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    Neomycin Sulfate

    ACTIVE PHARMA INGREDIENTS

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    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: Neomycin sulfate, 1405-10-3, Neomycin trisulfate hydrate, Akos016010116
    Molecular Formula
    C23H48N6O17S
    Molecular Weight
    712.7  g/mol
    InChI Key
    OIXVKQDWLFHVGR-VTSVPHRWSA-N
    Aminoglycoside antibiotic complex produced by Streptomyces fradiae. It is composed of neomycins A, B, and C, and acts by inhibiting translation during protein synthesis.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,3R,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2S,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4R,5R)-4-[(3R,4R,5R,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol;sulfuric acid
    2.1.2 InChI
    InChI=1S/C23H46N6O13.H2O4S/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22;1-5(2,3)4/h5-23,30-36H,1-4,24-29H2;(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
    2.1.3 InChI Key
    OIXVKQDWLFHVGR-VTSVPHRWSA-N
    2.1.4 Canonical SMILES
    C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)N)OC3C(C(C(O3)CO)OC4C(C(C(C(O4)CN)O)O)N)O)O)N.OS(=O)(=O)O
    2.1.5 Isomeric 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)CN)O)O)N)O[C@H]3[C@@H]([C@H]([C@H](O3)CO)OC4[C@@H]([C@H]([C@H]([C@@H](O4)CN)O)O)N)O)O)N.OS(=O)(=O)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Neomycin

    2. Neomycin Palmitate

    3. Neomycin Sulfate

    2.2.2 Depositor-Supplied Synonyms

    1. Neomycin Sulfate

    2. 1405-10-3

    3. Neomycin Trisulfate Hydrate

    4. Akos016010116

    2.3 Create Date
    2013-05-31
    3 Chemical and Physical Properties
    Molecular Weight 712.7 g/mol
    Molecular Formula C23H48N6O17S
    Hydrogen Bond Donor Count15
    Hydrogen Bond Acceptor Count23
    Rotatable Bond Count9
    Exact Mass712.27966526 g/mol
    Monoisotopic Mass712.27966526 g/mol
    Topological Polar Surface Area436 Ų
    Heavy Atom Count47
    Formal Charge0
    Complexity953
    Isotope Atom Count0
    Defined Atom Stereocenter Count18
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameNeomycin sulfate
    Drug LabelNeomycin Sulfate Tablets, USP, for oral administration, contain neomycin which is an antibiotic obtained from the metabolic products of the actinomycete Streptomycesfradiae. Structurally, neomycin sulfate may be represented as follows:Chemically, i...
    Active IngredientNeomycin sulfate
    Dosage FormTablet
    RouteOral
    Strength500mg
    Market StatusPrescription
    CompanyOman Pharm Products; Teva; X Gen Pharms

    2 of 2  
    Drug NameNeomycin sulfate
    Drug LabelNeomycin Sulfate Tablets, USP, for oral administration, contain neomycin which is an antibiotic obtained from the metabolic products of the actinomycete Streptomycesfradiae. Structurally, neomycin sulfate may be represented as follows:Chemically, i...
    Active IngredientNeomycin sulfate
    Dosage FormTablet
    RouteOral
    Strength500mg
    Market StatusPrescription
    CompanyOman Pharm Products; Teva; X Gen Pharms

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

    Protein Synthesis Inhibitors

    Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Aminoglycosides [CS]; Aminoglycoside Antibacterial [EPC]