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    Erythromycin Lactobionate
    Also known as: 3847-29-8, 33h58i7glq, Erythromycin lactobionate (1:1) (salt), Erythromycin lactobionate [jan], Erythromycin. compd. with lactobionic acid, Einecs 223-348-7
    Molecular Formula
    C49H89NO25
    Molecular Weight
    1092.2  g/mol
    InChI Key
    NNRXCKZMQLFUPL-WBMZRJHASA-N
    FDA UNII
    33H58I7GLQ
    Erythromycin Lactobionate is the lactobionate salt form of erythromycin, a broad-spectrum, topical macrolide antibiotic with antibacterial activity. Erythromycin lactobionate diffuses through the bacterial cell membrane and reversibly binds to the 50S subunit of the bacterial ribosome. This prevents bacterial protein synthesis. Erythromycin lactobionate may be bacteriostatic or bactericidal in action, depending on the concentration of the drug at the site of infection and the susceptibility of the organism involved.
    1 2D Structure

    Erythromycin Lactobionate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione;(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acid
    2.1.2 InChI
    InChI=1S/C37H67NO13.C12H22O12/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26;13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3;3-10,12-20H,1-2H2,(H,21,22)/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-;3-,4-,5+,6+,7-,8-,9-,10-,12+/m11/s1
    2.1.3 InChI Key
    NNRXCKZMQLFUPL-WBMZRJHASA-N
    2.1.4 Canonical SMILES
    CCC1C(C(C(C(=O)C(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)C)O)(C)O.C(C1C(C(C(C(O1)OC(C(CO)O)C(C(C(=O)O)O)O)O)O)O)O
    2.1.5 Isomeric SMILES
    CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)O)(C)O.C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@H](C(=O)O)O)O)O)O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    33H58I7GLQ
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 3847-29-8

    2. 33h58i7glq

    3. Erythromycin Lactobionate (1:1) (salt)

    4. Erythromycin Lactobionate [jan]

    5. Erythromycin. Compd. With Lactobionic Acid

    6. Einecs 223-348-7

    7. Erythrocin Lactobionate Iv

    8. Unii-33h58i7glq

    9. Erythromycin Mono(4-o-beta-d-galactopyranosyl-d-gluconate) (salt)

    10. Lactobionic Acid, Compd. With Erythromycin (1:1)

    11. Erythromycin Lactobionate [usp:ban:jan]

    12. Erythromycini Lactobionas

    13. 4-o-beta-d-galactopyranosyl-d-gluconic Acid Compd. With Erythromycin

    14. Schembl41566

    15. Chembl1200506

    16. Sterile Erythromycin Lactobionate

    17. Hy-b0220a

    18. Dtxsid801009322

    19. Erythromycin, 4-o-beta-d-galactopyranosyl-d-gluconate (salt)

    20. Erythromycin Lactobionate [mi]

    21. Erythromycin Lactobionate (jp17/usp)

    22. D-gluconic Acid, 4-o-.beta.-d-galactopyranosyl-, Compd. With Erythromycin (1:1)

    23. D-gluconic Acid, 4-o-beta-d-galactopyranosyl-, Compd. With Erythromycin (1:1)

    24. Erythromycin Lactobionate [mart.]

    25. Erythromycin Lactobionate [vandf]

    26. Erythromycin Lactobionate [usp-rs]

    27. Erythromycin Lactobionate [who-dd]

    28. Erythromycin Lactobionate [who-ip]

    29. Cs-0009646

    30. D02009

    31. Erythromycin Lactobionate [ep Monograph]

    32. Erythromycin Lactobionate [orange Book]

    33. Erythromycin Lactobionate [usp Impurity]

    34. Erythromycini Lactobionas [who-ip Latin]

    35. Erythromycin, Lactobionate (1:1) (salt)

    36. Q27256272

    37. Sterile Erythromycin Lactobionate [usp Monograph]

    38. Erythromycin, 4-o-beta-d-galactopyranosyl-d-gluconate (1:1)

    39. Erythromycin Mono(4-o-.beta.-d-galactopyranosyl-d-gluconate) (salt)

    40. Erythromycin 4-o-beta-d-galactopyranosyl-d-gluconate;erythromycin 4-o-beta-d-galactopyranosyl-d-gluconate

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 1092.2 g/mol
    Molecular Formula C49H89NO25
    Hydrogen Bond Donor Count14
    Hydrogen Bond Acceptor Count26
    Rotatable Bond Count15
    Exact Mass1091.57236732 g/mol
    Monoisotopic Mass1091.57236732 g/mol
    Topological Polar Surface Area412 Ų
    Heavy Atom Count75
    Formal Charge0
    Complexity1580
    Isotope Atom Count0
    Defined Atom Stereocenter Count27
    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.)

    Gastrointestinal Agents

    Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion. (See all compounds classified as Gastrointestinal Agents.)

    4.2 FDA Pharmacological Classification
    4.2.1 Pharmacological Classes
    Macrolide Antimicrobial [EPC]; Macrolide [EPC]; Macrolides [CS]; Decreased Sebaceous Gland Activity [PE]
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