PHL80431

Dihydromyricetin

phyproof^® Reference Substance

• Synonym(s): (2R,3R)-3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one, 3,3′,4′,5,5′,7-Hexahydroxyflavanone, Ampelopsin, Ampeloptin, DHM
• Empirical Formula (Hill Notation): C₁₅H₁₂O₈
• CAS Number: 27200-12-0
• Molecular Weight: 320.25
• MDL number: MFCD00189451
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• grade: primary reference standard
• product line: phyproof^® Reference Substance
• Assay: ≥95.0% (HPLC)
• form: solid
• manufacturer/tradename: PhytoLab
• SMILES string: O=C1C2=C(O)C=C(O)C=C2O[C@H](C3=CC(O)=C(C(O)=C3)O)[C@H]1O
• InChI: 1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,14-20,22H/t14-,15+/m0/s1
• InChI key: KJXSIXMJHKAJOD-LSDHHAIUSA-N

Description

General description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Application

• Hovenia dulcis: a Chinese medicine that plays an essential role in alcohol-associated liver disease. This review discusses the role of Hovenia dulcis, from which dihydromyricetin is derived, in treating alcohol-associated liver conditions, highlighting its mechanisms and therapeutic potentials (He YX, Liu MN, Wang YY, et al. 2024).


• Dihydromyricetin ameliorates hepatic steatosis and insulin resistance via AMPK/PGC-1α and PPARα-mediated autophagy pathway. This study explores how dihydromyricetin influences liver health, particularly in hepatic steatosis and insulin resistance, offering insights into its mechanisms through autophagy pathways (Yang Y, Qiu W, Xiao J, et al. 2024).


• Identification of dihydromyricetin as a natural DNA methylation inhibitor with rejuvenating activity in human skin. Research identifies dihydromyricetin′s potential anti-aging effects on human skin by modulating DNA methylation, which could contribute to its broader use in dermatological products (Falckenhayn C, Bienkowska A, Söhle J, et al. 2023).


• Dihydromyricetin reverses capecitabine-induced peripheral myelin dysfunction through modulation of oxidative stress. This article provides evidence of dihydromyricetin′s protective effects against peripheral myelin damage due to oxidative stress, relevant in the treatment of certain neuropathies (Fang J, Lou S, Zhou X, et al. 2024).


• The Molecular Mechanism Underlying the Therapeutic Effect of Dihydromyricetin on Type 2 Diabetes Mellitus Based on Network Pharmacology, Molecular Docking, and Transcriptomics. This comprehensive study details the molecular interactions and pathways through which dihydromyricetin could affect type 2 diabetes, providing a foundation for its application in metabolic disorder treatments (Wen X, Lv C, Zhou R, et al. 2024).

Biochem/physiol Actions

Dihydromyricetin (Ampelopsin) is a flavanonol with antioxidant and anti-cancer activity, found to have anti-alcohol intoxication effects. Its anti-alcohol effects appear to be by its actions as a positive modulator of GABA-A receptors at the benzodiazepine site.

Legal Information

phyproof is a registered trademark of PhytoLab GmbH & Co. KG

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable