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    Chemistry

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    Also known as: Gentamicin c2b, 52093-21-7, Sagamicin, Santemycin, Micronomicin [inn], Xk-62-2
    Molecular Formula
    C20H41N5O7
    Molecular Weight
    463.6  g/mol
    InChI Key
    DNYGXMICFMACRA-XHEDQWPISA-N
    FDA UNII
    S9AZ0R40QV
    Micronomicin
    Micronomicin is an aminoglycoside antibiotic isolated from Micromonospora sagamiensis var. nonreducans. Micronomicin is an analog of gentamicin and has broad-spectrum activity against both gram-positive and gram-negative bacteria.
    1 2D Structure

    Micronomicin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(methylaminomethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol
    2.1.2 InChI
    InChI=1S/C20H41N5O7/c1-20(28)8-29-19(14(27)17(20)25-3)32-16-12(23)6-11(22)15(13(16)26)31-18-10(21)5-4-9(30-18)7-24-2/h9-19,24-28H,4-8,21-23H2,1-3H3/t9-,10+,11-,12+,13-,14+,15+,16-,17+,18+,19+,20-/m0/s1
    2.1.3 InChI Key
    DNYGXMICFMACRA-XHEDQWPISA-N
    2.1.4 Canonical SMILES
    CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CCC(O3)CNC)N)N)N)O
    2.1.5 Isomeric 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@H](O3)CNC)N)N)N)O
    2.2 Other Identifiers
    2.2.1 UNII
    S9AZ0R40QV
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 6'-n-methylgentamicin C

    2. De 020

    3. De-020

    4. Gentamicin C2b

    5. Kw 1062

    6. Kw-1062

    7. Sagamicin

    8. Xk-62-2

    2.3.2 Depositor-Supplied Synonyms

    1. Gentamicin C2b

    2. 52093-21-7

    3. Sagamicin

    4. Santemycin

    5. Micronomicin [inn]

    6. Xk-62-2

    7. 6'-n-methylgentamicin C1a

    8. S9az0r40qv

    9. Chebi:81283

    10. Kw-1062

    11. (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[(2r,3r,6s)-3-amino-6-(methylaminomethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol

    12. D-streptamine, O-2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-alpha-d-erythro-hexopyranosyl-(1-4)-o-(3-deoxy-4-c-methyl-3-(methylamino)-beta-l-arabinopyranosyl-(1-6))-2-deoxy

    13. Micromicin

    14. Micromycin

    15. Micronomicina

    16. Micronomicine

    17. Micronomicinum

    18. Sagamicin (obs.)

    19. Gentamicin C(sub 2b)

    20. Antibiotic Kw 1062

    21. Antibiotic Xk 62-2

    22. Ncgc00183277-01

    23. Unii-s9az0r40qv

    24. Micronomicine [inn-french]

    25. Micronomicinum [inn-latin]

    26. Micronomicina [inn-spanish]

    27. 6'-n-methylgentamicin C(sub 1a)

    28. De 020

    29. Micronomicin (dcf)

    30. Kw 1062

    31. Xk 62-2

    32. Micronomicin [mi]

    33. Micronomicin [who-dd]

    34. Schembl147893

    35. Chembl373081

    36. Gtpl12162

    37. Dtxsid401023736

    38. Hy-b1915

    39. Zinc8214612

    40. Akos016010141

    41. Db13274

    42. Cs-0013973

    43. C17706

    44. D08219

    45. Q6839784

    46. D-streptamine, O-2-amino-6-(methylamino)-2,3,4,6-tetradeoxy-alpha-d-erythro-hexopyranosyl-(1-4)-o-(3-deoxy-4-c-methyl-3-(methylamino)-beta-l-arabinopyranosyl-(1-6))-2-deoxy-

    47. O-2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-.alpha.-d-erythro-hexopyranosyl-(1->4)-o-(3-deoxy-4-c-methyl-3-(methylamino)-.beta.-l-arabinopyranosyl-(1->6)-2-deoxy-d-streptamine

    48. O-2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-a-d-erythro-hexopyranosyl-(1->4)-o-(3-deoxy-4-c-methyl-3-(methylamino)-.beta.-l-arabinopyranosyl-(1->6))-2-deoxy-d-streptamine

    49. O-2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-a-d-erythro-hexopyranosyl-(1-4)-o-(3-deoxy-4-c-methyl-3-(methylamino)-beta-l-arabinopyranosyl-(1-6))-2-deoxy-d-streptamine

    2.4 Create Date
    2005-08-09
    3 Chemical and Physical Properties
    Molecular Weight 463.6 g/mol
    Molecular Formula C20H41N5O7
    XLogP3-4.5
    Hydrogen Bond Donor Count8
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count7
    Exact Mass463.30059866 g/mol
    Monoisotopic Mass463.30059866 g/mol
    Topological Polar Surface Area200 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity607
    Isotope Atom Count0
    Defined Atom Stereocenter Count12
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

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

    4.2 ATC Code

    S - Sensory organs

    S01 - Ophthalmologicals

    S01A - Antiinfectives

    S01AA - Antibiotics

    S01AA22 - Micronomicin

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