A macrolide antibiotic
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Labeled Version(s)
26678Clarithromycin-13C-d3
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Clarithromycin

Item No. 19455

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-O-methyl-erythromycin
CAS Number
81103-11-9
Synonyms
  • A-56268
  • Antibiotic A 56268
  • TE 031
Molecular Formula
C38H69NO13
Formula Weight
748.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlEthanol: 1 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
SMILES
O=C1[C@H](C)C[C@](OC)(C)[C@H](O[C@@]2([H])[C@H](O)[C@@H](N(C)C)C[C@@H](C)O2)[C@@H](C)[C@H](O[C@@]3([H])C[C@@](C)(OC)[C@@H](O)[C@H](C)O3)[C@@H](C)C(O[C@H](CC)[C@](O)(C)[C@H](O)[C@H]1C)=O
InChi Code
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-
InChi Key
AGOYDEPGAOXOCK-KCBOHYOISA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $54

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    Product Description

    Clarithromycin is a polyketide synthase-derived semisynthetic macrolide antibiotic.1,2,3 It is active against methicillin-susceptible, but not methicillin-resistant, S. aureus (MIC50s = 0.06 and >128 µg/ml), S. pyogenes, L. monocytogenes, and B. pertussis (MIC50 = 0.015, 0.25, and ≤0.008 µg/ml, respectively), among others.1 Clarithromycin (25 mg/kg) decreases the number of colony-forming units (CFUs) in the spleen in a mouse model of M. avium infection.4 Formulations containing clarithromycin have been used in the treatment of bacterial infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hardy, D.J., Hensey, D.M., Beyer, J.M., et al. Comparative in vitro activities of new 14-, 15-, and 16-membered macrolides. Antimicrob. Agents Chemother. 32(11), 1710-1719 (1988).

    2. Wilson, D.N. The A-Z of bacterial translation inhibitors. Crit. Rev. Biochem. Mol. Biol. 44(6), 393-433 (2009).

    3. Wu, J., Kinoshita, K., Khosla, C., et al. Biochemical analysis of the substrate specificity of the β-ketoacyl-acyl carrier protein synthase domain of module 2 of the erythromycin polyketide synthase. Biochemistry 43(51), 16301-16310 (2004).

    4. Fernandes, P.B., Hardy, D.J., McDaniel, D., et al. In vitro and in vivo activities of clarithromycin against Mycobacterium avium. Antimicrob. Agents Chemother. 33(9), 1531-1534 (1989).