oosporein

2,2'-bi-p-benzoquinone, 3,3',6,6'-tetrahydroxy-5,5'-dimethyl- (7CI)

CAS: 475-54-7 C14 H10 O8 MW: 306.22730000

Identification

Nameoosporein
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 Number475-54-7
FDA UNII708AUK232A
Molecular FormulaC14 H10 O8
Molecular Weight306.22730000
Beilstein1892735

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 Toxicityoral-chicken LD50 6120 ug/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for oosporein usage levels up tonot for fragrance use.
Recommendation for oosporein flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

chaetomium trilaterale

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.