Gentamicin sulphate

Base Information

• Chemical Name: Gentamicin sulphate
• CAS No.: 1405-41-0
• Molecular Formula: C21H43N5O7^.H2SO4
• Molecular Weight: 575.67
• Hs Code.: 29419010
• European Community (EC) Number: 215-778-9
• ChEMBL ID: CHEMBL1200643
• Mol file: 1405-41-0.mol

Synonyms:Gentamicine sulfate;Gentamicin, sulfate (salt);gentamicin sulfate (water content 10%);GENTAMICIN SULPHATE;Gentamicin (sulfate);Prestwick_240;MFCD00270181;D09PEQ;CHEMBL1200643;RDEIXVOBVLKYNT-HDZPSJEVSA-N;HMS1568O22;HMS2095O22;HMS3712O22;AKOS026750085;CCG-220160;AS-35221;SR-01000872641;SR-01000872641-1;Gentamicin sulfate, meets EP, USP testing specifications;Gentamicin sulfate, meets USP testing specifications, powder;Gentamicin sulfate salt, potency: >=590 mug Gentamicin base per mg;Gentamicin sulfate, European Pharmacopoeia (EP) Reference Standard;Gentamicin sulfate from Micromonospora purpurea, ~700 U/mg dried material;Gentamicin sulfate salt, powder, BioReagent, suitable for cell culture;Gentamicin sulfate, United States Pharmacopeia (USP) Reference Standard;Gentamicin for peak identification, European Pharmacopoeia (EP) Reference Standard;Gentamicin Sulfate, Pharmaceutical Secondary Standard;Certified Reference Material;(2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-[(1R)-1-aminoethyl]oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol

Chemical Property of Gentamicin sulphate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: 218-237 °C
• Boiling Point: 797.6 °C at 760 mmHg
• Flash Point: 436.2 °C
• PSA: 719.38000
• Density: ==
• LogP: -1.26180
• Storage Temp.: 2-8°C
• Solubility.: H2O: 50 mg/mL As stock solution, store at −20°
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 26
• Hydrogen Bond Acceptor Count: 40
• Rotatable Bond Count: 19
• Exact Mass: 1487.86917571
• Heavy Atom Count: 101
• Complexity: 1930

Purity/Quality:

99% HPLC ^*data from raw suppliers

Gentamicin Sulfate Salt, C Complex ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 42/43
• Safety Statements: 23-36/37-45-22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C1CCC(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)N.CC(C1CCC(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)NC.CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CCC(O3)CN)N)N)N)O.OS(=O)(=O)O
• Isomeric SMILES: C[C@H]([C@@H]1CC[C@H]([C@H](O1)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@](CO3)(C)O)NC)O)N)N)N)N.C[C@H]([C@@H]1CC[C@H]([C@H](O1)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@](CO3)(C)O)NC)O)N)N)N)NC.C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H](CC[C@H](O3)CN)N)N)N)O.OS(=O)(=O)O
• Recent EU Clinical Trials: A randomised controlled trial to compare the clinical effectiveness and safety of gentamicin and ceftriaxone in the treatment of gonorrhoea.
• Sources: Derived from the antibiotic gentamicin.
• Chemical Composition and Structure: Gentamicin Sulfate is a complex mixture of aminoglycoside antibiotics, primarily composed of three related compounds: gentamicin C1, gentamicin C2, and gentamicin C1a. It is a sulfate salt of gentamicin.
• Uses: Antibacterial Activity:; Effective against a wide range of bacteria, especially Gram-negative bacteria such as Pseudomonas aeruginosa, Escherichia coli, and Klebsiella pneumoniae.^[1]; ; Wound Dressing:; Incorporated into hydrogel films for antibacterial wound dressing applications.^[2]; ; Intravesical Drug Delivery:; Utilized in hybrid niosomal in situ gel formulations for intravesical drug delivery, especially in the treatment of urinary tract infections.^[3]
• Mechanism of Action: Inhibits bacterial protein synthesis by binding to the 30S ribosomal subunit, thereby causing misreading of mRNA and ultimately leading to bacterial cell death.
• History and Development: Gentamicin was first discovered in the 1960s and has since been widely used as an antibiotic.
• Analysis Method: Characterized using various techniques such as Fourier transform infrared spectroscopy (FTIR), thermal analysis, scanning electron microscopy (SEM), rheological analysis, and microbial studies to evaluate physicochemical properties, drug release kinetics, antibacterial activity, and biocompatibility.
• References: [1] Preparation of Cross-linked Chitosan Quaternary Ammonium Salt Hydrogel Films Loading Drug of Gentamicin Sulfate for Antibacterial Wound Dressing; DOI 10.3390/md19090479; [2] Development of thermoresponsive poloxamer in situ gel loaded with gentamicin sulfate for cavity wounds; 10.1007/s10965-020-02352-6; [3] Formulation and Evaluation of Hybrid Niosomal In Situ Gel for Intravesical Co-Delivery of Curcumin and Gentamicin Sulfate; DOI 10.3390/pharmaceutics14040747