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    Chemistry

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    Also known as: Sodium colistin methanesulfonate, Colistin sulfomethate, Colimycin m, 12705-41-8, Colistinmethanesulfonic acid, Sodium colistimethate
    Molecular Formula
    C58H105N16Na5O28S5
    Molecular Weight
    1749.8  g/mol
    InChI Key
    IQWHCHZFYPIVRV-UHFFFAOYSA-I
    Colistimethate Sodium
    Colistimethate is a broad-spectrum polymyxin antibiotic against most aerobic Gram-negative bacteria except Proteus bacteria. Colistimethate is a mixture of methanesulfonate derivatives of cyclic polypeptides colistin A and B from Bacillus colistinus or B. polymyxa. Colistin functions as a surfactant which penetrates into and disrupts the bacterial cell membrane, thereby resulting in bactericidal effect.
    1 2D Structure

    Colistimethate Sodium

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    pentasodium;[2-[17-(1-hydroxyethyl)-22-[[2-[[3-hydroxy-2-[[2-(6-methyloctanoylamino)-4-(sulfonatomethylamino)butanoyl]amino]butanoyl]amino]-4-(sulfonatomethylamino)butanoyl]amino]-5,8-bis(2-methylpropyl)-3,6,9,12,15,18,23-heptaoxo-11,14-bis[2-(sulfonatomethylamino)ethyl]-1,4,7,10,13,16,19-heptazacyclotricos-2-yl]ethylamino]methanesulfonate
    2.1.2 InChI
    InChI=1S/C58H110N16O28S5.5Na/c1-9-35(6)12-10-11-13-46(77)65-38(14-20-59-28-103(88,89)90)53(82)74-48(37(8)76)58(87)70-41(17-23-62-31-106(97,98)99)50(79)68-43-19-25-64-57(86)47(36(7)75)73-54(83)42(18-24-63-32-107(100,101)102)67-49(78)39(15-21-60-29-104(91,92)93)69-55(84)44(26-33(2)3)72-56(85)45(27-34(4)5)71-52(81)40(66-51(43)80)16-22-61-30-105(94,95)96;;;;;/h33-45,47-48,59-63,75-76H,9-32H2,1-8H3,(H,64,86)(H,65,77)(H,66,80)(H,67,78)(H,68,79)(H,69,84)(H,70,87)(H,71,81)(H,72,85)(H,73,83)(H,74,82)(H,88,89,90)(H,91,92,93)(H,94,95,96)(H,97,98,99)(H,100,101,102);;;;;/q;5*+1/p-5
    2.1.3 InChI Key
    IQWHCHZFYPIVRV-UHFFFAOYSA-I
    2.1.4 Canonical SMILES
    CCC(C)CCCCC(=O)NC(CCNCS(=O)(=O)[O-])C(=O)NC(C(C)O)C(=O)NC(CCNCS(=O)(=O)[O-])C(=O)NC1CCNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)CCNCS(=O)(=O)[O-])CC(C)C)CC(C)C)CCNCS(=O)(=O)[O-])CCNCS(=O)(=O)[O-])C(C)O.[Na+].[Na+].[Na+].[Na+].[Na+]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Colistimethate Sodium

    2. Colistimethate, Disodium Salt

    3. Colistin Sodium Methanesulfonate

    4. Colistinmethanesulfonic Acid

    2.2.2 Depositor-Supplied Synonyms

    1. Sodium Colistin Methanesulfonate

    2. Colistin Sulfomethate

    3. Colimycin M

    4. 12705-41-8

    5. Colistinmethanesulfonic Acid

    6. Sodium Colistimethate

    7. Colistrimethate Sodium

    8. Colymycin M

    9. Coly-mycin M

    10. Colimyscine

    11. Colimicina

    12. Coly-mycin Injectable

    13. Colistin Sulfomethate Sodium

    14. Coly-mycin M Parenteral

    15. Sodium Colistinemethanesulfonate

    16. Colistinemethanesulfonate Sodique

    17. Pentasodium Colistinmethanesulfonate

    18. Pentasodium;[2-[17-(1-hydroxyethyl)-22-[[2-[[3-hydroxy-2-[[2-(6-methyloctanoylamino)-4-(sulfonatomethylamino)butanoyl]amino]butanoyl]amino]-4-(sulfonatomethylamino)butanoyl]amino]-5,8-bis(2-methylpropyl)-3,6,9,12,15,18,23-heptaoxo-11,14-bis[2-(sulfonatomethylamino)ethyl]-1,4,7,10,13,16,19-heptazacyclotricos-2-yl]ethylamino]methanesulfonate

    19. Einecs 232-516-9

    20. Unii-xw0e5ys77g

    21. Colistinmethanesulfonic Acid, Sodium Salt

    22. 8068-37-9

    23. Colistimethate Sodium [usan:usp:inn:ban]

    24. Xw0e5ys77g

    25. Unii-dl2r53p963

    26. Dl2r53p963

    27. Colistinmethanesulfonic Acid (van)

    28. Nsc 756688

    29. Sw222239-1

    2.3 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 1749.8 g/mol
    Molecular Formula C58H105N16Na5O28S5
    Hydrogen Bond Donor Count18
    Hydrogen Bond Acceptor Count33
    Rotatable Bond Count39
    Exact Mass1748.5376240 g/mol
    Monoisotopic Mass1748.5376240 g/mol
    Topological Polar Surface Area749 Ų
    Heavy Atom Count112
    Formal Charge0
    Complexity3430
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count13
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count6
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameColistimethate sodium
    PubMed HealthColistimethate (Injection)
    Drug ClassesAntibiotic
    Drug LabelColistimethate for Injection, USP is a sterile parenteral antibiotic product which, when reconstituted (see Reconstitution), is suitable for intramuscular or intravenous administration.Each vial contains colistimethate sodium or pentasodium colistinm...
    Active IngredientColistimethate sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 150mg base/vial
    Market StatusPrescription
    CompanyEmcure Pharms; Fresenius Kabi Usa; Paddock; X Gen Pharms; Sagent Pharms

    2 of 4  
    Drug NameColy-mycin m
    Drug LabelColy-Mycin M Parenteral (Colistimethate for Injection, USP) is a sterile parenteral antibiotic product which, when reconstituted (see Reconstitution), is suitable for intramuscular or intravenous administration.Each vial contains colistimethate sod...
    Active IngredientColistimethate sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 150mg base/vial
    Market StatusPrescription
    CompanyPar Sterile Products

    3 of 4  
    Drug NameColistimethate sodium
    PubMed HealthColistimethate (Injection)
    Drug ClassesAntibiotic
    Drug LabelColistimethate for Injection, USP is a sterile parenteral antibiotic product which, when reconstituted (see Reconstitution), is suitable for intramuscular or intravenous administration.Each vial contains colistimethate sodium or pentasodium colistinm...
    Active IngredientColistimethate sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 150mg base/vial
    Market StatusPrescription
    CompanyEmcure Pharms; Fresenius Kabi Usa; Paddock; X Gen Pharms; Sagent Pharms

    4 of 4  
    Drug NameColy-mycin m
    Drug LabelColy-Mycin M Parenteral (Colistimethate for Injection, USP) is a sterile parenteral antibiotic product which, when reconstituted (see Reconstitution), is suitable for intramuscular or intravenous administration.Each vial contains colistimethate sod...
    Active IngredientColistimethate sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 150mg base/vial
    Market StatusPrescription
    CompanyPar Sterile Products

    5 Pharmacology and Biochemistry
    5.1 FDA Pharmacological Classification
    5.1.1 Pharmacological Classes
    Polymyxins [CS]; Polymyxin-class Antibacterial [EPC]

    API Reference Price

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    14-Jan-2021
    25-Oct-2024
    KGS
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