Epibetulinic acid

Base Information

• Chemical Name: Epibetulinic acid
• CAS No.: 38736-77-5
• Molecular Formula: C30H48O3
• Molecular Weight: 456.709
• Mol file: 38736-77-5.mol

Synonyms:3-epi-Betulinic acid;3α-Hydroxylup-20(29)-en-28-oic acid;

Chemical Property of Epibetulinic acid

Chemical Property:

• Vapor Pressure: 2.17E-14mmHg at 25°C
• Melting Point: 277℃
• Refractive Index: 1.533
• Boiling Point: 550 °C at 760 mmHg
• PKA: 4.61±0.70(Predicted)
• Flash Point: 300.5 °C
• PSA: 57.53000
• Density: 1.065 g/cm³
• LogP: 7.08950
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Epibetulinic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Epibetulinic Acid exhibits a strong anti-HIV activity. Isolated from the stem bark of Dillenia indica Linn. Also, it can be a potent and selective TGR5 agonists with improved cellular efficacy.

Technology Process of Epibetulinic acid

There total 3 articles about Epibetulinic acid 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: 75.0%

betulonic acid (4481-62-3) → Betulinic acid (472-15-1) + 3-epibetulinic acid (38736-77-5)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; Yields of byproduct given;

DOI:10.1016/S0960-894X(98)00295-9

Reference yield:

3α-(2-hydroxyhexanoyloxy)lup-20(29)-en-23,28-dioic acid → rac-2-hydroxyhexanoic acid (636-36-2,6064-63-7) + 3-epibetulinic acid (38736-77-5)

Guidance literature:

With water; potassium hydroxide; In methanol;

Reference yield:

lupenone (1617-70-5) → Betulinic acid (472-15-1) + 3-epibetulinic acid (38736-77-5)

Guidance literature:

Further Variations:; Temperatures; Solvents; Quantum yield; Product distribution;

DOI:10.1023/A:1021844705853

upstream raw materials:

betulonic acid

lupenone

Downstream raw materials:

3β-hydroxy-lup-20(29)-en-28-oic acid methyl ester

3β-hydroxy-lup-20(29)-en-28-oic acid methyl ester

Refernces

• 1、 Ghosh, Partha Sarathi,Sarma, Indrajit Sil,Sato, Noriko,Harigaya, Yoshihiro,Dinda, Biswanath. "Lupane-triterpenoids from stem bark of Dillenia indica". . p. 1284 - 1287. Retrieved 2014/12/10.
• 2、 Flekhter,Nigmatullina,Baltina,Karachurina,Galin,Zarudii,Tolstikov,Boreko,Pavlova,Nikolaeva,Savinova. "Synthesis of betulinic acid from betulin extract and study of the antiviral and antiulcer activity of some related terpenoids". . p. 484 - 487. Retrieved 2007/10/03.