Structure via PubChem · Public domain (PubChem)
anidulafungin
Sign in to saveAlso known as Eraxis, V-Echinocandin, (4R,5R)-4,5-Dihydroxy-N²-[[4''-(pentyloxy)-p-terphenyl-4-yl]carbonyl]-L-ornithyl-L-threonyl-trans-4-hydroxy-L-prolyl-(S)-4-hydroxy-4(p-hydroxyphenyl)-L-threonyl-L-threonyl-(3S,4S)-3-hydroxy-4-methyl-L-proline cyclic (6->1)-peptide, Anidulafungina, Anidulafungine, Anidulafunginum
Anidulafungin (INN) (sold under the brand name Eraxis among others, is a semisynthetic echinocandin used as an antifungal medication. It may also have application in treating invasive Aspergillus infection when used in combination with voriconazole. It is a member of the class of antifungal drugs known as the echinocandins; its mechanism of action is by inhibition of (1→3)-β-D-glucan synthase, an enzyme important to the synthesis of the fungal cell wall.
In the Vinony graph
Vinony's link graph records 107 inbound references to anidulafungin, and connects out to United States Food and Drug Administration, biological half-life and antifungal.
Vinony files it under 4-Hydroxybiphenyl ethers, Antifungals and Drugboxes which contain changes to verified fields.
Vinony links it to 16 Wikipedia language editions.
Chemical data
- Formula
- C58H73N7O17
- Molecular weight
- 1140.2 g/mol
- IUPAC name
- N-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,25S,26S)-6-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,25-tetrahydroxy-3,15-bis[(1R)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]-4-[4-(4-pentoxyphenyl)phenyl]benzamide
- SMILES
- CCCCCOC1=CC=C(C=C1)C2=CC=C(C=C2)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)O)O)[C@@H](C)O)C)O)O)O
- InChIKey
- JHVAMHSQVVQIOT-MFAJLEFUSA-N
- XLogP
- 2.3
- Polar surface area
- 377 Ų
- H-bond donors
- 14
- H-bond acceptors
- 17
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2006
- Admin. routes
- parenteral
- Indications
- aspergillosis, Candidemia, myelodysplastic syndrome, acute myeloid leukemia
via ChEMBL · EBI
Research
1,385 papers- Echinocandins Pharmacokinetics: A Comprehensive Review of Micafungin, Caspofungin, Anidulafungin, and Rezafungin Population Pharmacokinetic Models and Dose Optimization in Special Populations.Clinical pharmacokinetics · 2025
- [Anidulafungin].Revista espanola de quimioterapia : publicacion oficial de la Sociedad Espanola de Quimioterapia · 2008
- Anidulafungin: a novel echinocandin.Clinical infectious diseases : an official publication of the Infectious Diseases Society of America · 2006
- Anidulafungin.Drugs · 2004
- Anidulafungin Vicuron.IDrugs : the investigational drugs journal · 2003
via PubMed
Wikidata facts
- Subclass of
- lipopeptide
- Mass
- 1139.506294
- Has use
- medication
Show 9 more facts
- chemical formula
- C₅₈H₇₃N₇O₁₇
- canonical SMILES
- CCCCCOC1=CC=C(C=C1)C2=CC=C(C=C2)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)O)O)C(C)O)C)O)O)O
- isomeric SMILES
- CCCCCOC1=CC=C(C=C1)C2=CC=C(C=C2)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)O)O)[C@@H](C)O)C)O)O)O
- subject has role
- antifungal
- World Health Organisation international non-proprietary name
- anidulafungin
- defined daily dose
- 0.1
- medical condition treated
- esophageal candidiasis
- found in taxon
- Streptomyces
- Commons category
- Anidulafungin
via Wikidata · CC0
~5 min read
Encyclopedic overview
8 sectionsContents
- Indications
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Mechanism of action
- Semisynthesis
- History
- References
{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 457130635 | IUPAC_name = N-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,25S,26S)-6-[(1S,2R)-1,2-Dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,25-tetrahydroxy-3,15-bis[(1R)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexaazatricyclo[22.3.0.09,13]heptacosan-18-yl]- 4-{4-[4-(pentyloxy)phenyl]phenyl}benzamide | image = Anidulafungin structure.svg | image_class = skin-invert-image | width = 300 | alt =
| pronounce = | tradename = Eraxis, others | Drugs.com = | DailyMedID = Anidulafungin | routes_of_administration = Intravenous
Excerpted from Wikipedia’s “anidulafungin” article, available under the CC BY-SA 4.0 licence.