castalagin
vescalagin, (33beta)-
 
Notes:
None found
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CAS Number: 24312-00-3Picture of molecule3D/inchi
FDA UNII: BZ58QSX2MQ
XlogP3-AA: 0.90 (est)
Molecular Weight: 934.63742000
Formula: C41 H26 O26
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 4.227 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:
Sigma-Aldrich
For experimental / research use only.
Castalagin analytical standard
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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 castalagin usage levels up to:
 not for fragrance use.
 
Recommendation for castalagin 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 : 168165
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
Chemidplus: 0024312003
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 168165
Pubchem (cas): 24312-00-3
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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
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB30602
FooDB: FDB018931
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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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
 anogeissus leiocarpus stem bark
Search Trop  Picture
 castanea sativa wood
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 terminalia avicennoides stem bark
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Synonyms:
 vescalagin, (33beta)-
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Articles:
PubMed: Antioxidant properties and phenolic profile characterization by LC-MS/MS of selected Tunisian pomegranate peels.
PubMed: Molecular Interaction Between Salivary Proteins and Food Tannins.
PubMed: Improved method for the extraction and chromatographic analysis on a fused-core column of ellagitannins found in oak-aged wine.
PubMed: Study of the Stereochemistry and Oxidation Mechanism of Plant Polyphenols, Assisted by Computational Chemistry.
PubMed: Polyphenol and Ellagitannin Constituents of Jabuticaba (Myrciaria cauliflora) and Chemical Variability at Different Stages of Fruit Development.
PubMed: Differences in Metabolism of Ellagitannins by Human Gut Microbiota ex Vivo Cultures.
PubMed: Phytochemicals as Effective Quorum Quenchers Against Bacterial Communication.
PubMed: Protective effect and induction of DNA repair by Myrciaria cauliflora seed extract and pedunculagin on cyclophosphamide-induced genotoxicity.
PubMed: Chemical characterization and bioactive properties of aqueous and organic extracts of Geranium robertianum L.
PubMed: A New Sucrase Enzyme Inhibitor from Azadirachta indica.
PubMed: α-Glucosidase inhibition and antioxidant activity of an oenological commercial tannin. Extraction, fractionation and analysis by HPLC/ESI-MS/MS and (1)H NMR.
PubMed: Plant-Derived Polyphenols Interact with Staphylococcal Enterotoxin A and Inhibit Toxin Activity.
PubMed: Hydrolyzable Tannins from Sweet Chestnut Fractions Obtained by a Sustainable and Eco-friendly Industrial Process.
PubMed: Spectroscopy analysis of phenolic and sugar patterns in a food grade chestnut tannin.
PubMed: Valorization of solid wastes from chestnut industry processing: Extraction and optimization of polyphenols, tannins and ellagitannins and its potential for adhesives, cosmetic and pharmaceutical industry.
PubMed: Castalagin Exerts Inhibitory Effects on Osteoclastogenesis Through Blocking a Broad Range of Signaling Pathways with Low Cytotoxicity.
PubMed: Inhibition of Rat 5α-Reductase Activity and Testosterone-Induced Sebum Synthesis in Hamster Sebocytes by an Extract of Quercus acutissima Cortex.
PubMed: Reinvestigation of the stereochemistry of the C-glycosidic ellagitannins, vescalagin and castalagin.
PubMed: Extracts and compounds with anti-diabetic complications and anti-cancer activity from Castanea mollissina Blume (Chinese chestnut).
PubMed: Contribution of C-glucosidic ellagitannins to Lythrum salicaria L. influence on pro-inflammatory functions of human neutrophils.
PubMed: Ellagitannins as synergists of ACV on the replication of ACV-resistant strains of HSV 1 and 2.
PubMed: Tannin analysis of chestnut bark samples (Castanea sativa Mill.) by HPLC-DAD-MS.
PubMed: Determination of C-glucosidic ellagitannins in Lythri salicariaeherba by ultra-high performance liquid chromatography coupled with charged aerosol detector: method development and validation.
PubMed: Phenolic constituents from Alchemilla vulgaris L. and Alchemilla mollis (Buser) Rothm. at different dates of harvest.
PubMed: Phenolic constituents from Alchemilla vulgaris L. and Alchemilla mollis (Buser) Rothm. at different dates of harvest.
PubMed: C-glucosidic ellagitannins from Lythri herba (European Pharmacopoeia): chromatographic profile and structure determination.
PubMed: Liquid chromatographic/electrospray ionization tandem mass spectrometric study of polyphenolic composition of four cultivars of Fragaria vesca L. berries and their comparative evaluation.
PubMed: Three-dimensional analysis of combination effect of ellagitannins and acyclovir on herpes simplex virus types 1 and 2.
PubMed: Phenolic compounds in chestnut (Castanea sativa Mill.) heartwood. Effect of toasting at cooperage.
PubMed: Matrix-calibrated LC-MS/MS quantitation and sensory evaluation of oak Ellagitannins and their transformation products in red wines.
PubMed: Development of a fractionation method for the detection and identification of oak ellagitannins in red wines.
PubMed: Antioxidant and biological properties of bioactive phenolic compounds from Quercus suber L.
PubMed: Castalagin from Anogeissus leiocarpus mediates the killing of Leishmania in vitro.
PubMed: Isolation and structure of whiskey polyphenols produced by oxidation of oak wood ellagitannins.
PubMed: Oak ellagitannins suppress the phosphorylation of the epidermal growth factor receptor in human colon carcinoma cells.
PubMed: The use of microfluorometric method for activity-guided isolation of antiplasmodial compound from plant extracts.
PubMed: Ellagitannin composition of blackberry as determined by HPLC-ESI-MS and MALDI-TOF-MS.
PubMed: Anticancer and antioxidant tannins from Pimenta dioica leaves.
PubMed: Identification and sensory evaluation of dehydro- and deoxy-ellagitannins formed upon toasting of oak wood (Quercus alba L.).
PubMed: Main structural and stereochemical aspects of the antiherpetic activity of nonahydroxyterphenoyl-containing C-glycosidic ellagitannins.
PubMed: Protein binding and astringent taste of a polymeric procyanidin, 1,2,3,4,6-penta-O-galloyl-beta-D-glucopyranose, castalagin, and grandinin.
PubMed: Sensory-directed identification of taste-active ellagitannins in American (Quercus alba L.) and European oak wood (Quercus robur L.) and quantitative analysis in bourbon whiskey and oak-matured red wines.
PubMed: The chemistry of wine polyphenolic C-glycosidic ellagitannins targeting human topoisomerase II.
PubMed: Antimicrobial activity of 10 different plant polyphenols against bacteria causing food-borne disease.
PubMed: Conformational interpretation of vescalagin and castalagin physicochemical properties.
PubMed: Use of DSC to detect the heterogeneity of hydrothermal stability in the polyphenol-treated collagen matrix.
PubMed: Effect of tannins from Quercus suber and Quercus coccifera leaves on ethanol-induced gastric lesions in mice.
PubMed: Evolution of ellagitannins in Spanish, French, and American oak woods during natural seasoning and toasting.
PubMed: Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry.
PubMed: Induction of apoptosis by hydrolyzable tannins from Eugenia jambos L. on human leukemia cells.
PubMed: Evolution of castalagin and vescalagin in ethanol solutions. Identification of new derivatives.
PubMed: Evolution of phenolic compounds of spanish oak wood during natural seasoning. First results.
PubMed: Ellagitannins and complex tannins from Quercus petraea bark.
PubMed: Antihypertensive principles from the leaves of Melastoma candidum.
PubMed: Antitumor agents, 129. Tannins and related compounds as selective cytotoxic agents.
PubMed: Study on the composition and structure of commercial chestnut tanning agent.
PubMed: The use of tannin from chestnut (Castanea vesca).
PubMed: Tannins occurring in the toxic Brazilian plant Thiloa glaucocarpa.
PubMed: [On tanning compounds from the wood of chestnut and oak. IV. The structure of castalagin].
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