13832-70-7

Usage

Uses

Used in Pharmaceutical Applications:
Octadecyl 3-hydroxy-11-oxoolean-12-en-29-oate is used as an anti-inflammatory agent for its ability to soothe and reduce inflammation in the body. Its chemical structure allows for improved penetration and bioavailability, enhancing its therapeutic effects.
Used in Cosmetic Applications:
In the cosmetic industry, Octadecyl 3-hydroxy-11-oxoolean-12-en-29-oate is used as a key ingredient in various skincare products due to its anti-inflammatory and soothing properties. It helps to improve skin health and appearance by reducing redness, irritation, and inflammation.
Used in Drug Delivery Systems:
Octadecyl 3-hydroxy-11-oxoolean-12-en-29-oate can be utilized in the development of modified liposomes and other drug delivery systems. These systems can be loaded with various therapeutic agents, such as norcantharidin and 10-hydroxycamptothecin, for targeted cancer therapy. The unique properties of Octadecyl 3-hydroxy-11-oxoolean-12-en-29-oate allow for improved drug delivery, bioavailability, and therapeutic outcomes.
General Description:
Octadecyl 3-hydroxy-11-oxoolean-12-en-29-oate is a stearic acid ester of oleanolic acid, which is commonly found in various plant sources. It is generally used as an active ingredient in pharmaceutical and cosmetic products due to its diverse biological activities and potential therapeutic applications.

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

Upstream product

• 112-92-5 1-octadecanol 
• 471-53-4 enoxolone 
• 135459-36-8 30-stearyl glycyrrhizin 
• 112-89-0 1-Bromooctadecane 

Downstream Products

• 1367192-03-7 O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl) stearyl glycyrrhetinate 

Relevant academic research and scientific papers

Method for synthesizing octadecyl glycyrrhetinate

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

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.