2,3-dehydrosilybin
 
Notes:
None found
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CAS Number: 25166-14-7Picture of molecule3D/inchi
Nikkaji Web: J533.197H
XlogP3-AA: 3.10 (est)
Molecular Weight: 480.42640000
Formula: C25 H20 O10
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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, 45.29 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:
 None found
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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 2,3-dehydrosilybin usage levels up to:
 not for fragrance use.
 
Recommendation for 2,3-dehydrosilybin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 10696082
National Institute of Allergy and Infectious Diseases: Data
 3,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-4-one
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References:
 3,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 10696082
Pubchem (cas): 25166-14-7
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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): HMDB40513
FooDB: FDB020279
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: 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
 coffee
Search  PMC Picture
 silybum marianum
Search Trop  Picture
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Synonyms:
3,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-4-one
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Articles:
PubMed: Metabolism of flavonolignans in human hepatocytes.
PubMed: 5- or/and 20-O-alkyl-2,3-dehydrosilybins: Synthesis and biological profiles on prostate cancer cell models.
PubMed: Oxidation of Natural Bioactive Flavonolignan 2,3-Dehydrosilybin: An Electrochemical and Spectral Study.
PubMed: Inhibition of Aβ Amyloid Growth and Toxicity by Silybins: The Crucial Role of Stereochemistry.
PubMed: Flavonolignan 2,3-dehydrosilydianin activates Nrf2 and upregulates NAD(P)H:quinone oxidoreductase 1 in Hepa1c1c7 cells.
PubMed: Galloylation of polyphenols alters their biological activity.
PubMed: 2,3-Dehydrosilybin A/B as a pro-longevity and anti-aggregation compound.
PubMed: Silychristin: Skeletal Alterations and Biological Activities.
PubMed: Effects of 2,3-Dehydrosilybin and Its Galloyl Ester and Methyl Ether Derivatives on Human Umbilical Vein Endothelial Cells.
PubMed: Phototoxic potential of silymarin and its bioactive components.
PubMed: Silymarin Constituent 2,3-Dehydrosilybin Triggers Reserpine-Sensitive Positive Inotropic Effect in Perfused Rat Heart.
PubMed: Silybin and 2,3-Dehydrosilybin Flavonolignans as Free Radical Scavengers.
PubMed: Silymarin component 2,3-dehydrosilybin attenuates cardiomyocyte damage following hypoxia/reoxygenation by limiting oxidative stress.
PubMed: Induction of apoptosis by 2,3-dehydrosilybin via a caspase-dependent pathway in human HeLa cells.
PubMed: Chemo-enzymatic synthesis of silybin and 2,3-dehydrosilybin dimers.
PubMed: Media effects on the mechanism of antioxidant action of silybin and 2,3-dehydrosilybin: role of the enol group.
PubMed: A rapid and simple chromatographic separation of diastereomers of silibinin and their oxidation to produce 2,3-dehydrosilybin enantiomers in an optically pure form.
PubMed: Anti-cancer efficacy of silybin derivatives -- a structure-activity relationship.
PubMed: Hepatoprotective effect of 2,3-dehydrosilybin on carbon tetrachloride-induced liver injury in rats.
PubMed: Bioconversion of silybin to phase I and II microbial metabolites with retained antioxidant activity.
PubMed: Electrochemical investigation of flavonolignans and study of their interactions with DNA in the presence of Cu(II).
PubMed: New C-23 modified of silybin and 2,3-dehydrosilybin: synthesis and preliminary evaluation of antioxidant properties.
PubMed: Preparation and effects of 2,3-dehydrosilymarin, a promising and potent antioxidant and free radical scavenger.
PubMed: Design, synthesis, and examination of neuron protective properties of alkenylated and amidated dehydro-silybin derivatives.
PubMed: Molecular mechanisms of silybin and 2,3-dehydrosilybin antiradical activity--role of individual hydroxyl groups.
PubMed: 2,3-dehydrosilybin is a better DNA topoisomerase I inhibitor than its parental silybin.
PubMed: Significantly greater antioxidant anticancer activities of 2,3-dehydrosilybin than silybin.
PubMed: Mechanism of the antioxidant action of silybin and 2,3-dehydrosilybin flavonolignans: a joint experimental and theoretical study.
PubMed: Potent direct or TNF-alpha-promoted anticancer effects of 2,3-dehydrosilybin: comparison study with silybin.
PubMed: Flavonolignans from Silybum marianum moderate UVA-induced oxidative damage to HaCaT keratinocytes.
PubMed: New derivatives of silybin and 2,3-dehydrosilybin and their cytotoxic and P-glycoprotein modulatory activity.
PubMed: Oxidised derivatives of silybin and their antiradical and antioxidant activity.
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