Stearyl glycyrrhetinate

Base Information

• Chemical Name: Stearyl glycyrrhetinate
• CAS No.: 13832-70-7
• Molecular Formula: C48H82 O4
• Molecular Weight: 723.16
• Hs Code.: 2918990090
• European Community (EC) Number: 604-071-4
• UNII: 3YYE6VJS0P
• DSSTox Substance ID: DTXSID801313777
• Nikkaji Number: J185.685E
• Wikidata: Q27258219
• RXCUI: 1356147
• Mol file: 13832-70-7.mol

Synonyms:stearyl glycyrrhetinate

Chemical Property of Stearyl glycyrrhetinate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 70-77 °C
• Boiling Point: 732.5°Cat760mmHg
• PKA: 15.11±0.70(Predicted)
• Flash Point: 198.8°C
• PSA: 63.60000
• Density: 1.01g/cm³
• LogP: 13.13270
• Water Solubility.: 9μg/L at 20℃
• XLogP3: 15.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 19
• Exact Mass: 722.62131109
• Heavy Atom Count: 52
• Complexity: 1250

Purity/Quality:

99% ^*data from raw suppliers

Stearyl Glycyrrhetinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCOC(=O)C1(CCC2(CCC3(C(=CC(=O)C4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C)C
• Isomeric SMILES: CCCCCCCCCCCCCCCCCCOC(=O)[C@]1(CC[C@@]2(CC[C@@]3(C(=CC(=O)[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2C1)C)C)C
• Uses: stearyl glycyrrhetinate is anti-inflammatory and soothing. This is the ester of stearyl alcohol and glycyrrhetinic acid, where stearyl alcohol helps improve the penetration of the functional component, glycyrrhetinic acid. Stearyl glycyrrhetinate can be used to prepare modified liposomes loaded with norcantharidin and 10-hydroxycamptothecin, which are used as drug delivery systems in cancer therapy.

Technology Process of Stearyl glycyrrhetinate

There total 4 articles about Stearyl glycyrrhetinate 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: 74.4%

1-octadecanol (112-92-5) + enoxolone (471-53-4) → glycyrrhetinyl stearate (13832-70-7)

Guidance literature:

With pyridine; 2-chloro-1,3-dimethyl imidazolium chloride; for 24h; Ambient temperature;

DOI:10.1016/0223-5234(96)89163-X

Reference yield:

enoxolone (471-53-4) + 1-Bromooctadecane (112-89-0) → glycyrrhetinyl stearate (13832-70-7)

Guidance literature:

enoxolone; With sodium hydroxide; In ethanol; water; at 50 ℃; for 0.5h; Ionic liquid;

1-Bromooctadecane; for 4h; Temperature; Reflux;

Reference yield:

30-stearyl glycyrrhizin (135459-36-8) → glycyrrhetinyl stearate (13832-70-7)

Guidance literature:

With sulfuric acid; at 80 ℃;

DOI:10.1016/0223-5234(96)89163-X

upstream raw materials:

1-octadecanol

enoxolone

30-stearyl glycyrrhizin

1-Bromooctadecane

Downstream raw materials:

O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl) stearyl glycyrrhetinate

Refernces

• 1、 Saito,Furumoto,Ochiai,Hosono,Hoshino,Haraguchi,Ikeda,Shimada. "Synthetic studies on the relationship between anti-HIV activities and micelle forming abilities of various alkylated glycyrrhetinate diglycoside sodium sulfates and related compounds". . p. 365 - 381. Retrieved 2007/10/03.