An internal standard for the quantification of clarithromycin by GC- or LC-MS
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Unlabeled Version(s)
19455Clarithromycin
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Clarithromycin-13C-d3

Item No. 26678

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-12,13-dihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-6-(((2S,3R,4S,6R)-3-hydroxy-6-methyl-4-(methyl(methyl-13C-d3)amino)tetrahydro-2H-pyran-2-yl)oxy)-7-methoxy-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione
CAS Number
2699608-30-3
Molecular Formula
C37[13C]H66D3NO13
Formula Weight
752.0
Purity
≥99% deuterated forms (d1-d3)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleDMSO: soluble
SMILES
O=C1[C@H](C)C[C@](OC)(C)[C@H](O[C@@]2([H])[C@H](O)[C@@H](N(C)[13C]([2H])([2H])[2H])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-,27+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1/i11+1D3
InChi Key
AGOYDEPGAOXOCK-NLMDYTMOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $134

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    1 mg

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    Product Description

    Clarithromycin-13C-d3 is intended for use as an internal standard for the quantification of clarithromycin (Item No. 19455) by GC- or LC-MS. 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 and, when used in combination with other antibiotics, in the treatment of H. pylori.

    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).