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Vancomycin is a glycopeptide antibiotic originally produced by Acolatopsis orientalis. Vancomycin exhibits antibacterial activity against gram positive bacteria such as Clostridium and Staphylococcus by binding D-Ala-D-Ala and inhibiting cell wall synthesis.
| Cas No. | 1404-93-9 |
|---|---|
| Purity | ≥1050 IU/mg, bio assay |
| Formula | C66H75Cl2N9O24 • HCl |
| Formula Wt. | 1485.73 |
| Chemical Name | (S(suba))-(3S,6R,7R,22R,23S,26S,36R,38aR)-44-((2-O-(3-Amino-2,3,6-trideoxy-3-C-methyl-alpha-L-lyxo-hexopyranosyl)-beta-D-glucopyranosyl)oxy)-3-(carbamoylmethyl)-10,19-dichloro-2,3,4,5,6,7,23,24,25,26,36,37,38,38a-tetradecahydro-7,22,28,30,32-pentahydroxy-6-((2R)-4-methyl-2-(methylamino)valeramido)-2,5,24,38,39-pentaoxo-22H-8,11:18,21-dietheno-23,36-(iminomethano)-13,16:31,35- |
| IUPAC Name | (1S,2R,18R,19R,22S,25R,28R,40S)-48-[(2S,3R,4S,5S,6R)-3-[(2S,4S,5S,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34(39),35,37,46,49-pentadecaene-40-carboxylic acid;hydrochloride |
| Synonym | Vancomycine, Vancocin, Lyphocin, Vancor |
| Melting Point | Dec°mp°ses when heated. |
| Solubility | Soluble in water. Moderately soluble in methanol. Insoluble in acetone and ether. |
| Appearance | White to off white powder |
| Store Temp | Ambient |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Allen CA, Babakhani F, Sears P, et al. Both fidaxomicin and vancomycin inhibit outgrowth of Clostridium difficile spores. Antimicrob Agents Chemother. 2013 Jan;57(1):664-7. PMID: 23147724.
Chakraborty SP, Sahu SK, Pramanik P, et al. In vitro antimicrobial activity of nanoconjugated vancomycin against drug resistant Staphylococcus aureus. Int J Pharm. 2012 Oct 15;436(1-2):659-76. PMID: 22841851.
Nailor MD, Sobel JD. Antibiotics for gram-positive bacterial infection: vancomycin, teicoplanin, quinupristin/dalfopristin, oxazolidinones, daptomycin, telavancin, and ceftaroline. Med Clin North Am. 2011 Jul;95(4):723-42, vii. PMID: 21679789.
Goetz J, Keyssner V, Hanses F, et al. Animal experimental investigation on the efficacy of antibiotic therapy with linezolid, vancomycin, cotrimoxazole, and rifampin in treatment of periprosthetic knee joint infections by MSRA. Bone Joint Res. 2022 Mar;11(3):143-151. PMID: 35227086.