brefeldin A
CHEBI:48080
·resolve ·ANTIBACTERIAL
·EXACT
SEEDED
A metabolite from Penicillium brefeldianum that exhibits a wide range of antibiotic activity. — 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
macrolide antibioticARO:0000000
Strictly broader compounds or drug classes this molecule belongs to.
Chemical structure
Computed structure properties
| Molecular formula | C16H24O4 |
|---|
| Charge | 0 |
|---|
| Average mass | 280.364 Da |
|---|
| Monoisotopic mass | 280.16746 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | KQNZDYYTLMIZCT-KQPMLPITSA-N |
|---|
SMILES
[H][C@@]12C[C@@H](O)C[C@@]1([H])/C=C/CCC[C@H](C)OC(=O)/C=C/[C@H]2O
InChI
InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1
Also called
- (1R,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one (EXACT_SYNONYM)— chebi
- Brefeldin A (EXACT_SYNONYM)— chebi
- ascotoxin (EXACT_SYNONYM)— chebi
- cyanein (EXACT_SYNONYM)— chebi
- decumbin (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:3009176 |
brefeldin A |
antibioticmech:aro-6d4094623f |
2026-08-30 |
| CHEBI |
CHEBI:48080 |
brefeldin A |
antibioticmech:chebi-a8acc9f977 |
2026-08-30 |
Resistance mechanisms
1 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.
UNKNOWN 1
UNKNOWN
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
MRR1 transformant(JEY355-MRR1(V877F)) (transformant) [Not assayed] associated with resistance to brefeldin A
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:Q5A4G2 C3_05920W_A-T
PHIPO:0000584 |
— |
- PMID:23629718 (PHI-base primary-literature antimicrobial interaction PHIG:8769; 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
-
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
2026-09-03 · 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.