trachelogenin
Identification
| Name | trachelogenin |
| CAS Number | 34209-69-3 |
| FDA UNII | 379VHZ3K1I |
| Molecular Formula | C21 H24 O7 |
| Molecular Weight | 388.41668000 |
| Nikkaji Number | J512.147G |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 1143 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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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Potential Uses
Natural Occurrence
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-
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].