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Paromomycin (sulfate) (Standard)

CAT: 0804-HY-B0956R-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0956R-01Size:10 mg
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Description
Paromomycin (sulfate) (Standard) is the analytical standard of Paromomycin (sulfate). This product is intended for research and analytical applications. Paromomycin (Aminosidine) sulfate, a neomycin derivative, is a broad spectrum aminoglycoside antibiotic with amebicidal and bactericidal effects. Paromomycin sulfate prematures termination of translation of mRNA and inhibits protein synthesis?by specifically binds to the RNA oligonucleotide at the A site of bacterial 30S ribosomes. Paromomycin sulfate can be used for the research of bacterial and parasitic infections[1][2][3].
CAS Number
1263-89-4
Product Name Alternative
Aminosidine (sulfate) (Standard)
UNSPSC
12352005
Target
Antibiotic; Bacterial; Parasite; Reference Standards
Type
Reference compound
Related Pathways
Anti-infection; Others
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/paromomycin-sulfate-standard.html
Smiles
N[C@@H](C[C@H]1N)[C@@]([C@@H]([C@H]1O)O[C@@](O[C@H](CO)[C@H]2O[C@@]([C@@H]([C@@H](O)[C@@H]3O)N)([H])O[C@H]3CN)([H])[C@@H]2O)([H])O[C@H]([C@@H]([C@@H](O)[C@@H]4O)N)O[C@@H]4CO.O=S(O)(O)=O
Molecular Formula
C23H47N5O18S
Molecular Weight
713.71
References & Citations
[1]Tony J Tavares, et al. Structure of the cytosine-cytosine mismatch in the thymidylate synthase mRNA binding site and analysis of its interaction with the aminoglycoside paromomycin. RNA. 2009 May;15 (5) :911-22.|[2]Mohamed Mammeri, et al. Efficacy of chitosan, a natural polysaccharide, against Cryptosporidium parvum in vitro and in vivo in neonatal mice. Exp Parasitol. 2018 Nov;194:1-8.|[3]Ibrahim Aly, et al. Efficacy of Low and High Dose of Paromomycin Sulfate for Treatment of Cryptosporidiosis in Immunosuppressed Infected-Mice.Global Veterinaria 15 (2) : 137-143, 2015|[4]Tony J Tavares, et al. Structure of the cytosine-cytosine mismatch in the thymidylate synthase mRNA binding site and analysis of its interaction with the aminoglycoside paromomycin. RNA. 2009 May;15 (5) :911-22.|[5]Mohamed Mammeri, et al. Efficacy of chitosan, a natural polysaccharide, against Cryptosporidium parvum in vitro and in vivo in neonatal mice. Exp Parasitol. 2018 Nov;194:1-8.|[6]Ibrahim Aly, et al. Efficacy of Low and High Dose of Paromomycin Sulfate for Treatment of Cryptosporidiosis in Immunosuppressed Infected-Mice.Global Veterinaria 15 (2) : 137-143, 2015
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Paromomycin Sulfate

Paromomycin sulfate is an aminoglycoside sulfate salt resulting from the treatment of paromomycin with sulfuric acid. A broad-spectrum antibiotic, it is used for the treatment of acute and chronic intestinal protozoal infections, but is not effective for extraintestinal protozoal infections. It is also used as a therapeutic against visceral leishmaniasis. It has a role as an antiparasitic agent, an anthelminthic drug, an antiprotozoal drug and an antibacterial drug. It is functionally related to a paromomycin.

CAS Number1263-89-4
PubChem CID441375
IUPAC Name(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R,5S)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric acid
Molecular FormulaC23H47N5O18S
Molecular Weight713.7
Topological Polar Surface Area430
Hydrogen Bond Donor Count15
Hydrogen Bond Acceptor Count23
Rotatable Bond Count9
Heavy Atom Count47
Formal Charge0
Complexity952
SMILES
C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CN)O)O)N)O)O)N.OS(=O)(=O)O
InChI
InChI=1S/C23H45N5O14.H2O4S/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22;1-5(2,3)4/h5-23,29-36H,1-4,24-28H2;(H2,1,2,3,4)/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+;/m1./s1
InChIKey
LJRDOKAZOAKLDU-UDXJMMFXSA-N
Chemical Structure
2D Structure
2D structure of Paromomycin Sulfate
CAS: 1263-89-4
CID: 441375
Formula: C23H47N5O18S
MW: 713.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight713.7
Hydrogen Bond Donor Count15
Hydrogen Bond Acceptor Count23
Rotatable Bond Count9
Exact Mass713.26368084
Monoisotopic Mass713.26368084
Topological Polar Surface Area430 Ų
Heavy Atom Count47
Formal Charge0
Complexity952
Isotope Atom Count0
Defined Atom Stereocenter Count19
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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