13832-70-7

  • Product Name:Octadecyl 3-hydroxy-11-oxoolean-12-en-29-oate
  • Molecular Formula:C48H82 O4
  • Purity:99%
  • Molecular Weight:
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Product Details

13832-70-7 Properties

  • Molecular Formula:C48H82 O4
  • Molecular Weight:723.16
  • 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 

13832-70-7 Usage

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.

Uses

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.

General Description

Stearyl glycyrrhetinate is a stearic acid ester of glycyrrhetinic acid, generally used as a flavoring agent in commercially available cosmetic products.

InChI:InChI=1/C48H82O4/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-33-52-42(51)45(5)30-29-44(4)31-32-47(7)36(37(44)35-45)34-38(49)41-46(6)27-26-40(50)43(2,3)39(46)25-28-48(41,47)8/h34,37,39-41,50H,9-33,35H2,1-8H3/t37-,39-,40-,41+,44+,45-,46-,47+,48+/m0/s1

13832-70-7 Relevant articles

Method for synthesizing octadecyl glycyrrhetinate

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Page/Page column 5-6, (2020/05/14)

The invention discloses a method for synthesizing octadecyl glycyrrhetinate. The method comprises the following steps of: 1, synthesizing eutectic ionic liquid by taking choline chloride and urea as raw materials; 2, dissolving alkali in water to form an alkaline solution, mixing an alkaline solution with ethanol, and adding the mixture into the eutectic ionic liquid, adding glycyrrhetinic acid, and performing reacting to obtain glycyrrhetinic acid sodium salt; 3, adding bromo-octadecane into the sodium glycyrrhetinate, carrying out primary reflux reaction under a stirring condition, performing filtering, taking filtrate, cooling to room temperature, and performing filtering to obtain an octadecyl glycyrrhetinate crude product; and 4, sequentially carrying out secondary reflux refining, filtering and reduced pressure drying on the crude product of octadecyl glycyrrhetinate to obtain octadecyl glycyrrhetinate. The method has the advantages of mild reaction conditions, simpleness and convenience in purification treatment by taking ethanol as a solvent, low energy consumption and the high yield.

Synthetic studies on the relationship between anti-HIV activities and micelle forming abilities of various alkylated glycyrrhetinate diglycoside sodium sulfates and related compounds

Saito,Furumoto,Ochiai,Hosono,Hoshino,Haraguchi,Ikeda,Shimada

, p. 365 - 381 (2007/10/03)

Sodium sulfates 11-14, 29-32, 35 and 37 of various alkyl glycyrrhizin and related compounds were synthesized. In vitro anti-HIV activities of the sulfates were compared to the activities of glycyrrhizin 1 in the inhibition of replications of HTLV-III and GUN-4. The activities of the sulfates were increased 11.1, 15.2, 9.1 and 5.0 times for 11-14, 100.0, 125.5, 83.3 and 11.6 times for 29-32, and 11.6 and 50.0 times for 35 and 37. From the relationship between CMC values and anti-HIV activities of the sulfates, it appeared that the sulfates exhibiting more potent antiviral activities had higher micelle forming abilities. Sodium sulfates having a triterpenoid or steroid ring in-the molecule showed more potent activities than those of thioglycosides which had no such ring. From the investigation of syncytium formation, we suggest that the active sulfates inhibited HIV-1 infection early in the replication cycle of the virus.

13832-70-7 Process route

enoxolone
471-53-4

enoxolone

1-Bromooctadecane
112-89-0

1-Bromooctadecane

glycyrrhetinyl stearate
13832-70-7

glycyrrhetinyl stearate

Conditions
Conditions Yield
enoxolone; With sodium hydroxide; In ethanol; water; at 50 ℃; for 0.5h; Ionic liquid;
1-Bromooctadecane; for 4h; Temperature; Reflux;
 
1-octadecanol
112-92-5

1-octadecanol

enoxolone
471-53-4

enoxolone

glycyrrhetinyl stearate
13832-70-7

glycyrrhetinyl stearate

Conditions
Conditions Yield
With pyridine; 2-chloro-1,3-dimethyl imidazolium chloride; for 24h; Ambient temperature;
74.4%

13832-70-7 Upstream products

  • 112-92-5
    112-92-5

    1-octadecanol

  • 471-53-4
    471-53-4

    enoxolone

  • 135459-36-8
    135459-36-8

    30-stearyl glycyrrhizin

  • 112-89-0
    112-89-0

    1-Bromooctadecane

13832-70-7 Downstream products

  • 1367192-03-7
    1367192-03-7

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