Beauvericin
Molecular Formula
C45H57N3O9
M.W.
783.95
CAS number
26048-05-5
Source
Beauveria bassiana
Fermentek product Code
BEA-001
Brand/grade
For research
Appearance
white crystalline powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
147°C-152°C
Solubility test
Clear colorless solution at 1mg/ml of Methanol; Clear colorless solution at 1mg/ml of Acetonitrile
Description

Beauvericin is a mycotoxin derived from the mould Beauveria bassiana, Fusarium strains and other moulds. Beauvericin belongs to the enniatin family of antibiotics. Beauvericin is a cyclic hexadepsipeptide with alternating L-N-methylphenylalanyl and D-a-hydroxyisovaleryl residues. While being toxic to insects, it is quite harmless for humans.

InChl Key
GYSCAQFHASJXRS-FFCOJMSVSA-N
Canonical SMILES
CC(C)C1C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)O1)CC2=CC=CC=C2)C)C(C)C)CC3=CC=CC=C3)C)C(C)C)CC4=CC=CC=C4)C
Isomeric SMILES
CC(C)[C@@H]1C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O1)CC2=CC=CC=C2)C)C(C)C)CC3=CC=CC=C3)C)C(C)C)CC4=CC=CC=C4)C
Solubility ( literature )

Beauvericin insoluble in water but soluble in organic solvents

Compound Classification

Oligopeptide, ionophore, antibiotic

Storage, handling
Deep frozen (-15 oC to - 20 oC)
Applications

Beauvericin is active against Gram+ bacteria, mycobacteria, insects, brine shrimp. Beauvericin shows cytotoxic, Immunosuppressant, and apoptotic activity. Beauvericin is the most potent specific inhibitor of cholesterol acyltransferase and possesses ionophoric properties. Beauvericin increases ion permeability in biological membranes by forming a complex with essential cations (Ca2+, Na+, K+), which may affect the ionic homeostasis.

Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Signal to sort
B