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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