Eriodictyol

Base Information

• Chemical Name: Eriodictyol
• CAS No.: 552-58-9
• Molecular Formula: C15H12 O6
• Molecular Weight: 288.257
• Hs Code.: 29329990
• European Community (EC) Number: 209-016-4
• UNII: Q520486B8Y
• DSSTox Substance ID: DTXSID70877706
• Nikkaji Number: J139.243C
• Wikipedia: Eriodictyol
• Wikidata: Q3459685
• Pharos Ligand ID: 9GFAPR7JUB7F
• Metabolomics Workbench ID: 27167
• ChEMBL ID: CHEMBL8996
• Mol file: 552-58-9.mol

Synonyms:eriodictyol

Chemical Property of Eriodictyol

Chemical Property:

• Appearance/Colour: Needle crystalline powder
• Vapor Pressure: 3.19E-16mmHg at 25°C
• Melting Point: 270°C
• Refractive Index: 1.724
• Boiling Point: 625.2 °C at 760 mmHg
• PKA: 7.49±0.40(Predicted)
• Flash Point: 241.9 °C
• PSA: 107.22000
• Density: 1.586 g/cm³
• LogP: 2.21550
• Storage Temp.: ?20°C
• Solubility.: DMSO (Slightly), Methanol (Very Slightly)
• Water Solubility.: 70mg/L(20 oC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 288.06338810
• Heavy Atom Count: 21
• Complexity: 400

Purity/Quality:

Eriodictyol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O
• Isomeric SMILES: C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O
• Uses: Eriodictyol is used in biological studies as natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation. Eriodictyl is extracted from Yerba santa, an herb. The leaf is used to make medicine.Yerba santa is used for respiratory conditions including coughs, colds, tuberculosis, asthma, and chronic bronchitis. It is also used for fever and dry mouth. Some people use it to relieve muscle spasms, to loosen phlegm, and as a tonic.

Technology Process of Eriodictyol

There total 21 articles about Eriodictyol 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: 98.0%

homoeriodictyol (446-71-9,69097-98-9,107657-60-3) → eriodictyol (552-58-9)

Guidance literature:

With C₉H₈IO₄Pol; In dimethyl sulfoxide; at 25 ℃; for 2h;

DOI:10.1016/j.tet.2010.06.014

Reference yield: 87.0%

2-[3,4-bis(methoxymethoxy)phenyl]-5,7-bis(methoxymethoxy)chroman-4-one → eriodictyol (552-58-9)

Guidance literature:

With hydrogenchloride; In methanol; water; at 60 ℃; for 1h;

DOI:10.1016/j.tetlet.2021.153480

Reference yield: 78.7%

neohesperidin (13241-33-3,61303-28-4,61303-29-5,61303-30-8,61347-97-5,61348-24-1,88294-38-6,139686-38-7) → eriodictyol (552-58-9)

Guidance literature:

With hydrogen bromide; at 60 - 100 ℃; for 5.5h;

upstream raw materials:

taxifolin

naringenin

homoeriodictyol

(2S)-6,8-di[(1S)-(2'-O-β-D-glucopyranosyl-4'-hydroxyphenyl)-3-(4-hydroxyphenyl)propyl]-3'-O-β-D-glucopyranosyleryodyctiol

Downstream raw materials:

homoeriodictyol

4',5,7-tetrahydroxyflavylium

5′-prenyleriodictyol

Refernces

• 1、 Chen, Yang,Gao, Liping,Gui, Lin,Guo, Lina,Lei, Ting,Li, Yan,Ma, Xiubing,Ruan, Haixiang,Wang, Longji,Wang, Yunsheng,Xia, Tao. "Optimization of the biosynthesis of b-ring ortho-hydroxy lated flavonoids using the 4-hydroxyphenylacetate 3-hydroxylase complex (Hpabc) of escherichia coli". . . Retrieved 2021/05/31.
• 2、 Bornscheuer, Uwe T.,Brückner, Stephan I.,Gei?ler, Torsten,Gross, Egon,Hartmann, Beate,Ley, Jakob P.,Meinert, Hannes,R?ttger, Carsten,Schuiten, Eva,Yi, Dong,Zirpel, Bastian. "Discovery of Novel Bacterial Chalcone Isomerases by a Sequence-Structure-Function-Evolution Strategy for Enzymatic Synthesis of (S)-Flavanones". supporting information. p. 16874 - 16879. Retrieved 2021/07/06.