micafungin

Also known as Mycamine

Micafungin, sold under the brand name Mycamine, is an echinocandin antifungal medication used to treat and prevent invasive fungal infections including candidemia, abscesses, and esophageal candidiasis. It inhibits the production of beta-1,3-glucan, an essential component of fungal cell walls that is not found in mammals.

Key facts

Drug.Verifiedfields: changed
Drug.verifiedrevid: 462252182
Drug.image: Micafungin.svg
Drug.image_class: skin-invert-image
Drug.width: 250
Drug.image2: Micafungin ball-and-stick.png
Drug.image_class2: bg-transparent
Drug.tradename: Mycamine
Drug.DailyMedID: Micafungin
Drug.routes_of_administration: Intravenous
Drug.ATC_prefix: J02
Drug.ATC_suffix: AX05
Drug.legal_US: Rx-only
Drug.legal_status: Rx-only
Drug.protein_bound: 99.8%
Drug.metabolism: Via catechol-O-methyltransferase pathway
Drug.elimination_half life: 11–17 hours
Drug.excretion: 40% feces, <15% urine

via Wikipedia infobox

Chemical data

Formula: C56H71N9O23S
Molecular weight: 1270.3 g/mol
IUPAC name: [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] hydrogen sulfate
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
InChIKey: PIEUQSKUWLMALL-YABMTYFHSA-N
XLogP: -1.6
Polar surface area: 519 Å²
H-bond donors: 16
H-bond acceptors: 24
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2005
Admin. routes: parenteral
Indications: aspergillosis, Candidemia, Candidiasis, Invasive, leukemia

via ChEMBL · EBI

Research

2,336 papers

Micafungin.Drugs · 2004
Echinocandins Pharmacokinetics: A Comprehensive Review of Micafungin, Caspofungin, Anidulafungin, and Rezafungin Population Pharmacokinetic Models and Dose Optimization in Special Populations.Clinical pharmacokinetics · 2025
Micafungin.The Annals of pharmacotherapy · 2004
Empirical Micafungin Treatment and Survival Without Invasive Fungal Infection in Adults With ICU-Acquired Sepsis, Candida Colonization, and Multiple Organ Failure: The EMPIRICUS Randomized Clinical Trial.JAMA · 2016
Micafungin: a therapeutic review.Expert review of anti-infective therapy · 2004

via PubMed

Wikidata facts

Subclass of: lipopeptide
Mass: 1269.438
Has use: medication

Show 8 more facts

chemical formula: C₅₆H₇₁N₉O₂₃S
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
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
World Health Organisation international non-proprietary name: micafungin
defined daily dose: 0.1
subject has role: antifungal
medical condition treated: candidiasis
Commons category: Micafungin

Sources (3)

via Wikidata · CC0

~4 min read

Encyclopedic overview

5 sections

Contents

Indications
Dosage
Dosage forms
References
Further reading

{{Infobox drug | Verifiedfields = changed | verifiedrevid = 462252182 | image = Micafungin.svg | image_class = skin-invert-image | width = 250 | alt = | image2 = Micafungin ball-and-stick.png | image_class2 = bg-transparent | alt2 =

Excerpted from Wikipedia’s “micafungin” article, available under the CC BY-SA 4.0 licence.

Available in 17 languages

via Wikidata sitelinks · CC0