215257-15-1

Basic information

• Product Name: 3,3',4',5,7-PENTAHYDROXYFLAVANONE
• Synonyms: 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-
• CAS NO: 215257-15-1
• Molecular Formula: C₁₅H₁₂O₇
• Molecular Weight: 304.25
• Mol File: 215257-15-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 238～240℃
• Boiling Point: 687.6±55.0 °C(Predicted)
• Appearance: /
• Density: 1.702±0.06 g/cm3(Predicted)
• PKA: 7.39±0.60(Predicted)
• CAS DataBase Reference: 3,3',4',5,7-PENTAHYDROXYFLAVANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3',4',5,7-PENTAHYDROXYFLAVANONE(215257-15-1)
• EPA Substance Registry System: 3,3',4',5,7-PENTAHYDROXYFLAVANONE(215257-15-1)

Safety Data

• Hazardous Substances Data: 215257-15-1(Hazardous Substances Data)

Upstream product

• 117-39-5 quercetol 
• 36804-12-3 (E)-3-(3,4-bis(methoxymethoxy)phenyl)-1-(2,4,6-tris(methoxymethoxy)phenyl)-prop-2-en-1-one 
• 65490-09-7 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 6515-06-6 3,4-bis-methoxymethoxy-benzaldehyde 
• 36804-11-2 2,4,6-tri-MOM phloracetophenone 
• 91299-69-3 3,4,2',4',6'-pentamethoxymethoxychalcone 
• 29838-67-3 rhamnosyl-3-quercetine 

Downstream Products

• 491-51-0 trans-7-O-methyldihydroquercetin 
• 480-18-2 (2S,3S)-taxifolin 3-O-β-D-glucoside 
• 480-18-2 taxifolin 

Relevant articles and documents

Synthesis, biological evaluation, and molecular docking of dihydroflavonol derivatives as anti-inflammatory agents

A series of dihydroflavonol derivatives (4a–4l) were synthesized from chalcones via classical Algar–Flynn–Oyamada (AFO) reaction and characterized on the basis of spectroscopic analyses. All synthesized compounds were evaluated for their inhibitory activity against the pro-inflammatory-inducible TNF-alpha, IL-1beta, and IL-6 in lipopolysaccharide (LPS)-stimulated RAW 264.7 cell lines and showed various efficiency. Furthermore, compounds 4d and 4k were selected to examine their in vivo anti-inflammatory activity by using two classical models. Herein compound 4k showed maximum anti-inflammatory activity of 32.98% inhibition in mice ear-swelling model and 40.06% inhibition at the 2 h intervals in rat paw edema model in comparison to the two references: aspirin and meloxicam. Similar effect was observed at a lower dose. In addition, the compound 4k was docked against cyclooxygenases-2 to validate the attained pharmacological data and provide understandable evidence for the observed anti-inflammatory activity.

Synthesis, structure-activity relationship analysis and kinetics study of reductive derivatives of flavonoids as Helicobacter pylori urease inhibitors

In a continuing study for discovering urease inhibitors based on flavonoids, nineteen reductive derivatives of flavonoids were synthesized and evaluated against Helicobacter pylori urease. Analysis of structure-activity relationship disclosed that 4-deoxy analogues are more potent than other reductive products. Out of them, 4′,7,8-trihydroxyl-2-isoflavene (13) was found to be the most active with IC50 of 0.85 μM, being over 20-fold more potent than the commercial available urease inhibitor, acetohydroxamic acid (AHA). Kinetics study revealed that 13 is a competitive inhibitor of H. pylori urease with a Ki value of 0.641 μM, which is well matched with the results of molecular docking. Biological evaluation and mechanism study of 13 suggest that it is a good candidate for discovering novel anti-gastritis and anti-gastric ulcer agent.

METHOD FOR EXTRACTING SECOISOLARICIRESINOL AND DIHYDROQUERCETIN FROM WOOD

The invention relates to extracting secoisolariciresinol and dihydroquercetin from wood. The inventive method consists in extracting disintegrating wood of a screen area by means of a non-splitting mixture of organic solvent and water, the solvent content ranging from 50 to 75%, in such a way that a secoisolariciresinol and dihydroquercetin-containing extract is obtained, and in processing said extract by removing the solvent in such a way that a final secoisolariciresinol and dihydroquercetin-containing mixture is obtained. In the other variant, the inventive method consists in extracting disintegrating wood of a screen area by means of a non-splitting mixture of organic solvent and water, the solvent content ranging from 50 to 75%, in such a way that a secoisolariciresinol and dihydroquercetin-containing extract is obtained, in processing said extract by removing the solvent in such a way that a final secoisolariciresinol and dihydroquercetin-containing mixture is obtained and in exposing the thus obtained mixture to selective extraction and crystallization in such a way that secoisolariciresinol and dihydroquercetin are extracted. In the third variant, the inventive method consists in extracting disintegrating wood of a screen area by means of a non-splitting mixture of organic solvent and water, the solvent content ranging from 50 to 75%, in such a way that an secoisolariciresinol and dihydroquercetin-containing extract is obtained, in processing said extract by removing non-polar components, in removing supernatant liquid, in chromatographing the obtained residue on a silica gel layer and in removing an eluent in such a way that a dry secoisolariciresinol and dihydroquercetin mixture is obtained. The use of secoisolariciresinol and dihydroquercetin in the form of components of biologically active additives and chemical-pharmaceutical products is also disclosed.