anidulafungin
A semisynthetic echinocandin anti-fungal drug. It is active against Aspergillus and Candida species and is used for the treatment of invasive candidiasis.
Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.
Classification
echinocandin antibioticARO:3007496
-
CHEBI:24533 -
CHEBI:52898 - echinocandin
CHEBI:57248 -
CHEBI:72588 - antibiotic antifungal drug
CHEBI:87113 - echinocandin antibiotic
ARO:3007496
Chemical structure
| Molecular formula | C58H73N7O17 |
|---|---|
| Charge | 0 |
| Average mass | 1140.254 Da |
| Monoisotopic mass | 1139.50629 Da |
| Source | ChEBI |
| InChIKey | JHVAMHSQVVQIOT-MFAJLEFUSA-N |
[H][C@@]1([C@@H](C)O)NC(=O)[C@H]([C@H](O)[C@@H](O)c2ccc(O)cc2)NC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H](NC(=O)c2ccc(-c3ccc(-c4ccc(OCCCCC)cc4)cc3)cc2)C[C@@H](O)[C@@H](O)NC(=O)[C@@H]2[C@@H](O)[C@@H](C)CN2C1=O
InChI=1S/C58H73N7O17/c1-5-6-7-24-82-40-22-18-35(19-23-40)33-10-8-32(9-11-33)34-12-14-37(15-13-34)51(74)59-41-26-43(70)54(77)63-56(79)47-48(71)29(2)27-65(47)58(81)45(31(4)67)61-55(78)46(50(73)49(72)36-16-20-38(68)21-17-36)62-53(76)42-25-39(69)28-64(42)57(80)44(30(3)66)60-52(41)75/h8-23,29-31,39,41-50,54,66-73,77H,5-7,24-28H2,1-4H3,(H,59,74)(H,60,75)(H,61,78)(H,62,76)(H,63,79)/t29-,30+,31+,39+,41-,42-,43+,44-,45-,46-,47-,48-,49-,50-,54+/m0/s1
Also called
- Eraxis
- anidulafungina
- anidulafungine
- anidulafunginum
- N-{(2R,6S,9S,11R,12R,14aS,15S,16S,20S,23S,25aS)-23-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-2,11,12,15-tetrahydroxy-6,20-bis[(1R)-1-hydroxyethyl]-16-methyl-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl}-4''-(pentyloxy)-1,1':4',1''-terphenyl-4-carboxamide
Cross-references
- anidulafungin
ARO:3007503 - cas:166663-25-8
- reaxys:7408417
- chembl:CHEMBL264241
- pubchem.compound:166548
Drug registries
Patents and articles
Activity roles
- antifungal agent
CHEBI:35718 - antifungal drug
CHEBI:86327
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| ARO | ARO:3007503 |
anidulafungin | antibioticmech:aro-f30e065178 |
2026-08-30 |
| CHEBI | CHEBI:55346 |
anidulafungin | antibioticmech:chebi-4eac20bab5 |
2026-08-30 |
Mechanism summary
- Mode of action
- CELL_WALL_SYNTHESIS_INHIBITION microbial target
- Clinical status
- APPROVED
Resistance mechanisms
ANTIBIOTIC_TARGET_ALTERATION 12
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| Candida albicans FKS1 with mutations conferring resistance to anidulafungin | ARO:3009417 | — | ||
| Candida auris FKS1 beta-1,3-glucan synthase with mutations conferring resistance to anidulafungin | ARO:3009419 | — | ||
| Candida dubliniensis FKS1 beta-1,3-glucan synthase with mutations conferring resistance to anidulafungin | ARO:3009560 | — | ||
| Candida glabrata FKS1 with mutations conferring resistance to anidulafungin | ARO:3009233 | — | ||
| Candida glabrata FKS2 with mutations conferring resistance to anidulafungin | ARO:3009207 | — | ||
| Candida metapsilosis FKS1 beta-1,3-glucan with mutations conferring resistance to anidulafungin | ARO:3009594 | — | ||
| Candida parapsilosis Erg3 with mutations conferring resistance to anidulafungin | ARO:3009247 | — | ||
| Candida parapsilosis FSK1 beta-1,3-D-glucan synthase with mutations associated with resistance to anidulafungin | ARO:3009597 | — | ||
| Candida tropicalis FKS1 beta-1,3-glucan synthase with mutations conferring resistance to anidulafungin | ARO:3009600 | — | ||
| Kluyveromyces marxianus FKS1 beta-1,3-glucan synthase with mutations conferring resistance to anidulafungin | ARO:3009604 | — | ||
| Pichia kudriavzevii Fks1 beta-1,3-glucan synthase with mutations associated with resistance to anidulafungin | ARO:3009287 | — | ||
| Saccharomyces cerevisiae FKS1 beta-1,3-D-glucan synthase with mutations conferring resistance to anidulafungin | ARO:3009423 | — |
UNKNOWN 9
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| FKS1(F641S) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin |
— | Candida albicans NCBITaxon:5476PHIPO:0000586 |
— | |
| FKS1(L644F S645C) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin |
— | Candida albicans NCBITaxon:5476PHIPO:0000586 |
— | |
| FKS1(P647A) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin |
— | Saccharomyces cerevisiae NCBITaxon:4932PHIPO:0000586 |
— | |
| FKS1(S645F) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin |
— | Candida albicans NCBITaxon:5476PHIPO:0000586 |
— | |
| FKS1(S645F) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin |
— | Candida albicans NCBITaxon:5476PHIPO:0000586 |
— | |
| FKS1(S645P) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin |
— | Candida albicans NCBITaxon:5476PHIPO:0000586 |
— | |
| FKS1(S645P) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin |
— | Candida albicans NCBITaxon:5476PHIPO:0000586 |
— | |
| FKS1(S645Y) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin |
— | Candida albicans NCBITaxon:5476PHIPO:0000586 |
— | |
| FKS1(S645Y) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin |
— | Candida albicans NCBITaxon:5476PHIPO:0000586 |
— |
Curation history
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SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (ARO, CHEBI)
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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REVIEWED_RESISTANCE_IDENTIFIER_SCOPE
Scoped eight PHI-base FKS1 associations to parent-background context, withheld reference protein/strain IDs as experimental-subject identifiers, and retained the explicit AF027295-to-UniProtKB:O13383 reference crosswalk. Alleles, phenotypes, species, and mechanism unchanged; no isolate MIC inferred.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Applied 1 pinned subject-context reviews, retaining reference-locus grounding while withholding unverified experimental protein/strain identifiers. Source alterations, phenotypes, species, genes, and existing activities unchanged. Refreshed provenance checksums on any previously reviewed claims. Resolved the FKS1 table's derivative label with its explicit numbering discrepancy.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the whole-file PHI-base review checksum after Eddouzi subject reviews; all biological fields and prior decisions unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the whole-file PHI-base review checksum after Rybak reference-context reviews; all biological fields and previous decisions unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the whole-file PHI-base review checksum after carboxin reference-context reviews; all biological fields, activities and previous decisions unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the whole-file PHI-base review checksum after two additional carboxin identifier-scope corrections; all biological fields, activities and previous decisions unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the whole-file PHI-base review checksum after eleven additional identifier-scope corrections; biological fields, activities and decisions unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the whole-file PHI-base review checksum after seventeen additional identifier-scope corrections; biological fields, activities and decisions unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the whole-file PHI-base review checksum after one yeast identity-scope correction; biological fields, activities and prior decisions unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the whole-file PHI-base review checksum after twelve reference-scope corrections; biological fields, activities and prior decisions unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the shared PHI-base review checksum after nine identifier-scope corrections; previous decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the shared PHI-base review checksum after six identifier-scope corrections; previous decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the shared PHI-base review checksum after eight subject-identity corrections; previous decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed shared PHI-base review checksum after the Darlington subject correction; prior review decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed shared PHI-base review checksum after the Nakayama reference-scope review; prior decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed shared PHI-base review checksum after the Duan reference-scope review; prior decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed shared PHI-base review checksum after the Piotrowska parent-reference review; prior decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed shared PHI-base review checksum after the Xu subject and species corrections; prior decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed shared PHI-base review checksum after the Shima parent-reference review; prior decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed shared PHI-base review checksum after the Mehrabi parent-reference review; prior decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed shared PHI-base review checksum after the Huang parent-reference review; prior decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed shared PHI-base review checksum after the HDF1 subject-reference review; prior decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed shared PHI-base review checksum after the Fouche parent-cohort review; prior decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_REFERENCE_CONTEXT
Refreshed shared PHI-base review checksum after the SDH8 reference-alias correction; prior decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the shared PHI-base review checksum after the Posteraro subject-context review; previous decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_REFERENCE_CONTEXT
Refreshed the shared PHI-base review checksum after four reference-identifier scope corrections; previous decisions, biological fields and activities unchanged.
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REVIEWED_RESISTANCE_SUBJECT_CONTEXT
Refreshed the shared PHI-base review checksum after one Neurospora subject-context correction; previous decisions, biological fields and activities unchanged.