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S7796

Sigma-Aldrich

Sisomicin sulfate salt

≥580 μg/mg (USP)

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

form

powder

Quality Level

200

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

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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

Storage and Stability

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

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Danger

Hazard Statements

H312 + H332 - H360

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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Eliana S Armstrong et al.
Current opinion in microbiology, 13(5), 565-573 (2010-10-12)
The challenge posed by increasing levels of drug-resistant bacteria world-wide is manifest, and must be dealt with both by new approaches to the use of existing antibiotics and by the introduction of novel drugs. ACHN-490 is the first neoglycoside, or
Yingjian Lu et al.
Marine biotechnology (New York, N.Y.), 11(6), 717-724 (2009-03-12)
Strain GB-2 is a marine microbe with broad-spectrum antimicrobial activity, isolated from soil taken from the coastal city Lianyungang in the JiangSu province of China. Analysis of its morphological, physiological, and biochemical characteristics as well as chemical components of the
J A Waitz
Antimicrobial agents and chemotherapy, 4(4), 445-454 (1973-10-01)
Poor statistical correlation was obtained between tube dilution test results and disk test results by using standard procedures. Significant regressions were obtained although they were not linear. Different regressions were obtained with different bacterial species. It is suggested that for
Makoto Adachi et al.
Medical mycology, 45(4), 347-349 (2007-05-19)
Using a newly-developed medium, i.e., combined deactivators-supplemented agar medium (CDSAM), the viability of dermatophytes in skin scales was evaluated. Culture studies were conducted with skin scales collected from 44 patients with tinea pedis who had been treated for two weeks
Sławomir Wilczyński et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 45(3), 251-262 (2011-11-26)
Radiation sterilization technology is more actively used now that any time because of its many advantages. Gamma radiation has high penetrating power, relatively low chemical reactivity and causes small temperature rise. But on the other hand radiosterilization can lead to
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