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A3487

Sigma-Aldrich

Clarithromycin

96.0-102.0% (HPLC)

Synonym(s):

6-O-Methylerythromycin

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About This Item

Empirical Formula (Hill Notation):
C38H69NO13
CAS Number:
81103-11-9
Molecular Weight:
747.95
MDL number:
MFCD00865140
UNSPSC Code:
51102829
PubChem Substance ID:
329770825
NACRES:
NA.85

biological source

synthetic

Quality Level

200

Assay

96.0-102.0% (HPLC)

form

powder

color

white to off-white

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

O[C@@H]([C@@](O)(C)[C@@H](CC)OC([C@H](C)[C@H]1O[C@@H]2O[C@@H](C)[C@H](O)[C@](C)(OC)C2)=O)[C@@H](C)C([C@H](C)C[C@@](C)(OC)[C@H](O[C@@H]3O[C@H](C)C[C@H](N(C)C)[C@H]3O)[C@H]1C)=O

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

InChI key

AGOYDEPGAOXOCK-KCBOHYOISA-N

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Application

Clarithromycin has been used to study its effect on the potassium channel KCNJ5WT.

Biochem/physiol Actions

Clarithromycin is stable in gastric acid.
Clarithromycin possess bactericidal activity including anti-mycobacterial activity against Mycobacterium leprae, and M.avium complex.
Clarithromycin is a macrolide antibiotic that interferes with bacterial protein synthesis. Clarithromycin is an acid-stable version of erythromycin and is particularly effective against Gram-negative bacteria. It has a short half-life, however its metabolite, 14-hydroxy clarithromycin is nearly twice as active as clarithromycin against certain bacteria.

Packaging

100mg

Preparation Note

Practically insoluble in water, soluble in acetone and methylene chloride, slightly soluble in methanol.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rui Chen et al.
Drug delivery, 24(1), 1191-1203 (2017-08-29)
Inhalation administration, compared with intravenous administration, significantly enhances chemotherapeutic drug exposure to the lung tissue and may increase the therapeutic effect for pulmonary anticancer. However, further identification of cancer cells after lung deposition of inhaled drugs is necessary to avoid
Leprosy
Antibiotic and chemotherapy e-book (2010)
Macrolides selectively inhibit mutant KCNJ5 potassium channels that cause aldosterone-producing adenoma
Scholl UI, et al.
The Journal of Clinical Investigation, 127(7), 2739-2750 (2017)
Sonia Agudo et al.
Journal of clinical microbiology, 48(10), 3703-3707 (2010-07-30)
Clarithromycin is one of the antibiotics used for the treatment of Helicobacter pylori infections, and clarithromycin resistance is the most important factor when it comes to predicting eradication failure. The present study analyzed H. pylori isolates for the presence of
Antituberculosis drugs
Antibiotic and chemotherapy e-book (2009)
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