• Chemical structure of Gentamicin Sulfate, CAS 1405-41-0, USP26 ≥590 IU/mg — sulfate salt of the aminoglycoside complex from Micromonospora, shown as the shared core with R₁ and R₂ marking the C6′ substituents that distinguish the C1, C1a, C2, C2a and C2b congeners. Broad-spectrum antibiotic used as a selection agent in mammalian cell culture and molecular biology, typically at 50 mg/L. Supplied by NorrChemica with DDP shipping. CoA and SDS provided.
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NorrChemica™

Gentamicin Sulfate

CAS 1405-41-0 USP26, ≥590 IU/mg

Gentamicin Sulfate | CAS 1405-41-0 | USP26, ≥590 IU/mg

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Technical Specifications

CAS Number 1405-41-0
EC / EINECS Number 215-778-9
MDL Number MFCD00270181
RTECS Number LY2625000
SMILES CC([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.CC([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
InChI InChI=1S/C21H43N5O7.C20H41N5O7.C19H39N5O7.H2O4S/c1-9(25-3)13-6-5-10(22)19(31-13)32-16-11(23)7-12(24)17(14(16)27)33-20-15(28)18(26-4)21(2,29)8-30-20;1-8(21)12-5-4-9(22)18(30-12)31-15-10(23)6-11(24)16(13(15)26)32-19-14(27)17(25-3)20(2,28)7-29-19;1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17;1-5(2,3)4/h9-20,25-29H,5-8,22-24H2,1-4H3;8-19,25-28H,4-7,21-24H2,1-3H3;8-18,24-27H,3-7,20-23H2,1-2H3;(H2,1,2,3,4)/t9?,10-,11+,12-,13+,14+,15-,16-,17+,18-,19-,20-,21+;8?,9-,10+,11-,12+,13+,14-,15-,16+,17-,18-,19-,20+;8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-;/m110./s1
InChIKey RDEIXVOBVLKYNT-VQBXQJRRSA-N
PubChem CID 9855350
Molecular Formula C₆₀H₁₂₅N₁₅O₂₅S
Molecular Weight 1488.8 g/mol
Melting Point 218 - 237 °C at 1.013 hPa
Solubility Freely soluble in water (115 mg/mL at 25 °C); insoluble in ethanol and DMSO (<1 mg/mL at 25 °C); insoluble in lipids and organic solvents
Purity USP26, ≥590 IU/mg
Physical Form White to light yellow powder
HS Code 2940.00
Shelf Life Retest period: 24 months from date of manufacture
Storage Conditions Store refrigerated (2–8 °C) in a tightly sealed container, protected from moisture

Product Description & Scientific Applications

Gentamicin Sulfate is the sulfate salt of a broad-spectrum antibiotic complex from Micromonospora echinospora. It is not a single compound: the C complex comprises gentamicins C1, C1a, C2, C2a and C2b, all 4,6-disubstituted 2-deoxystreptamine aminoglycosides differing only in the purpurosamine ring. The Ph. Eur. monograph sets the composition at 20.0–40.0% C1, 10.0–30.0% C1a and 40.0–60.0% for the sum of C2, C2a and C2b, and the material is specified by potency in IU per mg rather than by mass, since no single molar mass applies.

Mechanism. Aminoglycosides inhibit bacterial protein synthesis by binding the ribosomal decoding centre, inducing conformational changes that cause codon misreading. Chemical probing shows each component of the C complex protects the same bases of 16S rRNA but at different concentrations — a weak footprint appears at G1494 and A1408 with 1 µM of the C1a congener and 10 µM of C2.

Selection marker. The aacC1 gentamicin cassette is the basis of the standard resistance marker, cloned from pPC110 into pUC7 as the cassette source plasmid. Strains are constructed by natural transformation with a product carrying that allele and selected on gentamicin. Cross-activity of the gentamicin resistance enzyme with G418 has been observed, which widens what a single marker can do.

Cell culture. Its minimum bactericidal concentration in culture is lower than other antibiotics and it remains stable there for up to five days, targeting the bacterial 30S ribosome.

Solution stability. Solutions are stable at room temperature and in boiling aqueous buffers across pH 2 to 14. Sterile solutions are stored refrigerated at 2 to 8 °C.

Resistance. Expression of the AAC(3)-I enzyme may be low, in which case isolates show decreased susceptibility rather than frank resistance — a distinction that matters when interpreting a screen.

Supplied for research use only. Not for diagnostic, therapeutic, or human or veterinary use.

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Safety Information

GHS Pictograms
GHS07 Harmful/Irritant
Signal Word Warning
Hazard Class Not regulated for transport
Transport Category Not classified as dangerous goods for transport (ADR/IATA/IMDG)
H-Statements H317
P-Statements P261 - P272 - P280 - P302+P352 - P333+P313 - P362+P364
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