EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

tiliroside
kaempferol-3-O[-6-O-trans-p-coumaroyl-β-glucopyranoside

Supplier Sponsors

Name:[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
CAS Number: 20316-62-5Picture of molecule3D/inchi
FDA UNII: 15M04TXR9M
Nikkaji Web:J15.510A
MDL:MFCD00017454
XlogP3-AA:2.50 (est)
Molecular Weight:593.51885000
Formula:C30 H25 O13
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge 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
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 943.90 °C. @ 760.00 mm Hg (est)
Flash Point: 593.00 °F. TCC ( 311.90 °C. ) (est)
logP (o/w): 3.830 (est)
Soluble in:
 water, 2.652 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Tiliroside 98%
BOC Sciences
For experimental / research use only.
Tiliroside >98%
Odor: characteristic
Use: Tiliroside also called 6''-O-trans-p-Coumaroylastragalin, is a natural flavonoid found in the herbs of Agrimonia pilosa Ledeb.
ExtraSynthese
For experimental / research use only.
Tiliroside (HPLC) ≥99%
Santa Cruz Biotechnology
For experimental / research use only.
Tiliroside ≥97%
Sigma-Aldrich
For experimental / research use only.
Tiliroside
analytical standard
 
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
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for tiliroside usage levels up to:
 not for fragrance use.
 
Recommendation for tiliroside flavor usage levels up to:
 not for flavor use.
 
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 :5320686
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
Chemidplus:0020316625
 
References:
 [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5320686
Pubchem (sid):135151859
 
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):C17140
HMDB (The Human Metabolome Database):Search
FooDB:FDB002430
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 basswood
Search Trop Picture
 basswood flower
Search Trop Picture
 rose hips fruit
Search Trop Picture
 tilia argentea
Search Trop Picture
 
Synonyms:
[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
 kaempferol-3-O[-6-O-trans-p-coumaroyl-β-glucopyranoside
2-propenoic acid, 3-(4-hydroxyphenyl)-, 6'-ester with 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
 

Articles:

PubMed:The Pavonia xanthogloea (Ekman, Malvaceae): Phenolic compounds quantification, anti-oxidant and cytotoxic effect on human lymphocytes cells.
PubMed:Pine (Pinus morrisonicola Hayata) Needle Extracts Sensitize GBM8901 Human Glioblastoma Cells to Temozolomide by Downregulating Autophagy and O(6)-Methylguanine-DNA Methyltransferase Expression.
PubMed:Tiliroside, a dietary glycosidic flavonoid, inhibits TRAF-6/NF-κB/p38-mediated neuroinflammation in activated BV2 microglia.
PubMed:Microphynolides A and B, new spiro-γ-lactone glycosides from Thymelaea microphylla.
PubMed:Studies on cytotoxic constituents from the leaves of Elaeagnus oldhamii Maxim. in non-small cell lung cancer A549 cells.
PubMed:[Determination of ellagic acid, flavonoids and goshonoside-F5 in Rubi Fructus by HPLC].
PubMed:Antiurease activity of plants growing in the Czech Republic.
PubMed:Rosehip Extract Inhibits Lipid Accumulation in White Adipose Tissue by Suppressing the Expression of Peroxisome Proliferator-activated Receptor Gamma.
PubMed:Isolation of natural compounds from Phlomis stewartii showing α-glucosidase inhibitory activity.
PubMed:Isolation of new flavan-3-ol and lignan glucoside from Loropetalum chinense and their antimicrobial activities.
PubMed:Mechanism of the antihypertensive and vasorelaxant effects of the flavonoid tiliroside in resistance arteries.
PubMed:Flavonoids from Pseudotsuga menziesii.
PubMed:Phenolic antioxidants from Rosa soulieana flowers.
PubMed:Functional screening of metagenome and genome libraries for detection of novel flavonoid-modifying enzymes.
PubMed:Investigation into biologically active constituents of Geum rivale L.
PubMed:Anti-oxidative and cholinesterase inhibitory effects of leaf extracts and their isolated compounds from two closely related Croton species.
PubMed:New phenolic compounds with anti-adipogenic activity from the aerial parts of Pulsatilla koreana.
PubMed:A new antifungal and cytotoxic C-methylated flavone glycoside from Picea neoveitchii.
PubMed:Preparative purification of five bioactive components from Agrimonia pilosa Ledeb by high-speed counter-current chromatography.
PubMed:Isolation and characterization of new ceramides from aerial parts of Lepidaploa cotoneaster.
PubMed:On-line (HPLC-NMR) and off-line phytochemical profiling of the Australian plant, Lasiopetalum macrophyllum.
PubMed:Microarray-based mRNA expression profiling of leukemia cells treated with the flavonoid, casticin.
PubMed:Flavonoid constituents and free radical scavenging activity of Alchemilla mollis.
PubMed:On-line (HPLC-NMR) and off-line phytochemical profiling of the Australian plant, Lasiopetalum macrophyllum.
PubMed:Effects of pH on the ability of flavonoids to act as Pickering emulsion stabilizers.
PubMed:Tiliroside, a glycosidic flavonoid, inhibits carbohydrate digestion and glucose absorption in the gastrointestinal tract.
PubMed:Tiliroside, a glycosidic flavonoid, ameliorates obesity-induced metabolic disorders via activation of adiponectin signaling followed by enhancement of fatty acid oxidation in liver and skeletal muscle in obese-diabetic mice.
PubMed:Synthesis and biological activity of novel tiliroside derivants.
PubMed:Isolated compounds from Sorghum bicolor L. inhibit the classical pathway of the complement.
PubMed:Inhibition effects of isolated compounds from Artemisia rubripes Nakai of the classical pathway on the complement system.
PubMed:Isolation and characterisation of novel antioxidant constituents of Croton zambesicus leaf extract.
PubMed:Extracts and constituents of Rubus chingii with 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity.
PubMed:In vitro activity of dietary flavonol congeners against human cancer cell lines.
PubMed:Anticomplement activity of polyacetylenes from leaves of Dendropanax morbifera Leveille.
PubMed:Identification of trans-tiliroside as active principle with anti-hyperglycemic, anti-hyperlipidemic and antioxidant effects from Potentilla chinesis.
PubMed:Docking study of HIV-1 reverse transcriptase with phytochemicals.
PubMed:Tiliroside-derivatives enhance GLUT4 translocation via AMPK in muscle cells.
PubMed:Particle-stabilizing effects of flavonoids at the oil-water interface.
PubMed:Synthesis and biological activity of trans-tiliroside derivatives as potent anti-diabetic agents.
PubMed:Reversible inhibition of three important human liver cytochrome p450 enzymes by tiliroside.
PubMed:Scopoletin from the flower buds of Magnolia fargesii inhibits protein glycation, aldose reductase, and cataractogenesis ex vivo.
PubMed:Phenolic glycosides from Agrimonia pilosa.
PubMed:Effect of neuroprotective flavonoids of Agrimonia eupatoria on glutamate-induced oxidative injury to HT22 hippocampal cells.
PubMed:Determination of the phenolic content and antioxidant potential of crude extracts and isolated compounds from leaves of Cordia multispicata and Tournefortia bicolor.
PubMed:Fluorescence studies of interaction between flavonol p-coumaroylglucoside tiliroside and bovine serum albumin.
PubMed:A natural approach to soothing atopic skin.
PubMed:Flavonoids from the stems of Croton caudatus Geisel. var. tomentosus Hook.
PubMed:The potential mechanism of tiliroside-dependent inhibition of t-butylhydroperoxide-induced oxidative stress in endometrial carcinoma cells.
PubMed:Determination of polyphenolics in extracts of Potentilla species by high-performance thin-layer chromatography photodensitometry method.
PubMed:Bioactivity of flavonoids isolated from Lychnophora markgravii against Leishmania amazonensis amastigotes.
PubMed:Tyrosinase inhibitory effect and inhibitory mechanism of tiliroside from raspberry.
PubMed:[RP-HPLC determination of tiliroside in Daphne genkwa].
PubMed:[Studies on isolation and identification of flavonoids in herbs of Agrimonia pilosa].
PubMed:Modulation of drug resistance in Staphylococcus aureus by a kaempferol glycoside from Herissantia tiubae (Malvaceae).
PubMed:Studies on the phenylethanoid glycosides with anti-complement activity from Paulownia tomentosa var. tomentosa wood.
PubMed:Human DNA topoisomerase inhibitors from Potentilla argentea and their cytotoxic effect against MCF-7.
PubMed:Flavonoids from Tilia americana with anxiolytic activity in plus-maze test.
PubMed:Acetylcholinesterase inhibition by flavonoids from Agrimonia pilosa.
PubMed:[Studies on optimal extraction conditions of flavonoid from the flowers of Edgeworthia chrysantha].
PubMed:Antioxidant and cytotoxic activities of naturally occurring phenolic and related compounds: a comparative study.
PubMed:Potent anti-obese principle from Rosa canina: structural requirements and mode of action of trans-tiliroside.
PubMed:Antiviral and antimicrobial assessment of some selected flavonoids.
PubMed:Additional antiprotozoal flavonol glycosides of the aerial parts of Helianthemum glomeratum.
PubMed:Tiliroside and gnaphaliin inhibit human low density lipoprotein oxidation.
PubMed:In vivo antigiardial activity of three flavonoids isolated of some medicinal plants used in Mexican traditional medicine for the treatment of diarrhea.
PubMed:Anticomplement activity of cycloartane glycosides from the rhizome of Cimicifuga foetida.
PubMed:Cytotoxic C-benzylated chalcone and other constituents of Ellipeiopsis cherrevensis.
PubMed:A potent anti-complementary acylated sterol glucoside from Orostachys japonicus.
PubMed:Flavonoids from the leaves of Litsea japonica and their anti-complement activity.
PubMed:[Study on flavonoids from leaf of Ipomoea batatas].
PubMed:[Studies on the chemical constituents from Fructus Rubi].
PubMed:Inhibitory effects of the flavonoids isolated from Waltheria indica on the production of NO, TNF-alpha and IL-12 in activated macrophages.
PubMed:A new heptasubstituted (E)-aurone glucoside and other aromatic compounds of Gomphrena agrestis with biological activity.
PubMed:[Studies on chemical constituents in fruit of Rubus chingii].
PubMed:[Studies on flavonoids of Anaphalis sinica].
PubMed:Kaempferol and quercetin glycosides from Rubus idaeus L. leaves.
PubMed:[Chemical constituents from the fruit of Rosa bella Rehd. et Wils].
PubMed:Assessment of the anti-inflammatory activity and free radical scavenger activity of tiliroside.
PubMed:Bioactive phenolic derivatives from Acaena splendens methanol extract.
PubMed:Hepatoprotective principles from the flowers of Tilia argentea (linden): structure requirements of tiliroside and mechanisms of action.
PubMed:In vitro antimicrobial activity of extracts and isolated constituents of Rubus ulmifolius.
PubMed:Flavonoid compounds in the flowers of Kitaibelia vitifolia Willd. (Malvaceae).
PubMed:Kaempferol glycosides from Siparuna apiosyce.
PubMed:CYTOTOXIC ACTIVITY OF KAEMPFEROL GLYCOSIDES AGAINST HUMAN LEUKAEMIC CELL LINES IN VITRO.
PubMed:Cytotoxic activity of kaempferol glycosides against human leukaemic cell lines in vitro.
PubMed:Cytotoxic and antiproliferative effects of heptaacetyltiliroside on human leukemic cell lines.
PubMed:Antiprotozoal properties of Helianthemum glomeratum.
PubMed:Anti-complement activity of tiliroside from the flower buds of Magnolia fargesii.
PubMed:Biotransformation of the flavonoid tiliroside to 7-methylether tiliroside: bioactivity of this metabolite and of its acetylated derivative.
PubMed:Phenylpropanoid esters from Lamium album flowers.
PubMed:Tiliroside from the seeds of Eremocarpus setigerus.
PubMed:Identification of carcinogenic tannin isolated from Bracken fern (Pteridium aquilinum).
PubMed:[The flavonoids of the platan (Platanus occidentalis L.). Isolation of tiliroside from the leaves and of hyperoside from the male inflorescence].
 
Notes:
isolated from seeds of eremocarpus setigerus.
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