Mulberrin

Base Information

• Chemical Name: Mulberrin
• CAS No.: 62949-79-5
• Molecular Formula: C25H26O6
• Molecular Weight: 422.478
• DSSTox Substance ID: DTXSID20212148
• Nikkaji Number: J18.937E
• Wikidata: Q72493292
• Pharos Ligand ID: 3RAYBSDCMVNP
• Metabolomics Workbench ID: 23978
• ChEMBL ID: CHEMBL518543
• Mol file: 62949-79-5.mol

Synonyms:2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methyl-2-buten-1-yl)-4H-chromen-4-one;Kuwanon C;Mul compoound;Mulberrin

Chemical Property of Mulberrin

Chemical Property:

• Vapor Pressure: 6.7E-18mmHg at 25°C
• Melting Point: 153-156 °C
• Boiling Point: 657.7°Cat760mmHg
• PKA: 6.70±0.40(Predicted)
• Flash Point: 225°C
• PSA: 111.13000
• Density: 1.29g/cm³
• LogP: 5.29980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 422.17293854
• Heavy Atom Count: 31
• Complexity: 758

Purity/Quality:

98% ^*data from raw suppliers

Mulberrin 98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C(=C(O2)C3=C(C=C(C=C3)O)O)CC=C(C)C)C
• Uses: Mulberrin is has potential as a hepatoprotective nutraceutical compound. It can also be used for antiviral, antibacterial, and anti-inflammatory properties.

Technology Process of Mulberrin

There total 13 articles about Mulberrin 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: 70.0%

2-(2,4-dibenzoyloxyphenyl)-5-hydroxy-7-((2-methyl-3-buten-2-yl)oxy)-3-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (1610962-24-7) → kuwanon C (62949-79-5)

Guidance literature:

2-(2,4-dibenzoyloxyphenyl)-5-hydroxy-7-((2-methyl-3-buten-2-yl)oxy)-3-(3-methyl-2-buten-1-yl)-4H-chromen-4-one; With sodium acetate; In acetic anhydride; at 170 ℃; for 6h; Microwave irradiation;

With water; sodium hydroxide; In methanol; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2014.04.089

Reference yield:

2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone (65490-09-7) → kuwanon C (62949-79-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 20 °C

2.1: sodium hydride / tetrahydrofuran / 1 h / Reflux

3.1: potassium carbonate / acetone / 0.17 h

3.2: 2 h / 50 °C

4.1: copper dichloride; chloro-trimethyl-silane / acetonitrile / 0.5 h / 20 °C

5.1: Lindlar's catalyst; ammonium formate / methanol; ethyl acetate / 0.67 h / 50 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

7.1: hydrogenchloride; water / tetrahydrofuran / 5 h / Reflux

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

9.1: sodium acetate / acetic anhydride / 6 h / 170 °C / Microwave irradiation

9.2: 0.5 h / 20 °C

With hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; Lindlar's catalyst; water; ammonium formate; sodium acetate; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; copper dichloride; In tetrahydrofuran; methanol; dichloromethane; acetic anhydride; ethyl acetate; acetone; acetonitrile; 2.1: |Baker-Venkataraman Rearrangement / 9.1: |Claisen Rearrangement;

DOI:10.1016/j.tet.2014.04.089

Reference yield:

2,4-bis(benzyloxy)benzoic acid (85593-77-7) → kuwanon C (62949-79-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 20 °C

2.1: sodium hydride / tetrahydrofuran / 1 h / Reflux

3.1: potassium carbonate / acetone / 0.17 h

3.2: 2 h / 50 °C

4.1: copper dichloride; chloro-trimethyl-silane / acetonitrile / 0.5 h / 20 °C

5.1: Lindlar's catalyst; ammonium formate / methanol; ethyl acetate / 0.67 h / 50 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

7.1: hydrogenchloride; water / tetrahydrofuran / 5 h / Reflux

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

9.1: sodium acetate / acetic anhydride / 6 h / 170 °C / Microwave irradiation

9.2: 0.5 h / 20 °C

With hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; Lindlar's catalyst; water; ammonium formate; sodium acetate; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; copper dichloride; In tetrahydrofuran; methanol; dichloromethane; acetic anhydride; ethyl acetate; acetone; acetonitrile; 2.1: |Baker-Venkataraman Rearrangement / 9.1: |Claisen Rearrangement;

DOI:10.1016/j.tet.2014.04.089

upstream raw materials:

2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone

4-hydroxysalicylic acid

2,4-bis(benzyloxy)benzoic acid

1-(2,4-bis(benzyloxy)phenyl)-3-(2-hydroxy-4,6-bis(methoxymethoxy)phenyl)propane-1,3-dione