oosporein
2,2'-bi-p-benzoquinone, 3,3',6,6'-tetrahydroxy-5,5'-dimethyl- (7CI)
Identification
| Name | oosporein |
| IUPAC | (3Z)-5-hydroxy-6-methyl-3-(2,3,5-trihydroxy-4-methyl-6-oxocyclohexa-2,4-dien-1-ylidene)cyclohex-5-ene-1,2,4-trione |
| CAS Number | 475-54-7 |
| FDA UNII | 708AUK232A |
| Molecular Formula | C14 H10 O8 |
| Molecular Weight | 306.22730000 |
| Beilstein | 1892735 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 361.94 °C. @ 760.00 mm Hg (est) |
| Flash Point | 368.00 °F. TCC ( 186.90 °C. ) (est) |
| logP (o/w) | 1.441 (est) |
| Soluble in | water, 2.187e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | oral-chicken LD50 6120 ug/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for oosporein usage levels up to | not for fragrance use. |
| Recommendation for oosporein flavor usage levels up to | not for flavor use. |
Glentham Life Sciences Ltd
The Chemical, Biochemical & Research Essentials Supplier
Glentham Life Sciences is a supplier of fine chemicals and raw materials with warehousing, laboratories and packaging facilities in the UK.
Potential Uses
Natural Occurrence
Synonyms
2,2'-
bi-p-benzoquinone, 3,3',6,6'-tetrahydroxy-5,5'-dimethyl- (7CI)
chaetomidin
(bi-1,4-
cyclohexadien-1-yl)-3,3',6,6'-tetrone, 2,2',5,5'-tetrahydroxy-4,4'-dimethyl-
[bi-1,4-
cyclohexadien-1-yl]-3,3',6,6'-tetrone, 2,2',5, 5'-tetrahydroxy-4,4'-dimethyl-
(3Z)-5-
hydroxy-6-methyl-3-(2,3,5-trihydroxy-4-methyl-6-oxocyclohexa-2,4-dien-1-ylidene)cyclohex-5-ene-1,2,4-trione
oosporin
2,2',5,5'-
tetrahydroxy-4,4'-dimethyl(bi-1,4-cyclohexadien-1-yl)-3,3',6,6'-tetrone
3,3',6,6'-
tetrahydroxy-5,5'-dimethyl-2,2'-bi-p-benzoquinone
3,3',6,6'-
tetrahydroxy-5,5'-dimethyl-2,2'-bi-para-benzoquinone
PubMed:
Oosporein from Tremella fuciformis.
PubMed:
Preservation of aerial conidia and biomasses from entomopathogenic fungi Beauveria brongniartii and Metarhizium anisopliae during lyophilization.
PubMed:
EST analysis of cDNA libraries from the entomopathogenic fungus Beauveria (Cordyceps) bassiana. II. Fungal cells sporulating on chitin and producing oosporein.
PubMed:
Toxicity assessment of metabolites of fungal biocontrol agents using two different (Artemia salina and Daphnia magna) invertebrate bioassays.
PubMed:
High-performance liquid chromatography-diode array detection assay for the detection and quantification of the Beauveria metabolite oosporein from potato tubers.
PubMed:
Development of a sensitive high-performance liquid chromatography-diode array detection assay for the detection and quantification of the beauveria metabolite oosporein from submerged culture broth and bio-control formulations.
PubMed:
Antifungal activity of oosporein from an antagonistic fungus against Phytophthora infestans.
PubMed:
Accurate determination of oosporein in fungal culture broth by differential pulse polarography.
PubMed:
Toxic properties of Beauveria pigments on erythrocyte membranes.
PubMed:
Inhibition of herpes simplex virus type 1 DNA polymerase by the natural product oosporein.
PubMed:
Mitochondrial dysfunction is an early event in ochratoxin A but not oosporein toxicity to rat renal proximal tubules.
PubMed:
Mass spectral confirmation of oosporein in poultry rations.
PubMed:
A rapid screening procedure for the detection of the mycotoxin oosporein in poultry feeds.
PubMed:
Microscopic and ultrastructural renal pathology of oosporein-induced toxicosis in broiler chicks.
PubMed:
The antibacterial activity of some naturally occurring 2,5-dihydroxy-1,4-benzoquinones.
PubMed:
Comparative toxicity of Chaetomium contaminated corn and various chemical forms of oosporein in broiler chicks.
PubMed:
Oosporein-toxicosis in the turkey poult.
PubMed:
Avian gout caused by oosporein, a mycotoxin produced by Caetomium trilaterale.
PubMed:
Toxic effects of oosporein from Chaetomium trilaterale.
PubMed:
[The biochemistry of lower fungi. IX. Synthesis of labeled precursors and biosynthesis of phoenicin and oosporein].
PubMed:
[Derivatives of methylenedioxybenzene. 35. A novel synthesis of 3,6 dihydroxy-2-ethyl-1,4-benzoquinone, embelin, vilangin, rapanone, dihydromaesaquinone, bhogatin, spinulosin and oosporein].
PubMed:
Biosynthesis of oosporein in Beauveria bassiana (Bals.) Vuill.
PubMed:
PRODUCTION OF OOSPOREIN AND ITS LEUCO FORM BY BASIDIOMYCETE SPECIES.