trachelogenin

CAS: 34209-69-3 C21 H24 O7 MW: 388.41668000

Identification

Nametrachelogenin
CAS Number34209-69-3
FDA UNII379VHZ3K1I
Molecular FormulaC21 H24 O7
Molecular Weight388.41668000
Nikkaji NumberJ512.147G

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 ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for trachelogenin usage levels up tonot for fragrance use.
Recommendation for trachelogenin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

arctium lappa fruit

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].