Mupirocin Calcium Salt Dihydrate

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Mupirocin Calcium Salt Dihydrate
Category Antibiotics
Catalog number BBF-03981
CAS 115074-43-6
Molecular Weight 538.68
Molecular Formula C26H44O9.1/2Ca.H2O
Purity 98%

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Description

A carboxylic acid bacteriostatic/bactericidal antibiotic. Mupirocin Calcium Salt sodium is a calcium salt of Mupirocin, which is a carboxylic acid bacteriostatic/bactericidal antibiotic.

Specification

Related CAS 12650-69-0 (free acid) 73346-79-9 (lithium) 104486-81-9 (anhydrous)
Synonyms [2E,8[2S,3S(1S,2S)]]-5,9-Anhydro-2,3,4,8-tetradeoxy-8-[[3-(2-hydroxy-1-methylpropyl)oxiranyl]methyl]-3-methyl-L-talo-Non-2-enonic Acid 8-Carboxyoctyl Ester Calcium Salt Dihydrate; Calcium Mupirocin Dihydrate; Mupirocin Calcium Hydrate
Storage Store at -20°C, Under inert atmosphere
IUPAC Name calcium;9-[(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-3-methylbut-2-enoyl]oxynonanoate;dihydrate
Canonical SMILES CC(C1C(O1)CC2COC(C(C2O)O)CC(=CC(=O)OCCCCCCCCC(=O)[O-])C)C(C)O.CC(C1C(O1)CC2COC(C(C2O)O)CC(=CC(=O)OCCCCCCCCC(=O)[O-])C)C(C)O.O.O.[Ca+2]
InChI InChI=1S/2C26H44O9.Ca.2H2O/c2*1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27;;;/h2*13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29);;2*1H2/q;;+2;;/p-2/b2*16-13+;;;/t2*17-,18-,19-,20-,21-,24+,25-,26-;;;/m00./s1
InChI Key DDHVILIIHBIMQU-YJGQQKNPSA-L

Properties

Appearance White Solid
Application Protein Synthesis Inhibitors
Melting Point >126°C (dec.)
Solubility Soluble in DMSO (Slightly), Methanol (Slightly)

Reference Reading

1. Intranasal Mupirocin to Prevent Postoperative Staphylococcus aureus Infections
Perl, T.M., Cullen, J.J., Wenzel, R.P., Zimmerman, M.B., Pfaller, M.A., Sheppard, D., Twombley, J., French, P.P., Herwaldt, L.A. and Mupirocin and the Risk of Staphylococcus aureus Study Team, 2002. New England Journal of Medicine, 346(24), pp.1871-1877.
Patients with nasal carriage of Staphylococcus aureus have an increased risk of surgical-site infections caused by that organism. Treatment with mupirocin ointment can reduce the rate of nasal carriage and may prevent postoperative S. aureus infections.
2. Development of Mupirocin Resistance Among Methicillin-Resistant Staphylococcus aureus After Widespread Use of Nasal Mupirocin Ointment
Miller, M.A., Dascal, A., Portnoy, J. and Mendelson, J., 1996. Infection Control & Hospital Epidemiology, 17(12), pp.811-813.
All methicillin-resistant Staphylococcus aureus (MRSA) strains isolated from colonized or infected patients in a 625-bed public teaching hospital during an epidemic, and for 3 years thereafter, underwent susceptibility testing to mupirocin. Mupirocin resistance among MRSA increased markedly over this period (1990, 2.7%; 1991, 8.0%; 1992, 61.5%; 1993, 65%) in association with increased use of mupirocin ointment as an adjunct to infection control measures.

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