Yinyanghuo D

Base Information

• Chemical Name: Yinyanghuo D
• CAS No.: 119240-82-3
• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.376
• DSSTox Substance ID: DTXSID20152358
• Nikkaji Number: J869.457E
• Wikidata: Q83018980
• Metabolomics Workbench ID: 23500
• ChEMBL ID: CHEMBL229671
• Mol file: 119240-82-3.mol

Synonyms:3'-prenyl-naringenin;3'-prenylnaringenin

Chemical Property of Yinyanghuo D

Chemical Property:

• Melting Point: 134-135 °C
• Boiling Point: 579°Cat760mmHg
• PKA: 7.50±0.40(Predicted)
• Flash Point: 210°C
• PSA: 90.90000
• Density: 1.351g/cm³
• LogP: 4.08550
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 338.11542367
• Heavy Atom Count: 25
• Complexity: 562

Purity/Quality:

99% ^*data from raw suppliers

Licoflavanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)C

Technology Process of Yinyanghuo D

There total 2 articles about Yinyanghuo D 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: 54.2%

3,3-dimethylallyl diphosphate triammonium salt (1186-30-7,45126-99-6,69382-61-2) + naringenin (480-41-1) → 3’-prenylnaringenin (119240-82-3)

Guidance literature:

With fungal prenyltransferase AnaPT; calcium chloride; In dimethyl sulfoxide; glycerol; at 37 ℃; for 16h; pH=7.5; Time; Kinetics; Enzymatic reaction;

DOI:10.1021/acs.jnatprod.5b00422

Reference yield:

2-methyl-3-buten-2-ol (115-18-4) + naringenin (480-41-1) → sophoraflavanone B (53846-50-7,68682-02-0,72357-32-5) + 3’-prenylnaringenin (119240-82-3) + 6-prenylnaringenin (68236-13-5,68682-01-9)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,4-dioxane; at 50 ℃; for 0.666667h; Yields of byproduct given;

DOI:10.1016/S0031-9422(00)89648-X

upstream raw materials:

2-methyl-3-buten-2-ol

naringenin

3,3-dimethylallyl diphosphate triammonium salt

Refernces

• 1、 Zhou, Kang,Yu, Xia,Xie, Xiulan,Li, Shu-Ming. "Complementary Flavonoid Prenylations by Fungal Indole Prenyltransferases". supporting information. p. 2229 - 2235. Retrieved 2015/10/12.