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    Neamine

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    $ API Ref.Price (USD/KG) : 7Xls

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    2D Structure
    Also known as: Neomycin a, 3947-65-7, Negamicin, Nebramycin x, Dekamycin v, Neamin
    Molecular Formula
    C12H26N4O6
    Molecular Weight
    322.36  g/mol
    InChI Key
    SYJXFKPQNSDJLI-HKEUSBCWSA-N
    FDA UNII
    5981U00LY0
    Neamine is the minor component of the neomycin complex, a broad spectrum aminoglycoside antibiotic derived from Streptomyces fradiae with antibacterial activity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxyoxane-3,4-diol
    2.1.2 InChI
    InChI=1S/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1
    2.1.3 InChI Key
    SYJXFKPQNSDJLI-HKEUSBCWSA-N
    2.1.4 Canonical SMILES
    C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)N)O)O)N
    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)O)N
    2.2 Other Identifiers
    2.2.1 UNII
    5981U00LY0
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Neamin

    2. Neomycin A

    2.3.2 Depositor-Supplied Synonyms

    1. Neomycin A

    2. 3947-65-7

    3. Negamicin

    4. Nebramycin X

    5. Dekamycin V

    6. Neamin

    7. 4-o-(2,6-diamino-2,6-dideoxy-alpha-d-glucopyranosyl)-2-deoxy-d-streptamine

    8. 2-desoxy-4-o-(2,6-diamino-2,6-didesoxy-alpha-d-glucopyranosyl)-d-streptamin

    9. Chebi:7489

    10. (1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-d-glucopyranoside

    11. (2r,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-(((1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl)oxy)tetrahydro-2h-pyran-3,4-diol

    12. 5981u00ly0

    13. (2r,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-[(1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl]oxyoxane-3,4-diol

    14. (1r,3s,3s,5r,6r)-5-amino-2-aminomethyl-6-(4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-tetrahydro-pyran-3,4-diol

    15. (2r,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-[(1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxy-cyclohexoxy]tetrahydropyran-3,4-diol

    16. (2r,3s,4r,5r,6r)-6-((1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyloxy)-5-amino-2-(aminomethyl)-tetrahydro-2h-pyran-3,4-diol

    17. Xxx

    18. Brn 0026714

    19. Unii-5981u00ly0

    20. Neamine [mi]

    21. D-streptamine, 2-deoxy-4-o-(2,6-diamino-2,6-dideoxy-alpha-d-glucopyranosyl)-

    22. (+)-neamine

    23. 4-18-00-07474 (beilstein Handbook Reference)

    24. Schembl219578

    25. Bdbm8580

    26. Chembl427409

    27. St 7

    28. Dtxsid7023358

    29. Hy-n7449

    30. Zinc4095654

    31. Mfcd00023857

    32. Akos025311197

    33. Db04808

    34. D-streptamine, 2-deoxy-4-o-(2,6-diamino-2,6-dideoxy-.alpha.-d-glucopyranosyl)-

    35. Neomycin Sulfate Ep Impurity A (neamine)

    36. Tobramycin Impurity C [ep Impurity]

    37. Cs-0129171

    38. C01441

    39. 947n657

    40. A824565

    41. Neomycin Sulfate Impurity A [ep Impurity]

    42. Q6984256

    43. 2-deoxy-4-o-(2,6-diamine-2,6-dideoxy-.alpha.-d-glucopyranosyl)-d-streptamine

    44. (2r,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-(((1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl)oxy)tetrahydro-2h-pyran-3,4-diol Hydrochloride

    45. (2r,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-((1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyloxy)-tetrahydro-2h-pyran-3,4-diol

    46. (2r,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-((1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyloxy)tetrahydro-2h-pyran-3,4-diol

    47. (2r,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy}oxane-3,4-diol

    48. O-2,6-diamino-2,6-dideoxy-.alpha.-d-glucopyranosyl-(1->4)-1,3-diamino-1,2,3-trideoxy-d-myo-inositol

    49. Wurcs=2.0/1,1,0/[a2122h-1a_1-5_1*oc^rc^rc^sc^rcc^s$3/8n/6n/5o/4o_2*n_6*n]/1/

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 322.36 g/mol
    Molecular Formula C12H26N4O6
    XLogP3-5.4
    Hydrogen Bond Donor Count8
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count3
    Exact Mass322.18523456 g/mol
    Monoisotopic Mass322.18523456 g/mol
    Topological Polar Surface Area204 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity378
    Isotope Atom Count0
    Defined Atom Stereocenter Count10
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1