Structure via PubChem · Public domain (PubChem)
brefeldin A
Sign in to saveAlso known as ascotoxin, cyanein, decumbin, Synergisidin, Ascotoxin, Cyanein, Nectrolide
chemical compound
Chemical data
- Formula
- C16H24O4
- Molecular weight
- 280.36 g/mol
- IUPAC name
- (1R,2R,3E,7S,11E,13S,15S)-2,15-dihydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadeca-3,11-dien-5-one
- SMILES
- C[C@H]1CCC/C=C/[C@@H]2C[C@@H](C[C@H]2[C@@H](/C=C/C(=O)O1)O)O
- InChIKey
- KQNZDYYTLMIZCT-KQPMLPITSA-N
- XLogP
- 2
- Polar surface area
- 66.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
4,512 papers- Brefeldin A-A Major Pathogenic Factor of Peanut Pod Rot from Fusarium neocosmosporiellum.Toxins · 2024
- (R)-STU104 and Brefeldin-A Synergistically Enhance the Therapeutic Effect On IBD By Inhibiting the TAK1-MKK3-P38 Signaling Pathway.Current molecular pharmacology · 2024
- Recent Synthesis and Discovery of Brefeldin A Analogs.Marine drugs · 2018
- Brefeldin A: the advantage of being uncompetitive.Cell · 1999
- Aneuploidy underlies brefeldin A-induced antifungal drug resistance in Cryptococcus neoformans.Frontiers in cellular and infection microbiology · 2024
via PubMed
Wikidata facts
- Subclass of
- macrolides
- Has part
- oxygen
- Mass
- 280.167
Show 6 more facts
- Commons category
- Brefeldin A
- canonical SMILES
- CC1CCCC=CC2CC(CC2C(C=CC(=O)O1)O)O
- isomeric SMILES
- C[C@H]1CCC/C=C/[C@@H]2C[C@@H](C[C@H]2[C@@H](/C=C/C(=O)O1)O)O
- chemical formula
- C₁₆H₂₄O₄
- subject has role
- antifungal
- found in taxon
- Acremonium
via Wikidata · CC0