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S7796

Sisomicin sulfate salt

≥580 μg/mg (USP)

Synonym(s):

O-3-Deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1->4)-O-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-glycero-hex-4-enopyranosyl-(1->6))-2-deoxy-L-streptamine sulfate (2:5) (salt)

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About This Item

Empirical Formula (Hill Notation):
C19H37N5O7 · 2.5H2O4S
CAS Number:
53179-09-2
Molecular Weight:
692.72
PubChem Substance ID:
329824589
UNSPSC Code:
51281665
NACRES:
NA.85
EC Number:
258-414-4
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form

powder

concentration

≥580 μg/mg (USP)

color

white to off-white

antibiotic activity spectrum

Gram-negative bacteria

mode of action

protein synthesis | interferes

storage temp.

−20°C

SMILES string

OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.CN[C@@H]1[C@@H](O)[C@H](OC[C@]1(C)O)O[C@H]2[C@H](N)C[C@H](N)[C@@H](O[C@H]3OC(CN)=CC[C@H]3N)[C@@H]2O.CN[C@@H]4[C@@H](O)[C@H](OC[C@]4(C)O)O[C@H]5[C@H](N)C[C@H](N)[C@@H](O[C@H]6OC(CN)=CC[C@H]6N)[C@@H]5O

InChI

1S/2C19H37N5O7.5H2O4S/c2*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;5*1-5(2,3)4/h2*3,9-18,24-27H,4-7,20-23H2,1-2H3;5*(H2,1,2,3,4)/t2*9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+;;;;;/m11...../s1

InChI key

CIKNYWFPGZCHDL-ZHFUJENKSA-N

General description

Chemical structure: aminoglycoside

Application

Sisomicin is an aminoglycoside antibiotic isolated from Micromonopora inyoensis. It is effective against most strains of Klebsiellk spp., Escherichia coli, P. aeruginosa, Enterobacter and Proteus spp.. It is a potential treatment for conjunctiva . It is used in disk and tube dilution sensitivity test.

Biochem/physiol Actions

Sisomicin interferes with protein synthesis at the level of functional ribosome assembly. The mechanism is similar to that of gentamycin. Sisomicin closely resembles gentamicin but is more effective against Pseudomonas aeruginosa and indole-positive Proteus.

Packaging

250MG,1G,5G

Preparation Note

Keep container tightly closed in a dry and well-ventilated place.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number
039M4893V
SLCC4231
SLBW7171
SLBV1849
SLBP1781V

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Stephen Hanessian et al.
Chemical communications (Cambridge, England), 46(12), 2013-2015 (2010-03-12)
Aminoglycoside 66-40C, an unprecedented 16-membered bis-azadiene macrocyclic natural product isolated from the Micromonospora producer of the antibiotic sisomicin, was synthesized following a biomimetic strategy which definitively established its origin as arising from a remarkably selective non-enzymatic macro-dimerization.
Gengrong Lin et al.
Antimicrobial agents and chemotherapy, 54(5), 2258-2261 (2010-02-11)
Synergy time-kill studies of 47 methicillin-resistant Staphylococcus aureus strains with differing resistance phenotypes showed that combinations of subinhibitory concentrations of ACHN-490 and daptomycin yielded synergy against 43/47 strains at 24 h, while the combination was indifferent against the remaining 4
Clinical Pharmacology of Sisomicin
Victorio Rodriguez, Gerald P. Bodey, et al.
Antimicrobial Agents and Chemotherapy, 7, 182-195 (1975)
View All Related Papers

Global Trade Item Number

SKUGTIN
S7796-1G04061826695357
S7796-250MG04061836960315
S7796-5G04061833429532