(+)-asarinin
 
Notes:
None found
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CAS Number: 133-03-9Picture of molecule3D/inchi
FDA UNII: C3RVX72NMG
Nikkaji Web: J10.014E
XlogP3-AA: 2.70 (est)
Molecular Weight: 354.35866000
Formula: C20 H18 O6
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
Soluble in:
 water, 6.555 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:
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 (+)-asarinin usage levels up to:
 not for fragrance use.
 
Recommendation for (+)-asarinin 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 : 101612
National Institute of Allergy and Infectious Diseases: Data
 5-[(3R,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
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References:
 5-[(3R,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 101612
Pubchem (cas): 133-03-9
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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: FDB000867
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: 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
 asarum heterotropoides var. mandshuricum
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Synonyms:
5-[(3R,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
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Articles:
PubMed: Antifeedant Activities of Lignans from Stem Bark of Zanthoxylum armatum DC. against Tribolium castaneum.
PubMed: Larvicidal activity of lignans and alkaloid identified in Zanthoxylum piperitum bark toward insecticide-susceptible and wild Culex pipiens pallens and Aedes aegypti.
PubMed: Effects of asarinin on dopamine biosynthesis and 6-hydroxydopamine-induced cytotoxicity in PC12 cells.
PubMed: Chemical constituents and anti-inflammatory activities of Maqian (Zanthoxylum myriacanthum var. pubescens) bark extracts.
PubMed: Chemical Constituents from the Roots and Rhizomes of Asarum heterotropoides var. mandshuricum and the In Vitro Anti-Inflammatory Activity.
PubMed: Simultaneous quantification and identification of flavonoids, lignans, coumarin and amides in leaves of Zanthoxylum armatum using UPLC-DAD-ESI-QTOF-MS/MS.
PubMed: Discovery of a sesamin-metabolizing microorganism and a new enzyme.
PubMed: [Analytical Methods with Qualitative HPLC Fingerprint and Quantitative Measurement of Effective Components of Processed Asari Radix et Rhizoma].
PubMed: Ultrasound-Assisted Aqueous Two-Phase System for Extraction and Enrichment of Zanthoxylum armatum Lignans.
PubMed: A new geranylbenzofuranone from Zanthoxylum armatum.
PubMed: Characterization of the Fluorescent Spectra and Intensities of Various Lignans: Application to HPLC Analysis with Fluorescent Detection†.
PubMed: The effect of Asarinin on Toll-like pathway in rats after cardiac allograft implantation.
PubMed: Simultaneous determination of six constituents in Mahuang Fuzi Xixin by UPLC-PDA-MS/MS.
PubMed: Dahuang Fuzi Decoction ameliorates tubular epithelial apoptosis and renal damage via inhibiting TGF-β1-JNK signaling pathway activation in vivo.
PubMed: [Study on chemical constituents of Zanthoxyli cortex's ethyl acetate extract].
PubMed: Screening epidermal growth factor receptor antagonists from Radix et Rhizoma Asari by two-dimensional liquid chromatography.
PubMed: Antimycobacterial furofuran lignans from the roots of Anemopsis californica.
PubMed: Quantitative and structural analysis of amides and lignans in Zanthoxylum armatum by UPLC-DAD-ESI-QTOF-MS/MS.
PubMed: Growth-Inhibiting and morphostructural effects of constituents identified in Asarum heterotropoides root on human intestinal bacteria.
PubMed: Simultaneous determination of two epimeric furofuran lignans (sesamin and asarinin) of Asarum heterotropoides extract in rat plasma by LC/MS/MS: application to pharmacokinetic study.
PubMed: Isolation of anti-tumor compounds from the stem bark of Zanthoxylum ailanthoides Sieb. & Zucc. by silica gel column and counter-current chromatography.
PubMed: (±)-Asarinin.
PubMed: LC-MS/MS determination and pharmacokinetic study of four lignan components in rat plasma after oral administration of Acanthopanax sessiliflorus extract.
PubMed: Enhanced toxicity of binary mixtures of larvicidal constituents from Asarum heterotropoides root to Culex pipiens pallens (Diptera: Culicidae).
PubMed: Identification of methanol-soluble compounds in sesame and evaluation of antioxidant potential of its lignans.
PubMed: Two new lignan glycosides from the seeds of Cuscuta chinensis.
PubMed: Antinociceptive and anti-inflammatory activities of ethyl acetate fraction from Zanthoxylum armatum in mice.
PubMed: Larvicidal activity of Asarum heterotropoides root constituents against insecticide-susceptible and -resistant Culex pipiens pallens and Aedes aegypti and Ochlerotatus togoi.
PubMed: Antirejection effect of Herba Asari extract in rats after cardiac allograft implantation.
PubMed: Use of high resolution LC-MSn analysis in conjunction with mechanism-based stress studies: identification of asarinin, an impurity from sesame oil in an animal health product.
PubMed: A new acyclic diterpene acid and bioactive compounds from Knema glauca.
PubMed: Constituents of Asarum sieboldii with inhibitory activity on lipopolysaccharide (LPS)-induced NO production in BV-2 microglial cells.
PubMed: An efficient and stereoselective dearylation of asarinin and sesamin tetrahydrofurofuran lignans to acuminatolide by methyltrioxorhenium/H(2)O(2) and UHP systems.
PubMed: The dihydrofuran template approach to furofuran synthesis.
PubMed: [Effect of asarinin on the acute heart transplantation rejection and the expression of adhesion molecule].
PubMed: The epimerization of sesamin and asarinin.
PubMed: Allelochemicals from Stauranthus perforatus, a Rutaceous tree of the Yucatan Peninsula, Mexico.
PubMed: A new amide from Asarum forbesii Maxim.
PubMed: Chemical constituents and bioactivity of Piper sarmentosum.
PubMed: Determination of L-sesamin and L-asarinin in Zanthoxylum(Roxb.) DC. by high performance liquid chromatography.
PubMed: Separation and NMR studies on lignans of Raulinoa echinata.
PubMed: C-H insertion approach to the synthesis of endo,exo-furofuranones: synthesis of (+/-)-asarinin, (+/-)-epimagnolin A, and (+/-)-fargesin.
PubMed: Cytotoxic coumarins and lignans from extracts of the northern prickly ash (Zanthoxylum americanum).
PubMed: Amoebicidal and giardicidal compounds from the leaves of Zanthoxylum liebmannianun.
PubMed: Determination of 1,3-benzodioxanes in Piper mullesua by high-performance thin-layer chromatography.
PubMed: A new amide from zanthoxylum armatum
PubMed: Inhibitory effects of shouseiryu-to on two-stage carcinogenesis. II. Anti-tumor-promoting activities of lignans from Asiasarum heterotropoides var. mandshuricum.
PubMed: Studies on anti-allergic components in the roots of Asiasarum sieboldi.
PubMed: The accumulation of podophyllotoxin-β-D-glucoside by cell suspension cultures derived from the conifer Callitris drummondii.
PubMed: Lignans and other constituents from South and central american zanthoxylum species.
PubMed: [Synthesis of DL-asarinin and DL-sesamin].
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