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    Maduramicin

    ACTIVE PHARMA INGREDIENTS

    MARKET PLACE

    PharmaCompass
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    2D Structure
    Also known as: Maduramicin ammonium, Prinicin ammonium, Maduramycin ammonium, Cygro, 84878-61-5, 61991-54-6
    Molecular Formula
    C47H83NO17
    Molecular Weight
    934.2  g/mol
    InChI Key
    WQGJEAMPBSZCIF-HKSLRPGUSA-N
    Maduramicin is an antiprotozoal agent used in veterinary medicine as prophylaxis against coccidiosis. It is a naturally occurring compound which was first isolated from the actinomycete, Actinomadura rubra.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    azane;2-[(2R,3S,4S,5R,6S)-6-[(1R)-1-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-[(2R,3S,5R)-3-[(2R,4S,5S,6S)-4,5-dimethoxy-6-methyloxan-2-yl]oxy-5-[(2S,3S,5R,6S)-6-hydroxy-3,5,6-trimethyloxan-2-yl]oxolan-2-yl]-5-methyloxolan-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]ethyl]-2-hydroxy-4,5-dimethoxy-3-methyloxan-2-yl]acetic acid
    2.1.2 InChI
    InChI=1S/C47H80O17.H3N/c1-23-18-24(2)45(9,51)61-36(23)31-19-32(58-35-20-30(53-10)40(55-12)28(6)57-35)42(59-31)44(8)15-14-33(60-44)43(7)16-17-46(64-43)21-29(48)25(3)37(62-46)26(4)38-41(56-13)39(54-11)27(5)47(52,63-38)22-34(49)50;/h23-33,35-42,48,51-52H,14-22H2,1-13H3,(H,49,50);1H3/t23-,24+,25+,26+,27-,28-,29-,30-,31+,32-,33+,35+,36-,37-,38-,39-,40-,41-,42+,43-,44-,45-,46+,47+;/m0./s1
    2.1.3 InChI Key
    WQGJEAMPBSZCIF-HKSLRPGUSA-N
    2.1.4 Canonical SMILES
    CC1CC(C(OC1C2CC(C(O2)C3(CCC(O3)C4(CCC5(O4)CC(C(C(O5)C(C)C6C(C(C(C(O6)(CC(=O)O)O)C)OC)OC)C)O)C)C)OC7CC(C(C(O7)C)OC)OC)(C)O)C.N
    2.1.5 Isomeric SMILES
    C[C@H]1C[C@H]([C@@](O[C@@H]1[C@H]2C[C@@H]([C@@H](O2)[C@@]3(CC[C@@H](O3)[C@@]4(CC[C@@]5(O4)C[C@@H]([C@H]([C@H](O5)[C@@H](C)[C@H]6[C@@H]([C@H]([C@@H]([C@](O6)(CC(=O)O)O)C)OC)OC)C)O)C)C)O[C@@H]7C[C@@H]([C@H]([C@@H](O7)C)OC)OC)(C)O)C.N
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Maduramycin

    2.2.2 Depositor-Supplied Synonyms

    1. Maduramicin Ammonium

    2. Prinicin Ammonium

    3. Maduramycin Ammonium

    4. Cygro

    5. 84878-61-5

    6. 61991-54-6

    7. Maduramycin

    8. Unii-5u912u22t2

    9. Maduramicin (ammonium)

    10. Azane;2-[(2r,3s,4s,5r,6s)-6-[(1r)-1-[(2s,5r,7s,8r,9s)-2-[(2r,5s)-5-[(2r,3s,5r)-3-[(2r,4s,5s,6s)-4,5-dimethoxy-6-methyloxan-2-yl]oxy-5-[(2s,3s,5r,6s)-6-hydroxy-3,5,6-trimethyloxan-2-yl]oxolan-2-yl]-5-methyloxolan-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]ethyl]-2-hydroxy-4,5-dimethoxy-3-methyloxan-2-yl]acetic Acid

    11. Cl-259971

    12. Cl 273,703

    13. Kaduramicina

    14. Maduramicine

    15. Maduramicinum

    16. Maduramicine [french]

    17. Maduramicinum [latin]

    18. Kaduramicina [spanish]

    19. 5u912u22t2

    20. Cl-273703

    21. Maduramicin [usan:inn:ban]

    22. Cl 259971

    23. Maduramicin Alpha-monoammonium Salt

    24. Azane;2-[(2r,3s,4s,5r,6s)-6-[(1r)-1-[(2s,5r,7s,8r,9s)-2-[(2r,5s)-5-[(2r,3s,5r)-3-[(2r,4s,5s,6s)-4,5-dimethoxy-6-methyloxan-2-yl]oxy-5-[(2s,3s,5r,6s)-6-hydroxy-3,5,6-trimethyloxan-2-yl]oxolan-2-yl]-5-m

    25. Ethyloxolan-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]ethyl]-2-hydroxy-4,5-dimethoxy-3-methyloxan-2-yl]acetic Acid

    26. Maduramicin (usan/inn)

    27. Chembl2105807

    28. Hy-n7071a

    29. Chebi:189929

    30. S5094

    31. Akos037649392

    32. Db11525

    33. Bs-18177

    34. Cs-0085591

    35. D04830

    36. 878m615

    37. Maduramicin Ammonium 100 Microg/ml In Acetonitrile

    38. Q23936401

    39. 2h-pyran-2-acetic Acid, 6-((1r)-1-((2s,5r,7s,8r,9s)-2-((2s,2'r,3's,5r,5'r)-3'-((2,6-dideoxy-3,4-di-o-methyl-beta-l-arabino-hexopyranosyl)oxy)octahydro-2-methyl-5'-((2s,3s,5r,6s)-tetrahydro-6-hydroxy-2,8-dimethyl-1,6-dioxaspiro(4.5)dec-7-yl)ethyl)tetrahydro-2-hydroxy-4,5-dimethoxy-3-methyl-, Monoammonium Salt, (2r,3s,4s,5r,6s)-

    40. Lonomycin A, 23,27-didemethoxy-2,6,22-tridemethyl-11-o-demethyl-22-((2,6-dideoxy-3,4-di-o-methyl-beta-l-arabino-hexopyranosyl)oxy)-6-methoxy-, Monoammonium Salt, (3r,4s,5s,6r,7s,22s)-

    2.3 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 934.2 g/mol
    Molecular Formula C47H83NO17
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count18
    Rotatable Bond Count13
    Exact Mass933.56610018 g/mol
    Monoisotopic Mass933.56610018 g/mol
    Topological Polar Surface Area210 Ų
    Heavy Atom Count65
    Formal Charge0
    Complexity1610
    Isotope Atom Count0
    Defined Atom Stereocenter Count24
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    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.)