caspofungin
CHEBI:474180
·resolve ·ANTIFUNGAL
·EXACT
SEEDED
A semisynthetic cyclic hexapeptide echinocandin antibiotic which exerts its effect by inhibiting the synthesis of 1,3-β-D-glucan, an integral component of the fungal cell wall. — 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 | C52H88N10O15 |
|---|
| Charge | 0 |
|---|
| Average mass | 1093.331 Da |
|---|
| Monoisotopic mass | 1092.64306 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | JYIKNQVWKBUSNH-WVDDFWQHSA-N |
|---|
SMILES
[H][C@@]12C[C@@H](O)CN1C(=O)[C@H]([C@@H](C)O)NC(=O)[C@@]([H])(NC(=O)CCCCCCCC[C@@H](C)C[C@@H](C)CC)C[C@@H](O)[C@@H](NCCN)NC(=O)[C@@H]1[C@@H](O)CCN1C(=O)[C@H]([C@H](O)CCN)NC(=O)[C@H]([C@H](O)[C@@H](O)c1ccc(O)cc1)NC2=O
InChI
InChI=1S/C52H88N10O15/c1-5-28(2)24-29(3)12-10-8-6-7-9-11-13-39(69)56-34-26-38(68)46(55-22-21-54)60-50(75)43-37(67)19-23-61(43)52(77)41(36(66)18-20-53)58-49(74)42(45(71)44(70)31-14-16-32(64)17-15-31)59-48(73)35-25-33(65)27-62(35)51(76)40(30(4)63)57-47(34)72/h14-17,28-30,33-38,40-46,55,63-68,70-71H,5-13,18-27,53-54H2,1-4H3,(H,56,69)(H,57,72)(H,58,74)(H,59,73)(H,60,75)/t28-,29+,30+,33+,34-,35-,36+,37-,38+,40-,41-,42-,43-,44-,45-,46-/m0/s1
Also called
- (10R,12S)-N-{(2R,6S,9S,11R,12S,14aS,15S,20S,23S,25aS)-12-[(2-aminoethyl)amino]-20-[(1R)-3-amino-1-hydroxypropyl]-23-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl}-10,12-dimethyltetradecanamide (EXACT_SYNONYM)— chebi
- (4R,5S)-5-((2-aminoethyl)amino)-N2-(10,12-dimethyltetradecanoyl)-4-hydroxy-L-ornithyl-L-threonyl-trans-4-hydroxy-L-prolyl-(S)-4-hydroxy-4-(p-hydroxyphenyl)-L-threonyl-threo-3-hydroxy-L-ornithyl-trans-3-hydroxy-L-proline cyclic (6-1)-peptide (EXACT_SYNONYM)— chebi
- 1-[(4R,5S)-5-[(2-aminoethyl)amino]-N2-(10,12-dimethyl-1-oxotetradecyl)-4-hydroxy-L-ornithine]-5-[(3R)-3-hydroxy-L-ornithine]-pneumocandin B0 (EXACT_SYNONYM)— chebi
- Caspofungin (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:3007501 |
caspofungin |
antibioticmech:aro-ef25488e10 |
2026-08-30 |
| CHEBI |
CHEBI:474180 |
caspofungin |
antibioticmech:chebi-0abd2ece56 |
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.
Resistance mechanisms
33 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 18
ANTIBIOTIC_TARGET_ALTERATION
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| Aspergillus fumigatus Cyp51A with mutations conferring resistance to caspofungin |
ARO:3009557 |
not organism-specific |
— |
- ARO:3009557 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Candida albicans FKS1 with mutations conferring resistance to caspofungin |
ARO:3009416 |
not organism-specific |
— |
- ARO:3009416 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Candida auris ADE17 with mutations conferring resistance to caspofungin |
ARO:3009329 |
not organism-specific |
— |
- ARO:3009329 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Candida auris ERG11 lanosterol 14-alpha-demethylase with mutations conferring resistance against caspofungin |
ARO:3009395 |
not organism-specific |
— |
- ARO:3009395 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Candida auris FKS1 beta-1,3-glucan synthase with mutations conferring resistance to caspofungin |
ARO:3009420 |
not organism-specific |
— |
- ARO:3009420 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Candida dubliniensis FKS1 beta-1,3-glucan synthase with mutations conferring resistance to caspofungin |
ARO:3009592 |
not organism-specific |
— |
- ARO:3009592 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Candida glabrata FKS1 beta-1,3-glucan with mutations conferring resistance to caspofungin |
ARO:3009231 |
not organism-specific |
— |
- ARO:3009231 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Candida glabrata FKS2 with mutations conferring resistance to caspofungin |
ARO:3009208 |
not organism-specific |
— |
- ARO:3009208 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Candida metapsilosis FKS1 beta-1,3-glucan with mutations conferring resistance to caspofungin |
ARO:3009595 |
not organism-specific |
— |
- ARO:3009595 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Candida parapsilosis FSK1 beta-1,3-D-glucan synthase with mutations associated with resistance to caspofungin |
ARO:3009598 |
not organism-specific |
— |
- ARO:3009598 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Candida tropicalis FKS1 beta-1,3-glucan synthase with mutations conferring resistance to caspofungin |
ARO:3009601 |
not organism-specific |
— |
- ARO:3009601 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Clavispora lusitaniae FKS1 beta-1,3-glucan synthase with mutations conferring resistance to caspofungin |
ARO:3009603 |
not organism-specific |
— |
- ARO:3009603 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Kluyveromyces marxianus FKS1 beta-1,3-glucan synthase with mutations conferring resistance to caspofungin |
ARO:3009605 |
not organism-specific |
— |
- ARO:3009605 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Nakaseomyces glabratus Cdc6 with mutations conferring resistance against caspofungin |
ARO:3009390 |
not organism-specific |
— |
- ARO:3009390 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Nakaseomyces glabratus MRPL11 mutations with resistance to caspofungin |
ARO:3009372 |
not organism-specific |
— |
- ARO:3009372 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Pichia kudriavzevii Fks1 beta-1,3-glucan synthase with mutations associated with resistance to caspofungin |
ARO:3009607 |
not organism-specific |
— |
- ARO:3009607 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Saccharomyces cerevisiae FKS1 beta-1,3-D-glucan synthase with mutations conferring resistance to caspofungin |
ARO:3009609 |
not organism-specific |
— |
- ARO:3009609 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| antifungal resistance-associated MSH |
ARO:3009134 |
not organism-specific |
— |
- ARO:3009134 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
UNKNOWN 14
UNKNOWN
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| Candida albicans AIF1 with mutations conferring resistance against caspofungin |
ARO:3009378 |
not organism-specific |
— |
- ARO:3009378 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
| Candida spp. High Osmolarity Glycerol 1 conferring resistance to caspofungin via absence |
ARO:3007664 |
not organism-specific |
— |
- ARO:3007664 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
FKS1 transformant(CAI4-R1-FKS1(S645P)) (transformant) [Not assayed] associated with resistance to caspofungin
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Candida albicans NCBITaxon:5476
strain T1FOA NCBITaxon:237561
UniProtKB:A0A1D8PCT0
PHIPO:0000686 |
— |
- PMID:16048935 (PHI-base primary-literature antimicrobial interaction PHIG:1428; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FKS1(F641S) (amino acid mutation) [Not assayed] associated with resistance to caspofungin
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:0000686 |
— |
- 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 caspofungin
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:0000686 |
— |
- 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 caspofungin
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:0000686 |
— |
- 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 caspofungin
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:0000686 |
— |
- 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 caspofungin
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:0000686 |
— |
- 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 caspofungin
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:0000686 |
— |
- 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 caspofungin
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:0000686 |
— |
- 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 caspofungin
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:0000686 |
— |
- 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 caspofungin
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:0000686 |
— |
- PMID:16723566 (PHI-base primary-literature antimicrobial interaction PHIG:1428; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FKS1-S645P(S645P) (amino acid mutation) [Not assayed] associated with resistance to caspofungin
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Candida albicans NCBITaxon:5476
strain CAI4 NCBITaxon:237561
UniProtKB:A0A1D8PCT0
PHIPO:0000686 |
— |
- PMID:16048935 (PHI-base primary-literature antimicrobial interaction PHIG:1428; joined to this record by exact ChEBI identifier.)
Cell growth assay |
| Saccharomyces cerevasiae AIF1 with mutations conferring resistance against caspofungin |
ARO:3009380 |
not organism-specific |
— |
- ARO:3009380 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
ANTIBIOTIC_EFFLUX 1
ANTIBIOTIC_EFFLUX
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| Candida albicans CDR2 with mutations conferring resistance to caspofungin |
ARO:3009445 |
not organism-specific |
— |
- ARO:3009445 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007501 (caspofungin); database assertion, not a primary citation.)
|
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
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-09-02 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-09-02 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-09-03 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
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.