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    Technical details about Micafungin Sodium, learn more about the structure, uses, toxicity, action, side effects and more

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    Micafungin Sodium

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    2D Structure
    Also known as: 208538-73-2, Funguard, Mycamine, Fk463 sodium, Fk-463, Micafungin na
    Molecular Formula
    C56H70N9NaO23S
    Molecular Weight
    1292.3  g/mol
    InChI Key
    KOOAFHGJVIVFMZ-WZPXRXMFSA-M
    FDA UNII
    IS1UP79R56
    A cyclic lipo-hexapeptide echinocandin antifungal agent that is used for the treatment and prevention of CANDIDIASIS.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;[5-[(1S,2S)-2-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,25S,26S)-3-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-11,20,21,25-tetrahydroxy-15-[(1R)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-18-[[4-[5-(4-pentoxyphenyl)-1,2-oxazol-3-yl]benzoyl]amino]-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-6-yl]-1,2-dihydroxyethyl]-2-hydroxyphenyl] sulfate
    2.1.2 InChI
    InChI=1S/C56H71N9O23S.Na/c1-4-5-6-17-86-32-14-11-28(12-15-32)39-21-33(63-87-39)27-7-9-29(10-8-27)49(75)58-34-20-38(70)52(78)62-54(80)45-46(72)25(2)23-65(45)56(82)43(37(69)22-41(57)71)60-53(79)44(48(74)47(73)30-13-16-36(68)40(18-30)88-89(83,84)85)61-51(77)35-19-31(67)24-64(35)55(81)42(26(3)66)59-50(34)76;/h7-16,18,21,25-26,31,34-35,37-38,42-48,52,66-70,72-74,78H,4-6,17,19-20,22-24H2,1-3H3,(H2,57,71)(H,58,75)(H,59,76)(H,60,79)(H,61,77)(H,62,80)(H,83,84,85);/q;+1/p-1/t25-,26+,31+,34-,35-,37+,38+,42-,43-,44-,45-,46-,47-,48-,52+;/m0./s1
    2.1.3 InChI Key
    KOOAFHGJVIVFMZ-WZPXRXMFSA-M
    2.1.4 Canonical SMILES
    CCCCCOC1=CC=C(C=C1)C2=CC(=NO2)C3=CC=C(C=C3)C(=O)NC4CC(C(NC(=O)C5C(C(CN5C(=O)C(NC(=O)C(NC(=O)C6CC(CN6C(=O)C(NC4=O)C(C)O)O)C(C(C7=CC(=C(C=C7)O)OS(=O)(=O)[O-])O)O)C(CC(=O)N)O)C)O)O)O.[Na+]
    2.1.5 Isomeric SMILES
    CCCCCOC1=CC=C(C=C1)C2=CC(=NO2)C3=CC=C(C=C3)C(=O)N[C@H]4C[C@H]([C@H](NC(=O)[C@@H]5[C@H]([C@H](CN5C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]6C[C@H](CN6C(=O)[C@@H](NC4=O)[C@@H](C)O)O)[C@@H]([C@H](C7=CC(=C(C=C7)O)OS(=O)(=O)[O-])O)O)[C@@H](CC(=O)N)O)C)O)O)O.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    IS1UP79R56
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Fk 463

    2. Fk-463

    3. Fk463

    4. Micafungin

    5. Mycamine

    2.3.2 Depositor-Supplied Synonyms

    1. 208538-73-2

    2. Funguard

    3. Mycamine

    4. Fk463 Sodium

    5. Fk-463

    6. Micafungin Na

    7. Micafungin Sodium Salt

    8. Fk 463

    9. Micafungin Sodium [usan]

    10. Is1up79r56

    11. Chebi:80105

    12. Fk463

    13. Sodium;[5-[(1s,2s)-2-[(3s,6s,9s,11r,15s,18s,20r,21r,24s,25s,26s)-3-[(1r)-3-amino-1-hydroxy-3-oxopropyl]-11,20,21,25-tetrahydroxy-15-[(1r)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-18-[[4-[5-(4-pentoxyphenyl)-1,2-oxazol-3-yl]benzoyl]amino]-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-6-yl]-1,2-dihydroxyethyl]-2-hydroxyphenyl] Sulfate

    14. Mycamine Sodium

    15. Funguard (tn)

    16. Mycamine (tn)

    17. Mcfg

    18. Micafungin Sodium- Bio-x

    19. Unii-is1up79r56

    20. Micafungin Na [vandf]

    21. Micafungin Sodium (jan/usan)

    22. Micafungin Sodium [jan]

    23. Chembl1237070

    24. Ex-a4114a

    25. Micafungin Sodium [mart.]

    26. Micafungin Sodium [who-dd]

    27. Micafungin Sodium Salt [mi]

    28. Mfcd08067752

    29. S4287

    30. Ccg-270668

    31. Micafungin Sodium [orange Book]

    32. Ac-30600

    33. Bm164667

    34. D02465

    35. Q27149252

    36. Pneumocandin A0, 1-((4r,5r)-4,5-dihydroxy-n2-(4-(5-(5-(pentyloxy)phenyl)-3-isoxazolyl)benzoyl)-l-ornithine)-4-((4s)-4-hydroxy-4-(4-hydroxy-3-(sulfooxy)phenyl)-l-threonine)-, Monosodium Salt

    37. Pneumocandin A0, 1-(4r,5r)-4,5-ihydroxy-2-4-5-4-(pentyloxy)henyl]-3-soxazolyl]enzoyl]--rnithine]-4-(4s)-4-ydroxy-4-4-ydroxy-3-(sulfooxy)henyl]

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 1292.3 g/mol
    Molecular Formula C56H70N9NaO23S
    Hydrogen Bond Donor Count15
    Hydrogen Bond Acceptor Count24
    Rotatable Bond Count18
    Exact Mass1291.42029497 g/mol
    Monoisotopic Mass1291.42029497 g/mol
    Topological Polar Surface Area521 Ų
    Heavy Atom Count90
    Formal Charge0
    Complexity2580
    Isotope Atom Count0
    Defined Atom Stereocenter Count15
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameMycamine
    PubMed HealthMicafungin (Injection)
    Drug ClassesAntifungal
    Drug LabelMycamine is a sterile, lyophilized product for intravenous (IV) infusion that contains micafungin sodium. Micafungin sodium is a semisynthetic lipopeptide (echinocandin) synthesized by a chemical modification of a fermentation product of Coleophoma e...
    Active IngredientMicafungin sodium
    Dosage FormInjectable
    Routeinjection; Iv (infusion)
    Strength100mg/vial; 50mg; 50mg/vial
    Market StatusPrescription
    CompanyAstellas; Fujisawa Hlthcare

    2 of 2  
    Drug NameMycamine
    PubMed HealthMicafungin (Injection)
    Drug ClassesAntifungal
    Drug LabelMycamine is a sterile, lyophilized product for intravenous (IV) infusion that contains micafungin sodium. Micafungin sodium is a semisynthetic lipopeptide (echinocandin) synthesized by a chemical modification of a fermentation product of Coleophoma e...
    Active IngredientMicafungin sodium
    Dosage FormInjectable
    Routeinjection; Iv (infusion)
    Strength100mg/vial; 50mg; 50mg/vial
    Market StatusPrescription
    CompanyAstellas; Fujisawa Hlthcare

    4.2 Drug Indication

    Mycamine is indicated for:

    * Adults, adolescents 16 years of age and elderly:

    - treatment of invasive candidiasis;

    - treatment of oesophageal candidiasis in patients for whom intravenous therapy is appropriate;

    - prophylaxis of Candida infection in patients undergoing allogeneic haematopoietic stem-cell transplantation or patients who are expected to have neutropenia (absolute neutrophil count < 500 cells/l) for 10 or more days.

    * Children (including neonates) and adolescents < 16 years of age:

    - treatment of invasive candidiasis.

    - prophylaxis of Candida infection in patients undergoing allogeneic haematopoietic stem-cell transplantation or patients who are expected to have neutropenia (absolute neutrophil count < 500 cells/l) for 10 or more days.

    The decision to use Mycamine should take into account a potential risk for the development of liver tumours. Mycamine should therefore only be used if other antifungals are not appropriate.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antifungal Agents

    Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Lipopeptides [CS]; Echinocandin Antifungal [EPC]
    5.3 ATC Code

    J02AX05

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