trachelogenin
 
Notes:
None found
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      34209-69-3 Trachelogenin >95%
      Trachelogenin is found in the herbs of Trachelospermum jasminoides (Lindl.) Lem.
       
       
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CAS Number: 34209-69-3Picture of molecule3D/inchi
FDA UNII: 379VHZ3K1I
Nikkaji Web: J512.147G
XlogP3-AA: 2.80 (est)
Molecular Weight: 388.41668000
Formula: C21 H24 O7
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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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 1143 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.
Trachelogenin >95%
Odor: characteristic
Use: Trachelogenin is found in the herbs of Trachelospermum jasminoides (Lindl.) Lem.
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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 trachelogenin usage levels up to:
 not for fragrance use.
 
Recommendation for trachelogenin 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 : 452855
National Institute of Allergy and Infectious Diseases: Data
 (3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
Chemidplus: 0034209693
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References:
 (3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 452855
Pubchem (cas): 34209-69-3
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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): C10891
HMDB (The Human Metabolome Database): Search
FooDB: FDB020276
VCF-Online: VCF Volatile Compounds in Food
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
 arctium lappa fruit
Search Trop  Picture
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Synonyms:
(3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
2(3H)-furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-hydroxy-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3S,4S)-
2(3h)-furanone, dihydro-3-hydroxy-3-vanillyl-4-veratryl-
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Articles:
PubMed: In vitro antitumor effect of a lignan isolated from Combretum fruticosum, trachelogenin, in HCT-116 human colon cancer cells.
PubMed: Trachelogenin, a novel inhibitor of hepatitis C virus entry through CD81.
PubMed: Enhancing Effect of Trachelogenin from Trachelospermi caulis Extract on Intestinal Barrier Function.
PubMed: Discovery of a potent anti-yeast triterpenoid saponin, clematoside-S from Urena lobata L.
PubMed: Endogenous enzyme-hydrolyzed fruit of Cirsium brachycephalum: optimal source of the antiproliferative lignan trachelogenin regulating the Wnt/β-catenin signaling pathway in the SW480 colon adenocarcinoma cell line.
PubMed: Active components with inhibitory activities on IFN-γ/STAT1 and IL-6/STAT3 signaling pathways from Caulis Trachelospermi.
PubMed: Antiausterity activity of arctigenin enantiomers: importance of (2R,3R)-absolute configuration.
PubMed: New guaian-type sesquiterpene from Wikstroemia indica.
PubMed: Specific hydrolysis and accumulation of antiproliferative lignans in the fruit of Leuzea carthamoides (Willd.) DC.
PubMed: Interaction of Carthamus tinctorius lignan arctigenin with the binding site of tryptophan-degrading enzyme indoleamine 2,3-dioxygenase.
PubMed: Lignans from Carthamus tinctorius suppress tryptophan breakdown via indoleamine 2,3-dioxygenase.
PubMed: The role of harmonized, gas and liquid chromatography mass spectrometry in the discovery of the neolignan balanophonin in the fruit wall of Cirsium vulgare.
PubMed: [Trace chemical constituents contained in Trachelospermum jasminoides and structure identification].
PubMed: Bioactivity-guided isolation of antiproliferative compounds from Centaurea jacea L.
PubMed: Optimum yields of dibenzylbutyrolactone-type lignans from Cynareae fruits, during their ripening, germination and enzymatic hydrolysis processes, determined by on-line chromatographic methods.
PubMed: Simultaneous quantification of tracheloside and trachelogenin in rat plasma using liquid chromatography/tandem mass spectrometry.
PubMed: Docking study of HIV-1 reverse transcriptase with phytochemicals.
PubMed: Complementary fragmentation pattern analysis by gas chromatography-mass spectrometry and liquid chromatography tandem mass spectrometry confirmed the precious lignan content of Cirsium weeds.
PubMed: The chemopreventive effects of Saussurea salicifolia through induction of apoptosis and phase II detoxification enzyme.
PubMed: Lignans from Trachelospermum jasminoides.
PubMed: Stereoselective Syntheses of Cis- and Trans-Isomers of alpha-Hydroxy-alpha,beta-dibenzyl-gamma-butyrolactone Lignans: New Syntheses of (+/-)-Trachelogenin and (+/-)-Guayadequiol.
PubMed: Structural transformation of lignan compounds in rat gastrointestinal tract.
PubMed: Differential in vitro anti-HIV activity of natural lignans.
PubMed: [Lignans of Trachelospermum asiaticum var. intermedium. VII. Chemical proof of the position of D-glucose linkage in trachedloside and discussion of trachelogenin derivatives].
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