3',4',7-Trihydroxyflavanone

Base Information

• Chemical Name: 3',4',7-Trihydroxyflavanone
• CAS No.: 21913-99-5
• Molecular Formula: C15H12O5
• Molecular Weight: 272.257
• DSSTox Substance ID: DTXSID301162721
• Nikkaji Number: J1.343.509J
• Wikidata: Q105165331
• Metabolomics Workbench ID: 131780
• ChEMBL ID: CHEMBL3401430
• Mol file: 21913-99-5.mol

Synonyms:3',4',7-Trihydroxyflavanone;21913-99-5;2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrochromen-4-one;2-(3,4-Dihydroxyphenyl)-7-hydroxychroman-4-one;MEGxp0_000004;SCHEMBL5504140;CHEMBL3401430;ACon1_000269;HY-N6020B;CHEBI:183341;DTXSID301162721;AKOS040732682;NCGC00180724-01;MS-23848;CS-0106898;BRD-A75085792-001-01-8;B2703-142961;2-(3,4-Dihydroxyphenyl)-2,3-dihydro-7-hydroxy-4H-1-benzopyran-4-one;2-(3,4-dihydroxyphenyl)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one

Chemical Property of 3',4',7-Trihydroxyflavanone

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 272.06847348
• Heavy Atom Count: 20
• Complexity: 371

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(OC2=C(C1=O)C=CC(=C2)O)C3=CC(=C(C=C3)O)O

Technology Process of 3',4',7-Trihydroxyflavanone

There total 11 articles about 3',4',7-Trihydroxyflavanone 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: 78.0%

rhusopolyphenol F → (2S)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-4H-chromen-4-one (21913-99-5,74628-42-5,145264-17-1,492-14-8)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.phytochem.2013.05.005

Reference yield: 36.0%

2',4'-dihydroxy-4-acetophenone (89-84-9) + 3,4-dihydroxybenzaldehyde (139-85-5) → butein (487-52-5,21849-70-7) + 2-(3,4-dihydroxyphenyl)-7-hydroxychroman-4-one (21913-99-5)

Guidance literature:

With L-proline; In methanol; at 80 ℃; for 72h;

Reference yield: 28.0%

(+)-Fustin (4382-36-9) → (2S)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-4H-chromen-4-one (21913-99-5,74628-42-5,145264-17-1,492-14-8)

Guidance literature:

With 3,5-dihydroxyphenol; In ethyl acetate; for 9h; Heating; Irradiation;

DOI:10.1039/P19800001003

upstream raw materials:

but-1-yne

butein

7,3',4'-trimethoxyflavanone

2'-Hydroxy-4'-(aethoxy-methoxy)-acetophenon

Downstream raw materials:

but-1-yne

3',4',7-trihydroxyisoflavone

3,4-Dihydroxybenzoic acid

recorcinol

Refernces

• 1、 Kim, Ki Hyun,Moon, Eunjung,Choi, Sang Un,Kim, Sun Yeou,Lee, Kang Ro. "Polyphenols from the bark of Rhus verniciflua and their biological evaluation on antitumor and anti-inflammatory activities". . p. 113 - 121. Retrieved 2013/10/21.
• 2、 Jassbi, Amir Reza,Singh, Pahup,Krishna, Vivek,Gupta, Pradeep K.,Tahara, Satoshi. "Antioxidant study and assignments of NMR spectral data for 3′,4′,7-trihydroxyflavanone 3′,7-Di-O-β-D-glucopyranoside (butrin) and its hydrolyzed product". . p. 250 - 253. Retrieved 2007/10/03.