Physicochemical Properties
| Molecular Formula | C19H20N3NAO6S |
| Molecular Weight | 441.4334 |
| Exact Mass | 441.097 |
| CAS # | 7240-38-2 |
| Related CAS # | Oxacillin sodium salt;1173-88-2;Oxacillin;66-79-5 |
| PubChem CID | 23694213 |
| Appearance | Typically exists as solid at room temperature |
| Boiling Point | 686.8ºC at 760 mmHg |
| Melting Point | 188ºC |
| Flash Point | 369.2ºC |
| Index of Refraction | 205 ° (C=1, H2O) |
| LogP | 0.992 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 4 |
| Heavy Atom Count | 30 |
| Complexity | 687 |
| Defined Atom Stereocenter Count | 3 |
| SMILES | S1C(C([H])([H])[H])(C([H])([H])[H])[C@]([H])(C(=O)[O-])N2C([C@]([H])([C@@]12[H])N([H])C(C1=C(C([H])([H])[H])ON=C1C1C([H])=C([H])C([H])=C([H])C=1[H])=O)=O.[Na+].O([H])[H] |
| InChi Key | ZVIYWUUZWWBNMB-VICXVTCVSA-M |
| InChi Code | InChI=1S/C19H19N3O5S.Na.H2O/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22;;/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26);;1H2/q;+1;/p-1/t13-,14+,17-;;/m1../s1 |
| Chemical Name | sodium;(2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrate |
| Synonyms | oxacillin sodium monohydrate; Oxacillin sodium hydrate; Bactocill; OXACILLIN SODIUM; Oxacillin sodium salt monohydrate; Cryptocillin; Penstapho |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro |
Four clinical isolates of S. aureus that carry the mecA gene (SA 1306, SA 1326, SA 1552, and SA 4666) show MIC values of less than 1 μg/mL for oxacillin[1]. Tol+ and Tol-strains undergo lysis when exposed to oxacillin (5 μg/mL) for 0-90 min[2]. |
| Cell Assay |
Cell Line: Cells of S. aureus which had grown for six to eight generations in [14C]glycerol. Concentration: 5 μg/mL. Incubation Time: 0, 30, 60, 90 min. Result: The rates at which the cells lysed allowed for the easy separation of Tol+ isolates from Tol- isolates. |
| References |
[1]. Antimicrob Agents Chemother. 2008 Nov;52(11):3905-8. [2]. Antimicrob Agents Chemother. 1979 Aug;16(2):134-40. [3]. J Antibiot (Tokyo). 1976 Apr;29(4):460-5. |
| Additional Infomation |
Oxacillin sodium monohydrate is a hydrate. It contains an oxacillin sodium. Oxacillin Sodium is the sodium salt form of oxacillin, a semisynthetic penicillinase-resistant and acid-stable penicillin with an antimicrobial activity. Oxacillin binds to penicillin-binding proteins in the bacterial cell wall, thereby blocking the synthesis of peptidoglycan, a critical component of the bacterial cell wall. This leads to inhibition of cell growth and causes cell lysis. An antibiotic similar to FLUCLOXACILLIN used in resistant staphylococci infections. See also: Oxacillin Sodium (annotation moved to). |
Solubility Data
| Solubility (In Vitro) |
H2O : ≥ 100 mg/mL (~226.54 mM) DMSO : ~50 mg/mL (~113.27 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.66 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (5.66 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 3: 110 mg/mL (249.19 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.2654 mL | 11.3268 mL | 22.6536 mL | |
| 5 mM | 0.4531 mL | 2.2654 mL | 4.5307 mL | |
| 10 mM | 0.2265 mL | 1.1327 mL | 2.2654 mL |