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

Supplier Sponsors

Name:(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: 475-54-7Picture of molecule3D/inchi
FDA UNII: 708AUK232A
Beilstein Number:1892735
XlogP3-AA:-0.70 (est)
Molecular Weight:306.22730000
Formula:C14 H10 O8
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Glentham Life Sciences
Oosporein
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-chicken LD50 6120 ug/kg
Journal of Agricultural and Food Chemistry. Vol. 22, Pg. 517, 1974.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5359404
National Institute of Allergy and Infectious Diseases:Data
(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
Chemidplus:0000475547
 
References:
 (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
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5359404
Pubchem (sid):134973318
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 chaetomium trilaterale
Search Trop Picture
 
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
 

Articles:

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.
 
Notes:
from chaetomium trilaterale; found in moldy peanuts.
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