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Sisomicin Sulfate

CAT: 0931-T1219Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0931-T1219Size:200 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
53179-09-2
Target
Antibiotic, Antibacterial
Related Pathways
Microbiology/Virology
Purity
0.9983
Bioactivity
Sisomicin Sulfate (Pathomycin) is the sulfate salt form of sisomicin, a broad-spectrum aminoglycoside antibiotic isolated from Micromonospora inyoensis. Sisomicin is structurally similar to gentamicin but has a unique unsaturated diamino sugar. Of the aminoglycoside antibiotics, sisomicin has the greatest activity against gram-positive bacteria.
Smiles
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](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)OC[C@]1(C)O.CN[C@@H]1[C@@H](O)[C@@H](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)OC[C@]1(C)O
Molecular Formula
2C19H37N5O7·5H2SO4
Molecular Weight
1385.43
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Sisomicin Sulfate

Sisomicin Sulfate is the sulfate salt form of sisomicin, a broad-spectrum aminoglycoside antibiotic isolated from Micromonospora inyoensis. Sisomicin is strucurally similar to gentamicin but has a unique unsaturated diamino sugar. Of the aminoglycoside antibiotics, sisomicin has the greatest activity against gram-positive bacteria.

CAS Number53179-09-2
PubChem CID439243
IUPAC Namebis((2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol);sulfuric acid
Molecular FormulaC38H84N10O34S5
Molecular Weight1385.5
Topological Polar Surface Area842
Hydrogen Bond Donor Count26
Hydrogen Bond Acceptor Count44
Rotatable Bond Count12
Heavy Atom Count87
Formal Charge0
Complexity724
SMILES
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(O3)CN)N)N)N)O.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(O3)CN)N)N)N)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O
InChI
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
InChIKey
CIKNYWFPGZCHDL-ZHFUJENKSA-N
Chemical Structure
2D Structure
2D structure of Sisomicin Sulfate
CAS: 53179-09-2
CID: 439243
Formula: C38H84N10O34S5
MW: 1385.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight1385.5
Hydrogen Bond Donor Count26
Hydrogen Bond Acceptor Count44
Rotatable Bond Count12
Exact Mass1384.3754956
Monoisotopic Mass1384.3754956
Topological Polar Surface Area842 Ų
Heavy Atom Count87
Formal Charge0
Complexity724
Isotope Atom Count0
Defined Atom Stereocenter Count22
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count7
Compound Is CanonicalizedYes