Clarithromycin

SIGMA/C9742 - ≥95% (HPLC)

Synonym: 6-O-methyl erythromycin

CAS Number: 81103-11-9
Empirical Formula (Hill Notation): C₃₈H₆₉NO₁₃
Molecular Weight: 747.95
MDL Number: MFCD00865140
Linear Formula: C₃₈H₆₉NO₁₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-C9742-100MG	100 mg	$112.00 1/EA		Add To Favorites
45-C9742-250MG	250 mg	$185.00 1/EA		Add To Favorites
45-C9742-1G	1 g	$553.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	Gram-negative bacteria
	Gram-positive bacteria
assay	≥95% (HPLC)
form	powder
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
mode of action	protein synthesis \| interferes
Quality Level	200
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

Application:	Clarithromycin is a semisynthetic macrolide antibiotic that is derived from erythromycin. Clarithromycin may be bacteriostatic or bactericidal depending on the organism and drug concentration . Clarithromycin may be used to attenuate cardiac transplantation rejection via matrix metalloproteinase suppression. Clarithromycin has been used to study inflammatory markers in chronic obstructive pulmonary disease (COPD). It is used to study bacterial protein synthesis and peptide translation.
Biochem/physiol Actions:	Clarithromycin inhibits bacterial protein synthesis by binding to the bacterial 50S ribosomal subunit. Binding inhibits peptidyl transferase activity and interferes with amino acid translocation. Clarithromycin is first metabolized to 14-OH clarithromycin, which is active and works synergistically with its parent compound. Clarithromycin penetrates the bacteria cell wall and reversibly binds to domain V of the 23S ribosomal RNA of the 50S subunit of the bacterial ribosome, blocking translocation of aminoacyl transfer-RNA and polypeptide synthesis. Clarithromycin also inhibits the hepatic microsomal CYP3A4 isoenzyme and P-glycoprotein, an energy-dependent drug efflux pump.
Biochem/physiol Actions:	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.
General description:	Chemical structure: macrolide
Other Notes:	Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
Preparation Note:	Practically insoluble in water, soluble in acetone and methylene chloride, slightly soluble in methanol.

Symbol	GHS07
Signal word	Warning
Hazard statements	H302
Precautionary statements	P264 - P270 - P301 + P312 - P501
Hazard Codes	Xn
Risk Statements	22
RIDADR	NONH for all modes of transport
WGK Germany	WGK 1
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95% (HPLC)
UNSPSC	51102829

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