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BioViotica
Alternariol monomethyl ether
95
CHF
CHF 95.00
In stock
BVT-0323-C500500 µgCHF 95.00
BVT-0323-M0011 mgCHF 145.00
BVT-0323-M0055 mgCHF 540.00
Product Details | |
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Synonyms | 9-O-Methylalternariol; Djalonensone; AME; BRN 0253553; 3,7-Dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one |
Product Type | Chemical |
Properties | |
Formula |
C15H12O5 |
MW | 272.3 |
CAS | 26894-49-5 |
Source/Host Chemicals | Isolated from Alternaria sp. |
Purity Chemicals | ≥98% (HPLC) |
Appearance | Off-white to light brown solid. |
Solubility | Soluble in methanol, dichloromethane or methylene chloride. |
Identity | Determined by 1H-NMR. |
Declaration | Manufactured by BioViotica. |
InChi Key | LCSDQFNUYFTXMT-UHFFFAOYSA-N |
Smiles | COC1=CC2=C(C(O)=C1)C(=O)OC1=CC(O)=CC(C)=C21 |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | +4°C |
Handling Advice | Keep cool and dry. |
Use/Stability |
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Mycotoxin.
- Antifungal.
- Phytotoxic.
- Shown to possess DNA strand-breaking activity.
- Inhibits the activity of topoisomerase IIα (Topo IIα) in mammalian cells.
- Antiviral (Herpes simplex).
- Hepatitis C NS3-4A protease inhibitor.
Product References
- Studies in the biochemistry of micro-organisms. 90. Alternariol and alternariol monomethyl ether, metabolic products of Alternariatenuis: H. Raistrick, et al.; Biochem. J. 55, 421 (1953)
- Light inhibits the production of alternariol and alternariol monomethyl ether in Alternaria alternata: K. Soderhall, et al.; Appl. Environ. Microbiol. 36, 655 (1978)
- Toxicity of the Alternaria metabolites alternariol, alternariol methyl ether, altenuene, and tenuazonic acid in the chicken embryo assay: G.F. Griffin & F.S. Chu; Appl. Environ. Microbiol. 46, 1420 (1983)
- Evaluation of alternariol and alternariol methyl ether for mutagenic activity in Salmonella typhimurium: V.M. Davis & M.E. Stack; Appl. Environ. Microbiol. 60, 3901 (1994)
- Alternariol acts as a topoisomerase poison preferentially affecting the IIα isoform.: M. Fehr, et al.; Mol. Nutr. Food Res. 53, 441 (2009)
- Mechanism of Alternariol monomethyl ether-induced mitochondrial apoptosis in human colon carcinoma cells: F. Bensassi, et al.; Toxicology 290, 230 (2011)
- Heptaketides with antiviral activity from three endolichenic fungal strains Nigrospora sp., Alternaria sp. and Phialophora sp.: J.-W. He, et al.; Fitoterapia 83, 1087 (2012)
- Alternariol 9-O-methyl ether: S. Dasari, et al.; Acta Crystallographica, Section E 68, o1471 (2012)
- The Fungal Phytotoxin Alternariol 9-Methyl Ether and Some of Its Synthetic Analogues Inhibit the Photosynthetic Electron Transport Chain: A. Demuner, et al.; J. Nat. Prod. 76, 2234 (2013)
- Modulation of the cellular redox status by the Alternaria toxins alternariol and alternariol monomethyl ether: C. Tiessen, et al.; Toxicol. Lett 216, 23 (2013)
- Mycotoxins from Alternaria: toxicological implications: C. Dall'Asta, et al.; Adv. Mol. Toxicol. 8, 107 (2014)
- Mycotoxins as antagonistic or supporting agents in the interaction between phytopathogenic Fusarium and Alternaria fungi: M. E. H. Mueller, et al.; World Mycotoxin J. 8, 311 (2015)
- Combined effects of alternariols mixture on human colon carcinoma cells: F. Bensassi, et al.; Toxicol. Mech. Meth. 25, 56 (2015)
- Alternariol derivatives from Alternaria alternata, an endophytic fungus residing in red sea soft coral, inhibit HCV NS3/4A protease: U. Hawas, et al.; Appl. Biochem. Microbiol. 51, 579 (2015)
- Impact of Alternaria toxins on CYP1A1 expression in different human tumor cells and relevance for genotoxicity: G. Pahlke, et al.; Toxicol. Lett. 240, 93 (2016)