Clarithromycin

• CAT Number: A000923
• CAS Number: 81103-11-9
• Molecular Formula: C38H69NO13
• Molecular Weight: 748
• Purity: 96%
• Target: CYP3A/CYP450
• Solubility: >31.2mg/mL in DMSO
• Storage: -20°C
• InChI: 1S/C38H69NO13/c1-15-26-38(10,45)31(42)21(4)28(40)19(2)17-37(9,47-14)33(52-35-29(41)25(39(11)12)16-20(3)48-35)22(5)30(23(6)34(44)50-26)51-27-18-36(8,46-13)32(43)24(7)49-27/h19-27,29-33,35,41-43,45H,15-18H2,1-14H3/t19-,20-,21+,22+,23-,24+,25+,26-,27+,
• InChIKey: AGOYDEPGAOXOCK-KCBOHYOISA-N
• SMILES: CCC1C(C(C(C(=O)C(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)OC)C)C)O)(C)O

Clarithromycin (6-methoxyerythromycin) is a macrolide antibiotic active against a broad range of Gram positive bacteria.
Clarithromycin was designed to enhance acid stability and improve oral bioavailability compared with erythromycin which is
highly unstable to acidic conditions, undergoing a series of internal ketalisations between the 9-keto moiety and alcohols at C6
and C11. Omura and colleagues found that protection of the labile 6-OH group by methylation provided a simple but elegant
solution.

Reference

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