Averufin

CHF 120.00
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AG-CN2-0527-M0011 mgCHF 120.00
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Product Details
Synonyms (2S,6S)-7,9,11-Trihydroxy-2-methyl-3,4,5,6-tetrahydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione; BRN1299991
Product Type Chemical
Properties
Formula

C20H16O7

MW 368.3
CAS 14016-29-6
RTECS KC4150000
Source/Host Chemicals Isolated from fungus Aspergillus versicolor.
Purity Chemicals ≥95%
Appearance Yellow to orange solid.
Solubility Soluble in DMSO (5mg/ml) or methanol (1mg/ml).
Identity Determined by 1H-NMR.
InChi Key RYFFZJHGQCKWMV-YUNKPMOVSA-N
Smiles OC1=CC(O)=CC(C(C2=C3C(O)=C4C(O[C@@]5(C)CCC[C@@H]4O5)=C2)=O)=C1C3=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
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Product Specification Sheet
Datasheet Download PDF
  • Mycotoxin. Biosynthetic precursor of aflatoxins.
  • Antibiotic. Shows moderate antibacterial activity against Gram-positive bacteria.
  • Oxidative phosphorylation (OXPHOS) inhibitor. Inhibits succinate cytochrome c reductase complex (III) of the respiratory chain in mitochondria.
  • Useful tool for immunometabolism research.
Product References
  1. The Inhibition of Mitochondrial Respiration by Anthraquinone Mycotoxiins, Averufin and Versicolorins A, B: K. Kawai, et al.; Proc. Jpn. Assoc. Mycotoxicol. 1983, 35 (1983)
  2. Averufin, an anthraquinone mycotoxin possessing a potent uncoupling effect on mitochondrial respiration: K. Kawai, et al.; Appl. Environ. Microbiol. 47, 481 (1984)
  3. Genotoxicity of a variety of mycotoxins in the hepatocyte primary culture/DNA repair test using rat and mouse hepatocytes: H. Mori, et al.; Cancer Res. 44, 2918 (1984)
  4. Averufanin is an aflatoxin B1 precursor between averantin and averufin in the biosynthetic pathway: S.P. McCormick, et al.; Appl. Environ. Microbiol. 53, 14 (1987)
  5. Monoamine oxidase inhibitors from a fungus: Emericella navahoensis: M. Yamazaki, et al.; Chem. Pharm. Bull. 36, 670 (1988)
  6. Isolation, structure elucidation and biological activity of 8-O-methylaverufin and 1,8-O-dimethylaverantin as new antifungal agents from Penicillium chrysogenum: R.P. Maskey, et al.; J. Antibiot. 56, 459 (2003)
  7. The antifungal metabolites obtained from the rhizospheric Aspergillus sp. YIM PH30001 against pathogenic fungi of Panax notoginseng: K. Liu, et al.; Nat. Prod. Res. 28, 2334 (2014)
  8. Induction of Secondary Metabolites from the Marine-Derived Fungus Aspergillus versicolor through Co-cultivation with Bacillus subtilis: N.M. Abdel-Wahab, et al.; Planta Med. 85, 503 (2019)
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