Isoformononetin

Base Information

• Chemical Name: Isoformononetin
• CAS No.: 486-63-5
• Molecular Formula: C16H12 O4
• Molecular Weight: 268.269
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID40274405
• Nikkaji Number: J11.633E
• Wikidata: Q27095028
• Metabolomics Workbench ID: 22177
• ChEMBL ID: CHEMBL453280
• Mol file: 486-63-5.mol

Synonyms:3-(4-hydroxyphenyl)-7-methoxychromen-4-one;4'-hydroxy-7-methoxyisoflavone;isoformononetin

Chemical Property of Isoformononetin

Chemical Property:

• Melting Point: 218-220 °C(Solv: ethanol (64-17-5))
• Boiling Point: 477.7±45.0 °C(Predicted)
• PKA: 9.65±0.30(Predicted)
• PSA: 59.67000
• Density: 1.329±0.06 g/cm3(Predicted)
• LogP: 3.17420
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 395

Purity/Quality:

99%+, ^*data from raw suppliers

Isoformononetin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O

Technology Process of Isoformononetin

There total 30 articles about Isoformononetin 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%

(p-hydroxyphenyl)boronic acid (71597-85-8) + 3-iodo-7-methoxy-chromen-4-one (73220-42-5) → isoformononetin (486-63-5)

Guidance literature:

With palladium diacetate; sodium carbonate; In methanol; at 50 ℃; for 3h;

DOI:10.1016/j.tetlet.2010.06.078

Reference yield: 85.0%

daidzein (486-66-8) + methyl iodide (74-88-4) → isoformononetin (486-63-5)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1080/00397911.2020.1792932

Reference yield: 83.0%

1-(2-hydroxy-4-methoxyphenyl)-2-(4-hydroxyphenyl)ethan-1-one (60278-33-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → isoformononetin (486-63-5)

Guidance literature:

N,N-dimethyl-formamide; With phosphorus pentachloride; at 55 ℃; for 0.333333h;

1-(2-hydroxy-4-methoxyphenyl)-2-(4-hydroxyphenyl)ethan-1-one; With boron trifluoride diethyl etherate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1080/00397910008087343

upstream raw materials:

daidzein

dimethyl sulfate

3-(4-aminophenyl)-7-methoxy-4H-chromen-4-one

7-methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one

Downstream raw materials:

4-(7-methoxy-4-oxo-4H-chromen-3-yl)phenyl (9Z)-oleate

4-(7-methoxy-4-oxo-4H-chromen-3-yl)phenyl 10-undecenoate

4-(7-methoxy-4-oxo-4H-chromen-3-yl)phenyl (9Z,12Z)-linoleate

4-(7-methoxy-4-oxo-4H-chromen-3-yl)phenyl stearate

Refernces

• 1、 Guo, Qiu-Hong,Li, Jing,Ma, Dong-Lai,Zhou, Li,Zuo, Sai-Jie. "Structural modification and antihypertensive activity study of formononetin derivatives". . . Retrieved 2021/12/09.
• 2、 Cheng, Ming-Che,Lo, Wei-Chi,Chang, Yu-Wen,Lee, Shoei-Sheng,Chang, Chia-Chuan. "Design, synthesis and the structure-activity relationship of agonists targeting on the ALDH2 catalytic tunnel". . . Retrieved 2020/09/15.