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AdipoGen Life Sciences
Averufin
150
CHF
CHF 150.00
In stock
AG-CN2-0527-M0011 mgCHF 150.00
Product Details | |
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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. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- 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
- The Inhibition of Mitochondrial Respiration by Anthraquinone Mycotoxiins, Averufin and Versicolorins A, B: K. Kawai, et al.; Proc. Jpn. Assoc. Mycotoxicol. 1983, 35 (1983)
- Averufin, an anthraquinone mycotoxin possessing a potent uncoupling effect on mitochondrial respiration: K. Kawai, et al.; Appl. Environ. Microbiol. 47, 481 (1984)
- 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)
- 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)
- Monoamine oxidase inhibitors from a fungus: Emericella navahoensis: M. Yamazaki, et al.; Chem. Pharm. Bull. 36, 670 (1988)
- 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)
- 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)
- 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)