Clarithromycin (CAS 81103-11-9)

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Alternate Names: Biaxin; Cyllind; Klacid

Application: Clarithromycin is a macrolide antibiotic and protein synthesis inhibitor

CAS Number: 81103-11-9

Purity: ≥98%

Molecular Weight: 747.95

Molecular Formula: C₃₈H₆₉NO₁₃

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

* Refer to Certificate of Analysis for lot specific data (including water content).

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Clarithromycin is a 14-member ring macrolide antibiotic and 6-O-methyl derivative of erythromycin. Clarithromycin has reported bacteriostatic action against gram-positive bacteria and some gram-negative bacteria including anaerobes. Similar to other macrolide antibiotics, this antibiotic is believed to function via binding of the ribosome within the microorganism. Studies have noted that Clarithromycin appears to bind specifically to the 50S ribosomal subunit, thus inhibiting DNA translation and inhibiting bacterial growth. This compound is both a substrate and inhibitor of CYP3A4.

References

1. Goldman, R.C., et al. 1994. Antimicrob. Agents Chemother. 38: 1496-1500. PMID: 7979278
2. Champney, W.S. and Miller, M. 2002. Curr. Microbiol. 44: 418-424. PMID: 12000992
3. Mamelli, L., et al. 2005. J. Antimicrob. Chemother. 56: 491-497. PMID: 16055509
4. Sadeghi-Khomami, A., et al. 2008. Chem. Biol. 15: 739-749. PMID: 18635010

Appearance :

Crystalline powder

Physical State :

Solid

Solubility :

Soluble in ethanol (<1 mg/ml), water (<1 mg/ml), acetone (50 mg/ml), DMSO (18 mg/ml), and methanol.

Storage :

Store at room temperature

Melting Point :

222-231° C

Boiling Point :

805.48° C at 760 mmHg (Predicted)

Density :

1.18 g/cm³ (Predicted)

Refractive Index :

n²⁰_D 1.53 (Predicted)

Optical Activity :

α20/D -92°, c = 1 in chloroform

IC50 :

Streptococcus pneumoniae 5635: IC₅₀ = 90 nM; Mdr-1: IC₅₀ = 3.8 µM (human); Toxoplasma gondii 2F-1 expressing yellow fluorescent protein infected : IC₅₀ = 31 µM; HERG: IC₅₀ = 33.1 µM (human)

Ki Data :

CYP3A4: K_i= 5.49 µM (human)

pK Values :

pK_a: 13.08 (Predicted), 8.16 (Predicted)

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

WGK Germany :

RTECS :

KF4997000

PubChem CID :

84029

Merck Index :

14: 2239

MDL Number :

MFCD00865140

Beilstein Registry :

3581974

SMILES :

CC[[email protected]]1OC(=O)[[email protected]](C)[[email protected]@H](OC2CC(C)(OC)C(O)C(C)O2)[[email protected]](C)[[email protected]@H](OC2OC(C)CC(C2O)N(C)C)[[email protected]@](C)(C[[email protected]@H](C)C(=O)[[email protected]](C)[[email protected]@H](O)[[email protected]]1(C)O)OC

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Certificate of Analysis

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Clarithromycin (CAS 81103-11-9) Product Citations

See how others have used Clarithromycin (CAS 81103-11-9). Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 33552084 Ngwa, DN.|Singh, SK.|Agrawal, A.| et al. 2020. Front Immunol. 11: 620784.

Citations 1 to 1 of 1 total

What is the appearance of the compound?

Asked by: two2igm05

Thank you for your question. Clarithromycin, sc-205634, is a white or almost white crystalline powder.

Answered by: TechService7

Date published: 2017-01-27

Rated 5 out of 5 by JM from Sadeghi Sadeghi-Khomami et al. (PubMed ID 18635010) found that clarithromycin was a competitive inhibitor of glycosidase. -SCBT Publication Review

Date published: 2015-01-18

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