5,7-Dihydroxyflavanone

Base Information

• Chemical Name: 5,7-Dihydroxyflavanone
• CAS No.: 68745-38-0
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.258
• NSC Number: 661207,279005,43318
• DSSTox Substance ID: DTXSID80285959
• Nikkaji Number: J45.987I
• Wikidata: Q748200
• Metabolomics Workbench ID: 143460
• ChEMBL ID: CHEMBL70518
• Mol file: 68745-38-0.mol

Synonyms:(+)-pinocoembrin;5,7-dihydroxy-flavanone;5,7-dihydroxyflavanone;pinocembrin;pinocembrine

Chemical Property of 5,7-Dihydroxyflavanone

Chemical Property:

• Vapor Pressure: 1.85E-11mmHg at 25°C
• Melting Point: 202-203oC
• Boiling Point: 520.6°C at 760 mmHg
• PKA: 7.50±0.40(Predicted)
• Flash Point: 203.3°C
• PSA: 66.76000
• Density: 1.386g/cm³
• LogP: 2.80430
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly, heated), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 256.07355886
• Heavy Atom Count: 19
• Complexity: 337

Purity/Quality:

≥98% ^*data from raw suppliers

Pinocembrin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=CC=C3

Technology Process of 5,7-Dihydroxyflavanone

There total 40 articles about 5,7-Dihydroxyflavanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

2',4',6'-trihydroxychalcone (82451-30-7) → pinocembrin (480-39-7,61490-55-9,68745-38-0)

Guidance literature:

With potassium hydroxide; In methanol; at 25 ℃;

DOI:10.1080/00397911.2016.1228110

Reference yield: 90.0%

5,7-bis(methoxymethoxy)-2-phenylchroman-4-one (873070-89-4) → pinocembrin (480-39-7,61490-55-9,68745-38-0)

Guidance literature:

With hydrogenchloride; In methanol; for 0.5h; Heating;

DOI:10.1021/ol052269z

Reference yield: 76.0%

5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0) → pinocembrin (480-39-7,61490-55-9,68745-38-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In 1,4-dioxane; methanol; at 20 ℃; for 24h;

upstream raw materials:

benzaldehyde

1-[2-hydroxy-4,6-bis-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-ethanone

C₂₂H₁₈O₄

5,7-dihydroxy-2-phenyl-chromen-4-one

Downstream raw materials:

2'.4'.6'-triacetoxy-trans-chalcone

5,7-dihydroxy-2-phenyl-chromen-4-one

7-acetylpinocembrine

pinostrobin Acetate

Refernces

• 1、 -. "Novel chromenone derivatives having substituted biphenyl group and a pharmaceutical composition for prevention or treatment of allergic diseases compring the same". Paragraph 0157-0164. . Retrieved 2020/11/26.
• 2、 Zaki, Mohamed A.,Nanayakkara, N. P. Dhammika,Hetta, Mona H.,Jacob, Melissa R.,Khan, Shabana I.,Mohammed, Rabab,Ibrahim, Mohamed A.,Samoylenko, Volodymyr,Coleman, Christina,Fronczek, Frank R.,Ferreira, Daneel,Muhammad, Ilias. "Bioactive Formylated Flavonoids from Eugenia rigida: Isolation, Synthesis, and X-ray Crystallography". . p. 2341 - 2349. Retrieved 2016/10/04.