Pinocembrin chalcone

Base Information

• Chemical Name: Pinocembrin chalcone
• CAS No.: 4197-97-1
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.258
• DSSTox Substance ID: DTXSID101343555
• Nikkaji Number: J258.619C
• Wikidata: Q27149535
• Metabolomics Workbench ID: 26719
• ChEMBL ID: CHEMBL129371
• Mol file: 4197-97-1.mol

Synonyms:2',4',6'-trihydroxychalcone;pinocembrin chalcone

Chemical Property of Pinocembrin chalcone

Chemical Property:

• Melting Point: 189.9℃
• Boiling Point: 487.9±45.0 °C(Predicted)
• PKA: 6.86±0.40(Predicted)
• PSA: 77.76000
• Density: 1.384±0.06 g/cm3(Predicted)
• LogP: 2.69950
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 256.07355886
• Heavy Atom Count: 19
• Complexity: 321

Purity/Quality:

≥98% ^*data from raw suppliers

Pinocembrinchalcone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)C2=C(C=C(C=C2O)O)O
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)C2=C(C=C(C=C2O)O)O

Technology Process of Pinocembrin chalcone

There total 14 articles about Pinocembrin chalcone 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: 81.0%

2'-hydroxy-4',6'-di(methoxymethoxy)chalcone (51787-13-4) → 3-phenyl-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one (82451-30-7,4197-97-1)

Guidance literature:

With hydrogenchloride; In methanol; water; for 0.5h; Reflux;

DOI:10.1007/s00044-011-9640-2

Reference yield: 55.0%

pinocembrin (480-39-7,61490-55-9,68745-38-0) → 3-phenyl-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one (82451-30-7,4197-97-1)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jnatprod.6b00474

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) + benzaldehyde (100-52-7) → 3-phenyl-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one (82451-30-7,4197-97-1)

Guidance literature:

With potassium hydroxide; In ethanol; for 48h; Ambient temperature;

upstream raw materials:

Methyl-3.5.7-trioxo-9-phenyl-non-8-enoat

2,4,6-trihydroxyacetophenone

benzaldehyde

aluminium trichloride

Downstream raw materials:

3,5,7-trihydroxy-2-phenylchroman-4-one

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

Refernces

• 1、 Muhaisen, Hasan M. H.. "Extraction, Isolation and Characterization of Valuable Worked on Acacia Tortilis". . p. 6731 - 6747. Retrieved 2021/11/01.
• 2、 Choi, Daheui,Park, Jin Chan,Lee, Ha Na,Moon, Ji-Hoi,Ahn, Hyo-Won,Park, Kwangyong,Hong, Jinkee. "In Vitro Osteogenic Differentiation and Antibacterial Potentials of Chalcone Derivatives". . p. 3197 - 3204. Retrieved 2018/07/25.