALCULATED PROPERTIES

• Acid pKa: 12.210342
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 5.9182205
• LogD (pH = 7.4): 7.5753775
• Log P: 7.9587917
• Molar Refractivity: 179.3087 cm^3
• Polarizability: 72.23234 Å^3
• Polar Surface Area: 108.33 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: palmitate HCl

DETAILS

Selleck Chemicals - S2596

Research Area: Infection
Biological Activity:
Clindamycin palmitate HCl is a water soluble hydrochloride salt of the ester of clindamycin and palmitic acid and a lincosamide antibiotic. Clindamycin palmitate HCl is a bacterial protein synthesis inhibitor by inhibiting ribosomal translocation, in a similar way to macrolides. Clindamycin palmitate HCl does so by binding to the 50S rRNA of the large bacterial ribosome subunit. Clindamycin palmitate HCl inhibits protein synthesis in susceptible bacteria at level of 50S ribosome, thereby inhibiting peptide bond formation and causing cell death. [1][2][3]References on Clindamycin palmitate HCl[1] Antimicrob Agents Chemother., 1973 Nov, 4(5):514-20[2] http://en.wikipedia.org/wiki/Clindamycin, , [3] J Antimicrob Chemother., 1981 Jun, 7 Suppl A:37-42

REFERENCES

• Louria DB et al. J Antimicrob Chemother. 1981 Jun;7 Suppl A:37-42.