atractylon
3,8a-dimethyl-5-methylene-4,4a,6,7,8,9-hexahydrobenzo(f)benzofuran
 
Notes:
from atractylodes rhizomes; has antihepatotoxic activity.
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      Product(s):
      6989-21-5 Atractylon >98%
      Protect liver. Hypoglycemic; Antibacterial; Antiviral;
       
       
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CAS Number: 6989-21-5Picture of molecule3D/inchi
Nikkaji Web: J356.270K
MDL: MFCD00210477
XlogP3-AA: 4.00 (est)
Molecular Weight: 216.32360000
Formula: C15 H20 O
BioActivity Summary: listing
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
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
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
Boiling Point: 285.00 to  286.00 °C. @ 760.00 mm Hg
Flash Point: 251.00 °F. TCC ( 121.67 °C. )
logP (o/w): 5.570
Soluble in:
 alcohol
 water, 0.4341 mg/L @ 25 °C (est)
Insoluble in:
 water
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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:
Alfa Biotechnology
For experimental / research use only.
Atractylon
BOC Sciences
For experimental / research use only.
Atractylon >98%
Odor: characteristic
Use: Protect liver. Hypoglycemic; Antibacterial; Antiviral;
Carbosynth
For experimental / research use only.
Atractylon
Coompo
For experimental / research use only.
Atractylone from Plants ≥98%
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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 atractylon usage levels up to:
 not for fragrance use.
 
Recommendation for atractylon 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 ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 3080635
National Institute of Allergy and Infectious Diseases: Data
 (4aS,8aR)-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran
Chemidplus: 0006989215
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References:
 (4aS,8aR)-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 3080635
Pubchem (sid): 135227077
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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
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C16919
HMDB (The Human Metabolome Database): Search
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
EFSA Update of results on the monitoring of furan levels in food: Read Report
EFSA Previous report: Results on the monitoring of furan levels in food: Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food: Read Report
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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
 atractylodes macrocephala
Search Trop  Picture
 protium heptaphyllum (aubl.) march leaf oil brazil @ 1.00%
Data  GC  Search Trop  Picture
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Synonyms:
 atractylone
3,8a-dimethyl-5-methylene-4,4a,6,7,8,9-hexahydrobenzo(f)benzofuran
3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzoxole
(4aS-trans)-4,4a,5,6,7,8,8a,9-octahydro-3,8a-dimethyl-5-methylene naphtho(2,3-b)furan
(4aS,8aR)-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran
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Articles:
PubMed: Differentiation of essential oils in Atractylodes lancea and Atractylodes koreana by gas chromatography with mass spectrometry.
PubMed: Antiviral activities of atractylon from Atractylodis Rhizoma.
PubMed: Quantitative and fingerprinting analysis of Atractylodes rhizome based on gas chromatography with flame ionization detection combined with chemometrics.
PubMed: Anti-inflammatory and Antinociceptive Constituents of Atractylodes japonica Koidzumi.
PubMed: Traditional herbal medicine for the control of tropical diseases.
PubMed: Chemical composition and major odor-active compounds of essential oil from PINELLIA TUBER (dried rhizome of Pinellia ternata) as crude drug.
PubMed: [Verification of processing theory of "reducing ketone and dryness, and increasing ester and effect" for bran-fried atractylodes].
PubMed: [UFLC/Q-TOF-MS based analysis on material base of atractylodis macrocephalae rhizoma stir-fried with wheat bran].
PubMed: [Screening and identification of an endophytic fungus from Atractylodes lancea which utilizes volatile oil selectively].
PubMed: [Study on processing technology and processing principles of atractrylodis macrocephalae rhizoma].
PubMed: Anti-Oxidative Abilities of Essential Oils from Atractylodes ovata Rhizome.
PubMed: Insecticidal compounds from the essential oil of Chinese medicinal herb Atractylodes chinensis.
PubMed: Gastroprotective activity of atractylenolide III from Atractylodes ovata on ethanol-induced gastric ulcer in vitro and in vivo.
PubMed: Quantitative determination of atractylon in Atractylodis Rhizoma and Atractylodis Lanceae Rhizoma by 1H-NMR spectroscopy.
PubMed: Intestinal permeability of sesquiterpenes in the caco-2 cell monolayer model.
PubMed: Identification of volatile compounds of Atractylode lancea rhizoma using supercritical fluid extraction and GC-MS.
PubMed: [Simultaneous determination of atractylenolide III, atractylenolide I and atractylon in Artactylodis macrocephala using microbore liquid chromatography].
PubMed: [Studies on volatile oil from Atractylodes macrocephala with different distill methods].
PubMed: [Fingerprint of volatile oil of Atractylodes lancea by GC-MS].
PubMed: Toxicity of atractylon and atractylenolide III Identified in Atractylodes ovata rhizome to Dermatophagoides farinae and Dermatophagoides pteronyssinus.
PubMed: Analysis of the sesquiterpenoids in processed Atractylodis Rhizoma.
PubMed: Preparative isolation and purification of atractylon and atractylenolide III from the Chinese medicinal plant atractylodes macrocephala by high-speed counter-current chromatography.
PubMed: Composition of the essential oil of rootstock from Cimicifuga simplex.
PubMed: Dimerization of butenolide structures. A biomimetic approach to the dimeric sesquiterpene lactones (+/-)-biatractylolide and (+/-)-biepiasterolide.
PubMed: Cytotoxic activity of sesquiterpenoids from Atractylodes ovata on leukemia cell lines.
PubMed: 5-Lipoxygenase and cyclooxygenase-1 inhibitory active compounds from Atractylodes lancea.
PubMed: Random amplified polymorphic DNA analysis and variation of essential oil components of Atractylodes plants.
PubMed: A comparative study on essential oil components of wild and cultivated Atractylodes lancea and A. chinensis.
PubMed: [Study of components in crude drugs by headspace gas chromatography. II. Components of atractylodes].
PubMed: Restriction fragment length polymorphisms of rDNA and variation of essential oil composition in Atractylodes plants.
PubMed: Specific inhibition of Na+,K(+)-ATPase activity by atractylon, a major component of byaku-jutsu, by interaction with enzyme in the E2 state.
PubMed: Inhibitory effect of atractylon on tert-butyl hydroperoxide induced DNA damage and hepatic toxicity in rat hepatocytes.
PubMed: Atractylodis Rhizoma extract and its component, atractylon, inhibit tumor promotion in mouse skin two-stage carcinogenesis.
PubMed: [Imaging analysis of antiulcer action and the active constituent of Atractylodis rhizoma].
PubMed: Clonal Propagation of Atractylodes japonica and A. ovata by Tip Tissue Culture and the Atractylon Content of Clonally Propagated Plants.
PubMed: [Exploration on baking conditions for Atractylodes macrocephala Kloidz in qiweibaizhusan bags].
PubMed: Mechanism of antihepatotoxic activity of atractylon, I: Effect on free radical generation and lipid peroxidation.
PubMed: Antihepatotoxic principles of Atractylodes rhizomes.
PubMed: STUDIES ON THE CONSTITUENTS OF ATRACTYLODES. IX. STRUCTURE AND AUTOXIDATION OF ATRACTYLON.
PubMed: Structure and autoxidation of atractylon.
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