grandisin
furan, tetrahydro-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)-, (2alpha,3beta,4alpha,5beta)-(-)-
 
Notes:
a lignan isolated from the bark of cryptocarya crassinervia.
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CAS Number: 53250-50-3Picture of molecule3D/inchi
XlogP3-AA: 4.30 (est)
Molecular Weight: 432.51344000
Formula: C24 H32 O7
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 521.07 °C. @ 760.00 mm Hg (est)
Flash Point: 399.00 °F. TCC ( 203.70 °C. ) (est)
logP (o/w): 3.358 (est)
Soluble in:
 water, 0.6513 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 grandisin usage levels up to:
 not for fragrance use.
 
Recommendation for grandisin 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 : 124131
National Institute of Allergy and Infectious Diseases: Data
 (2S,3S,4S)-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)oxolane
Chemidplus: 0053250503
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References:
 (2S,3S,4S)-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)oxolane
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 124131
Pubchem (sid): 135078126
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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
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
 cryptocarya crassinervia
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Synonyms:
(2S,3S,4S)-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)oxolane
 furan, tetrahydro-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)-, (2alpha,3beta,4alpha,5beta)-(-)-
(2alpha,3beta,4alpha,5beta)-(-)-tetrahydro-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl) furan
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Articles:
PubMed: In vitro metabolism of grandisin, a lignan with anti-chagasic activity.
PubMed: In vitro metabolism study of the promising anticancer agent the lignan (-)-grandisin.
PubMed: Secondary metabolites from the phloem of Piper solmsianum (Piperaceae) in the honeydew of Edessa meditabunda.
PubMed: Chemoprotective effect of the tetrahydrofuran lignan grandisin in the in-vivo rodent micronucleus assay.
PubMed: In vitro basal cytotoxicity assay applied to estimate acute oral systemic toxicity of grandisin and its major metabolite.
PubMed: Cytotoxicity and antiangiogenic activity of grandisin.
PubMed: Antinociceptive and antiinflammatory activities of grandisin extracted from Virola surinamensis.
PubMed: Larvicidal activity of grandisin against Aedes aegypti.
PubMed: Disruption of Chrysomya megacephala growth caused by lignan grandisin.
PubMed: Three new compounds from Kadsura longipedunculata.
PubMed: Metabolism of (-)-grandisin from Piper solmsianum in Coleoptera and Lepidoptera species.
PubMed: Synthesis and trypanocidal activity of 1,4-bis-(3,4,5-trimethoxy-phenyl)-1,4-butanediol and 1,4-bis-(3,4-dimethoxyphenyl)-1,4-butanediol.
PubMed: Arylfurans as potential trypanosoma cruzi trypanothione reductase inhibitors.
PubMed: Trypanocidal tetrahydrofuran lignans from inflorescences of Piper solmsianum.
PubMed: Antimalarial compounds from Rhaphidophora decursiva.
PubMed: Phenylpropanoids and tetrahydrofuran lignans from Piper solmsianum.
PubMed: Infraspecific variation of sulfur-containing bisamides from Aglaia leptantha.
PubMed: (-)-Grandisin form Cryptocarya crassinervia.
PubMed: [Neolignans from Piper polysyphorum C.DC].
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