nortrachelogenin
wikstromol
 
Notes:
pharmacologically active lignan from wikstroemia indica. Obt. from Pinus palustris (pitch pine) and Carissa edulis (agam)
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      34444-37-6 norTrachelogenin
       
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CAS Number: 34444-37-6Picture of molecule3D/inchi
MDL: MFCD01725924
XlogP3-AA: 2.50 (est)
Molecular Weight: 374.38974000
Formula: C20 H22 O7
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: 609.20 °C. @ 760.00 mm Hg (est)
Flash Point: 423.00 °F. TCC ( 217.30 °C. ) (est)
logP (o/w): 0.920 (est)
Soluble in:
 water, 2515 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.
norTrachelogenin
Carbosynth
For experimental / research use only.
(-)-norTrachelogenin
Coompo
For experimental / research use only.
norTrachelogenin from Plants ≥96%
Sigma-Aldrich: Sigma
For experimental / research use only.
(-)-norTrachelogenin ≥95.0% (HPLC)
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Safety Information:
Preferred SDS: View
 
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 nortrachelogenin usage levels up to:
 not for fragrance use.
 
Recommendation for nortrachelogenin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 99938
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
Chemidplus: 0034444376
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References:
 3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 99938
Pubchem (sid): 135057279
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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
KEGG (GenomeNet): C10725
HMDB (The Human Metabolome Database): HMDB30598
FooDB: FDB002492
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
Wikipedia2: View2
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
 carissa edulis
Search Trop  Picture
 pine longleaf pine
Search Trop  Picture
 wikstroemia indica
Search Trop  Picture
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Synonyms:
 dihydro-3-hydroxy-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-2(3H)-furanone
2(3H)-furanone, dihydro-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-
2(3H)-furanone,dihydro-3-hydroxy-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-,(3R-cis)
3-hydroxy-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydro-2(3H)-furanone
3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
8'-(R)-4,4',8-trihydroxy-3,3'-dimethoxylignanolide
 wikstromol
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Articles:
PubMed: Novel Lignan and stilbenoid mixture shows anticarcinogenic efficacy in preclinical PC-3M-luc2 prostate cancer model.
PubMed: Antiausterity activity of arctigenin enantiomers: importance of (2R,3R)-absolute configuration.
PubMed: New guaian-type sesquiterpene from Wikstroemia indica.
PubMed: Chemical constituents and biological activities from roots of Enkleia siamensis.
PubMed: The antitumor lignan Nortrachelogenin sensitizes prostate cancer cells to TRAIL-induced cell death by inhibition of the Akt pathway and growth factor signaling.
PubMed: A new isoflavonoid glycoside from the aerial parts of Trachelospermum jasminoides.
PubMed: Bioactive compounds from Carissa spinarum.
PubMed: A new lignan glycoside from Juniperus rigida.
PubMed: Wounding response in xylem of Scots pine seedlings shows wide genetic variation and connection with the constitutive defence of heartwood.
PubMed: Simultaneous high-performance liquid chromatographic determination of Cedrus deodara active constituents and their pharmacokinetic profile in mice.
PubMed: Chemically standardized isolates from Cedrus deodara stem wood having anticancer activity.
PubMed: Lignans from Arnica species.
PubMed: Cytotoxic and other compounds from Didymochlaena truncatula from the Madagascar rain forest.
PubMed: Lignans from the roots of Wikstroemia indica and their DPPH radical scavenging and nitric oxide inhibitory activities.
PubMed: Structural determinants of plant lignans for growth of mammary tumors and hormonal responses in vivo.
PubMed: Lignans from Trachelospermum jasminoides.
PubMed: [Isolation and structure identification of lignans from pine needles of pinus massoniana Lamb].
PubMed: Free radical scavenging active components from Cedrus deodara.
PubMed: In vitro inhibitory effects of Daphne oleoides ssp. oleoides on inflammatory cytokines and activity-guided isolation of active constituents.
PubMed: Enantioselective synthesis of (-)-wikstromol using a new approach via malic acid.
PubMed: Antifungal, antimitotic and anti-HIV-1 agents from the roots of Wikstroemia indica.
PubMed: Phenolic Constituents of Selaginella doederleinii.
PubMed: Inhibition of potato cyst nematode hatch by lignans fromBupleurum salicifolium (Unbelliferae).
PubMed: Stereoselectivity questions in the synthesis of wikstromol.
PubMed: Plant Anticancer Agents XXXIII. Constituents of Passerina vulgaris1.
PubMed: Plant anticancer agents XXXIII. Constituents of Passerina vulgaris.
PubMed: Antitumor agents. 49 tricin, kaempferol-3-O-beta-D-glucopyranoside and (+)-nortrachelogenin, antileukemic principles from Wikstroemia indica.
PubMed: Wikstromol, antitumor lignan from Wikstroemia foetida var. oahuensis Gray and Wikstroemia uva-ursi Gray (Thymelaeaceae).
PubMed: (+)-Nortrachelogenin, a new pharmacologically active lignan from Wikstroemia indica.
PubMed: (+)Nortrachelogenin, a new pharmacologically active lignan from Wikstroemia indica.
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