Alternariol monomethyl ether
| Code | Size | Price |
|---|
| BVT-0323-C500 | 500 ug | £95.00 |
Quantity:
| BVT-0323-M001 | 1 mg | £140.00 |
Quantity:
| BVT-0323-M005 | 5 mg | £490.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
20°C
Storage:
4°C
Documents
Further Information
Alternate Names/Synonyms:
9-O-Methylalternariol; Djalonensone; AME; BRN 0253553; 3,7-Dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one
Appearance:
Off-white to light brown solid.
CAS:
26894-49-5
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06
Handling Advice:
Keep cool and dry.
Hazards:
H300, H310, H330, H360
InChi:
InChI=1S/C15H12O5/c1-7-3-8(16)4-12-13(7)10-5-9(19-2)6-11(17)14(10)15(18)20-12/h3-6,16-17H,1-2H3
InChiKey:
LCSDQFNUYFTXMT-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 26894-49-5. Formula: C15H12O5. MW: 272.3. Isolated from Alternaria sp. Mycotoxin. Antifungal. Phytotoxic. Shown to possess DNA strand-breaking activity. Inhibits the activity of topoisomerase IIalpha (Topo IIalpha) in mammalian cells. Antiviral (Herpes simplex). Hepatitis C NS3-4A protease inhibitor.
MDL:
MFCD00058532
Molecular Formula:
C15H12O5
Molecular Weight:
272.3
Package Type:
Plastic Vial
PG:
III
Precautions:
P201, P260, P262, P280, P284, P301, P310, P302, P350, P310, P405
Product Description:
Mycotoxin. Antifungal. Phytotoxic. Shown to possess DNA strand-breaking activity. Inhibits the activity of topoisomerase IIalpha (Topo IIalpha) in mammalian cells. Antiviral (Herpes simplex). Hepatitis C NS3-4A protease inhibitor.
Purity:
>98% (HPLC)
Signal word:
Danger
SMILES:
COC1=CC2=C(C(O)=C1)C(=O)OC1=CC(O)=CC(C)=C21
Solubility Chemicals:
Soluble in methanol, dichloromethane or methylene chloride.
Source / Host:
Isolated from Alternaria sp.
Transportation:
Excepted Quantity
UN Nummer:
UN 3462
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
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 IIalpha 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)
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