pterosin B
(R)-6-(2-hydroxyethyl)-2,5,7-trimethyl-2,3-dihydro-1H-inden-1-one
 
Notes:
Constit. of Pteridium aquilinum (bracken fern) (aerial parts)
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      Product(s):
      34175-96-7 Pterosin B >97%
      Pterosin B is a natural sesquiterpene compound found in several plants.
       
       
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CAS Number: 34175-96-7Picture of molecule3D/inchi
Nikkaji Web: J2.774J
XlogP3-AA: 2.50 (est)
Molecular Weight: 218.29586000
Formula: C14 H18 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 212.8 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:
BOC Sciences
For experimental / research use only.
Pterosin B >97%
Odor: characteristic
Use: Pterosin B is a natural sesquiterpene compound found in several plants.
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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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for pterosin B usage levels up to:
 not for fragrance use.
 
Recommendation for pterosin B flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 115049
National Institute of Allergy and Infectious Diseases: Data
 (2R)-6-(2-hydroxyethyl)-2,5,7-trimethyl-2,3-dihydroinden-1-one
Chemidplus: 0034175967
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References:
 (2R)-6-(2-hydroxyethyl)-2,5,7-trimethyl-2,3-dihydroinden-1-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 115049
Pubchem (cas): 34175-96-7
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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
CHEMBL: View
HMDB (The Human Metabolome Database): Search
FooDB: FDB002691
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 pteridium aquilinum
Search Trop  Picture
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Synonyms:
(R)-6-(2-hydroxyethyl)-2,5,7-trimethyl-2,3-dihydro-1H-inden-1-one
(2R)-6-(2-hydroxyethyl)-2,5,7-trimethyl-2,3-dihydroinden-1-one
1-indanone, 6-(2-hydroxyethyl)-2,5,7-trimethyl-, (-)-
1H-inden-1-one, 2,3-dihydro-6-(2-hydroxyethyl)-2,5,7-trimethyl-, (R)-
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Articles:
PubMed: Survey of ferns and clinico-pathological studies on the field cases of Enzootic bovine haematuria in Himachal Pradesh, a north-western Himalayan state of India.
PubMed: Screening for Ptaquiloside in Ferns: Using Herbarium Specimens for Qualitative Mapping Purposes.
PubMed: Bovine enzootic haematuria from consumption of Pteris deflexa and Pteris plumula in northwestern Argentina.
PubMed: UPLC-MS/MS determination of ptaquiloside and pterosin B in preserved natural water.
PubMed: Dissipation of pterosin B in acid soils - Tracking the fate of the bracken fern carcinogen ptaquiloside.
PubMed: Corrigendum: Pterosin B prevents chondrocyte hypertrophy and osteoarthritis in mice by inhibiting Sik3.
PubMed: Isolation and characterisation of 13 pterosins and pterosides from bracken (Pteridium aquilinum (L.) Kuhn) rhizome.
PubMed: Pterosin B prevents chondrocyte hypertrophy and osteoarthritis in mice by inhibiting Sik3.
PubMed: Pterosin B has multiple targets in gluconeogenic programs, including coenzyme Q in RORα-SRC2 signaling.
PubMed: Salt-inducible Kinase 3 Signaling Is Important for the Gluconeogenic Programs in Mouse Hepatocytes.
PubMed: Evaluation of the anti-inflammatory and antioxidative potential of four fern species from China intended for use as food supplements.
PubMed: Determination of ptaquiloside and pterosin B derived from bracken (Pteridium aquilinum) in cattle plasma, urine and milk.
PubMed: The naturally occurring carcinogen ptaquiloside is present in groundwater below bracken vegetation.
PubMed: Influence of bracken fern (Pteridium caudatum L. Maxon) pre-treatment on extraction yield of illudane glycosides and pterosins.
PubMed: A new facile synthesis of d₄-pterosin B and d₄-bromopterosin, deuterated analogues of ptaquiloside.
PubMed: Metabolism of (2S)-pterosin A: identification of the phase I and phase II metabolites in rat urine.
PubMed: Residue potential of norsesquiterpene glycosides in tissues of cattle fed Austral bracken (Pteridium esculentum).
PubMed: Norsesquiterpene glycosides in bracken ferns (Pteridium esculentum and Pteridium aquilinum subsp. wightianum) from Eastern Australia: reassessed poisoning risk to animals.
PubMed: Quantification of ptaquiloside and pterosin B in soil and groundwater using liquid chromatography-tandem mass spectrometry (LC-MS/MS).
PubMed: Isolation of 5-hydroxypyrrolidin-2-one and other constituents from the young fronds of Pteridium aquilinum.
PubMed: New benzoyl glucosides and cytotoxic pterosin sesquiterpenes from Pteris ensiformis Burm.
PubMed: Characterization of toxin from cheilanthes fern and its effect on lymphocyte proliferation and DNA fragmentation.
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