(R)-Glabridin

Base Information

• Chemical Name: (R)-Glabridin
• CAS No.: 59870-68-7
• Molecular Formula: C20H20O4
• Molecular Weight: 324.376
• Hs Code.: 29329990
• Nikkaji Number: J3.303.715E
• Wikidata: Q105149547
• Mol file: 59870-68-7.mol

Synonyms:(R)-Glabridin;SCHEMBL12799908;LBQIJVLKGVZRIW-UHFFFAOYSA-N;BCP20639;FT-0630718;B0005-465183

Chemical Property of (R)-Glabridin

Chemical Property:

• Appearance/Colour: light yellow powder ,insoluble in water
• Vapor Pressure: 2.26E-11mmHg at 25°C
• Melting Point: 154-155oC
• Refractive Index: 1.622
• Boiling Point: 518.555 °C at 760 mmHg
• PKA: 9.66±0.40(Predicted)
• Flash Point: 267.413 °C
• PSA: 58.92000
• Density: 1.257 g/cm³
• LogP: 4.00070
• Storage Temp.: room temp
• Solubility.: DMSO: soluble5mg/mL, clear (warmed)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 324.13615911
• Heavy Atom Count: 24
• Complexity: 488

Purity/Quality:

Glabridin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(C=CC2=C(O1)C=CC3=C2OCC(C3)C4=C(C=C(C=C4)O)O)C
• Uses: Glabridin is a compound extracted from Licorice (root) shows properties that are cytotoxic, antimicrobial, estrogenic and anti-proliferative.

Technology Process of (R)-Glabridin

There total 39 articles about (R)-Glabridin 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: 100.0%

2',4'-dimethylglabridin → (±)-glabridin (59870-68-7)

Guidance literature:

2',4'-dimethylglabridin; With boron tribromide; In dichloromethane; at 0 ℃; for 1.5h; Inert atmosphere;

With methanol; In dichloromethane; for 0.5h; Inert atmosphere;

Reference yield: 100.0%

(R)-3-(2,4-dimethoxyphenyl)-8,8-dimethyl-3,4-dihydro-2H,8H-pyrano[2,3-f]chromene (59870-70-1) → glabridin (59870-68-7)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 ℃; for 1h;

Reference yield: 96.0%

(R)-4-(8,8-dimethyl-3,4-dihydro-2H,8H-pyrano[2,3-f]chromen-3-yl)-1,3-phenylene diacetate → glabridin (59870-68-7)

Guidance literature:

With methanol; potassium carbonate; In water; for 3h; Reflux;

upstream raw materials:

1,3-Dimethoxybenzene

2',4'-dimethoxyacetophenone

recorcinol

2,4-dimethoxyphenylacetic acid

Downstream raw materials:

(R)-3-(2,4-dimethoxyphenyl)-8,8-dimethyl-3,4-dihydro-2H,8H-pyrano[2,3-f]chromene

5'-formylglabridin