 | |
| Names | |
|---|---|
| IUPAC name
(3R)-8-[(3R)-9,10-Dihydroxy-7-methoxy-3-methyl-1-oxo-3,4-dihydrobenzo[g]isochromen-8-yl]-9,10-dihydroxy-7-methoxy-3-methyl-3,4-dihydrobenzo[g]isochromen-1-one
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChEMBL | |
| ChemSpider | |
PubChem CID
|
|
| UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
| Properties | |
| C30H26O10 | |
| Molar mass | 546.528 g·mol−1 |
| Appearance | Brownish-yellow solid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Vioxanthin is a mycotoxin that was first isolated from the pathogenic fungus Trichophyton violaceum and characterized in 1966.[1] It is a pigment with a brownish-yellow color.[1] It has since been found to be a constituent of a variety of other fungi including those in the genus Penicillium[2] and Aspergillus.[3] The detection of vioxanthin in food products has been used as evidence of contamination with these fungi.[4]
A laboratory synthesis of vioxanthin has been reported.[5]
References
edit- ^ a b Blank, F.; Ng, A. S.; Just, G. (1966). "Metabolites of Pathogenic Fungi: V. Isolation and Tentative Structures of Vioxanthin and Viopurpurin, Two Colored Metabolites of Trichophyton Violaceum". Canadian Journal of Chemistry. 44 (23): 2873–2879. doi:10.1139/v66-427.
- ^ Scudamore, K. A.; Clarke, J. H.; Hetmanski, M. T. (1993). "Isolation of Penicillium strains producing ochratoxin A, citrinin, xanthomegnin, viomellein and vioxanthin from stored cereal grains". Letters in Applied Microbiology. 17 (2): 82–87. doi:10.1111/j.1472-765X.1993.tb00377.x.
- ^ Stack, Michael E.; Mislivec, Philip B.; Denizel, Turgut; Gibson, Regina; Pohland, Albert E. (1983). "Ochratoxins a and B, Xanthomegnin, Viomellein and Vioxanthin Production by Isolates of Aspergillus ochraceus from Green Coffee Beans". Journal of Food Protection. 46 (11): 965–968. doi:10.4315/0362-028X-46.11.965. PMID 30921851.
- ^ Scudamore, Keith A.; Atkin, Pauline M.; Buckle, Anthony E. (1986). "Natural occurrence of the naphthoquinone mycotoxins, xanthomegnin, viomellein and vioxanthin in cereals and animal feldstuffs". Journal of Stored Products Research. 22 (2): 81–84. doi:10.1016/0022-474X(86)90023-8.
- ^ Bode, Silke E.; Drochner, Daniel; Müller, Michael (2007). "Synthesis, Biosynthesis, and Absolute Configuration of Vioxanthin". Angewandte Chemie International Edition. 46 (31): 5916–5920. Bibcode:2007ACIE...46.5916B. doi:10.1002/anie.200701014. PMID 17607794.
