anidulafungin
CHEBI:55346
·resolve ·ANTIFUNGAL
·EXACT
SEEDED
A semisynthetic echinocandin anti-fungal drug. It is active against Aspergillus and Candida species and is used for the treatment of invasive candidiasis. — ChEBI
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
Strictly broader compounds or drug classes this molecule belongs to.
Chemical structure
Computed structure properties
| Molecular formula | C58H73N7O17 |
|---|
| Charge | 0 |
|---|
| Average mass | 1140.254 Da |
|---|
| Monoisotopic mass | 1139.50629 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | JHVAMHSQVVQIOT-MFAJLEFUSA-N |
|---|
SMILES
[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
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 (BRAND_NAME)— chebi
- anidulafungina (INN)— chebi
- anidulafungine (INN)— chebi
- anidulafunginum (INN)— chebi
- 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 (EXACT_SYNONYM)— chebi
Cross-references
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
Source concepts
Every upstream concept that resolved to this record. The merge is
the product: this is what shows ChEBI and CARD are describing the same structure.
Upstream concepts merged into this record
| 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 — Assigned from ChEBI role CHEBI:230471 (EC 2.4.1.34 (1,3-β-glucan synthase) inhibitor). ChEBI asserts the role on the compound. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.
- Clinical status
- APPROVED
Resistance mechanisms
21 known routes by which microbes
resist this compound, grounded in ARO where CARD models them. Grouped by mechanism
type — expand a group to see its determinants.
ANTIBIOTIC_TARGET_ALTERATION 12
ANTIBIOTIC_TARGET_ALTERATION
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| Candida albicans FKS1 with mutations conferring resistance to anidulafungin |
ARO:3009417 |
not organism-specific |
— |
- ARO:3009417 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
| Candida auris FKS1 beta-1,3-glucan synthase with mutations conferring resistance to anidulafungin |
ARO:3009419 |
not organism-specific |
— |
- ARO:3009419 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
| Candida dubliniensis FKS1 beta-1,3-glucan synthase with mutations conferring resistance to anidulafungin |
ARO:3009560 |
not organism-specific |
— |
- ARO:3009560 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
| Candida glabrata FKS1 with mutations conferring resistance to anidulafungin |
ARO:3009233 |
not organism-specific |
— |
- ARO:3009233 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
| Candida glabrata FKS2 with mutations conferring resistance to anidulafungin |
ARO:3009207 |
not organism-specific |
— |
- ARO:3009207 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
| Candida metapsilosis FKS1 beta-1,3-glucan with mutations conferring resistance to anidulafungin |
ARO:3009594 |
not organism-specific |
— |
- ARO:3009594 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
| Candida parapsilosis Erg3 with mutations conferring resistance to anidulafungin |
ARO:3009247 |
not organism-specific |
— |
- ARO:3009247 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
| Candida parapsilosis FSK1 beta-1,3-D-glucan synthase with mutations associated with resistance to anidulafungin |
ARO:3009597 |
not organism-specific |
— |
- ARO:3009597 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
| Candida tropicalis FKS1 beta-1,3-glucan synthase with mutations conferring resistance to anidulafungin |
ARO:3009600 |
not organism-specific |
— |
- ARO:3009600 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
| Kluyveromyces marxianus FKS1 beta-1,3-glucan synthase with mutations conferring resistance to anidulafungin |
ARO:3009604 |
not organism-specific |
— |
- ARO:3009604 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
| Pichia kudriavzevii Fks1 beta-1,3-glucan synthase with mutations associated with resistance to anidulafungin |
ARO:3009287 |
not organism-specific |
— |
- ARO:3009287 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
| Saccharomyces cerevisiae FKS1 beta-1,3-D-glucan synthase with mutations conferring resistance to anidulafungin |
ARO:3009423 |
not organism-specific |
— |
- ARO:3009423 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007503 (anidulafungin); database assertion, not a primary citation.)
|
UNKNOWN 9
UNKNOWN
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
FKS1(F641S) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Candida albicans NCBITaxon:5476
strain M70 NCBITaxon:237561
UniProtKB:A0A1D8PCT0
PHIPO:0000586 |
— |
- PMID:16723566 (PHI-base primary-literature antimicrobial interaction PHIG:1428; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FKS1(L644F S645C) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Candida albicans NCBITaxon:5476
strain M70 NCBITaxon:237561
UniProtKB:A0A1D8PCT0
PHIPO:0000586 |
— |
- PMID:16723566 (PHI-base primary-literature antimicrobial interaction PHIG:1428; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FKS1(P647A) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Saccharomyces cerevisiae NCBITaxon:4932
strain BY4742 NCBITaxon:559292
UniProtKB:P38631 YLR342W_mRNA
PHIPO:0000586 |
— |
- PMID:18443110 (PHI-base primary-literature antimicrobial interaction PHIG:2386; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FKS1(S645F) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Candida albicans NCBITaxon:5476
strain M70 NCBITaxon:237561
UniProtKB:A0A1D8PCT0
PHIPO:0000586 |
— |
- PMID:16723566 (PHI-base primary-literature antimicrobial interaction PHIG:1428; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FKS1(S645F) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Candida albicans NCBITaxon:5476
strain SC5314 NCBITaxon:237561
UniProtKB:A0A1D8PCT0
PHIPO:0000586 |
— |
- PMID:16723566 (PHI-base primary-literature antimicrobial interaction PHIG:1428; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FKS1(S645P) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Candida albicans NCBITaxon:5476
strain M70 NCBITaxon:237561
UniProtKB:A0A1D8PCT0
PHIPO:0000586 |
— |
- PMID:16723566 (PHI-base primary-literature antimicrobial interaction PHIG:1428; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FKS1(S645P) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Candida albicans NCBITaxon:5476
strain SC5314 NCBITaxon:237561
UniProtKB:A0A1D8PCT0
PHIPO:0000586 |
— |
- PMID:16723566 (PHI-base primary-literature antimicrobial interaction PHIG:1428; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FKS1(S645Y) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Candida albicans NCBITaxon:5476
strain M70 NCBITaxon:237561
UniProtKB:A0A1D8PCT0
PHIPO:0000586 |
— |
- PMID:16723566 (PHI-base primary-literature antimicrobial interaction PHIG:1428; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FKS1(S645Y) (amino acid mutation) [Not assayed] associated with resistance to anidulafungin
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Candida albicans NCBITaxon:5476
strain SC5314 NCBITaxon:237561
UniProtKB:A0A1D8PCT0
PHIPO:0000586 |
— |
- PMID:16723566 (PHI-base primary-literature antimicrobial interaction PHIG:1428; joined to this record by exact ChEBI identifier.)
Cell growth assay |
Curation history
-
SEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
2026-09-02 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
2026-09-02 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
2026-09-03 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
2026-09-03 · seed_from_sources
Re-seeded from updated data/raw/ inventories
Provenance
Seeded by scripts/seed_from_sources.py from the committed
inventories in data/raw/.
View the record.