oosponol
1H-2-benzopyran-1-one, 8-hydroxy-4-(hydroxyacetyl)-
 
Notes:
dopamine beta-hydroxylase inhibitor showing hypotensive effects.
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CAS Number: 146-04-3Picture of molecule3D/inchi
Nikkaji Web: J71.270A
Beilstein Number: 1287762
XlogP3-AA: 0.90 (est)
Molecular Weight: 220.18076000
Formula: C11 H8 O5
NMR Predictor: Predict (works with chrome 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: 485.93 °C. @ 760.00 mm Hg (est)
Flash Point: 390.00 °F. TCC ( 198.90 °C. ) (est)
logP (o/w): 0.789 (est)
Soluble in:
 water, 9.223e+004 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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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:
intraperitoneal-mouse LD50  40 mg/kg
Journal of Antibiotics. Vol. 25, Pg. 239, 1972.

oral-mouse LD50  280 mg/kg
Journal of Antibiotics. Vol. 25, Pg. 239, 1972.

intraperitoneal-rat LD50  42 mg/kg
Journal of Antibiotics. Vol. 25, Pg. 239, 1972.

oral-rat LD50  250 mg/kg
Journal of Antibiotics. Vol. 25, Pg. 239, 1972.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for oosponol usage levels up to:
 not for fragrance use.
 
Recommendation for oosponol flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA GENetic TOXicology: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5324556
National Institute of Allergy and Infectious Diseases: Data
 8-hydroxy-4-(2-hydroxyacetyl)isochromen-1-one
Chemidplus: 0000146043
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References:
 8-hydroxy-4-(2-hydroxyacetyl)isochromen-1-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5324556
Pubchem (sid): 134974610
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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
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 antifungal 
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
1H-2-benzopyran-1-one, 8-hydroxy-4-(2-hydroxyacetyl)-
1H-2-benzopyran-1-one, 8-hydroxy-4-(hydroxyacetyl)-
isocoumarin, 4-glycolyl-8-hydroxy-
4-glycoloyl-8-hydroxy-1H-isochromen-1-one
4-glycolyl-8-hydroxy-isocoumarin
4-glycolyl-8-hydroxyisocoumarin
8-hydroxy-4-(2-hydroxyacetyl)isochromen-1-one
8-hydroxy-4-(hydroxyacetyl)-1H-2-benzopyran-1-one
 lenzitin
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Articles:
PubMed: Influence of the Gloeophyllum metabolite oosponol and some synthetic analogues on protein and RNA synthesis in target cells.
PubMed: Chemical reactivity of the toxin oosponol from Gloeophyllum abietinum with nucleophilic agents.
PubMed: Secondary fungal metabolites and their biological activities, III. Further metabolites from dual cultures of the antagonistic basidiomycetes Heterobasidion annosum and Gloeophyllum abietinum.
PubMed: Antifungal activity of oosponol, oospolactone, phyllodulcin, hydrangenol, and some other related compounds.
PubMed: Inhibition of compound 48/80-mediated histamine release from isolated rat mast cells by oosponol-related compounds (4-acyl-isocoumarins).
PubMed: Dopamine -hydroxylase inhibitor produced by Gloeophyllum striatum and its identity with oosponol.
PubMed: Studies on the metabolic products of Oospora astringenes. VII. Biogenesis of oospolactone and oosponol.
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