35959-05-8

Basic information

• Product Name: 3-Hydroxy-11-ursen-28,13-olide
• Synonyms: 3-Hydroxy-11-ursen-28,13-olide;3β-Hydroxyurs-11-en-28,13-olide;3beta-Hydroxy-urs-11-en 28,13-lactone;Ehretiolide
• CAS NO: 35959-05-8
• Molecular Formula: C30H47O3
• Molecular Weight: 456
• Product Categories: Triterpenoids
• Mol File: 35959-05-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Hydroxy-11-ursen-28,13-olide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxy-11-ursen-28,13-olide(35959-05-8)
• EPA Substance Registry System: 3-Hydroxy-11-ursen-28,13-olide(35959-05-8)

Safety Data

• Hazardous Substances Data: 35959-05-8(Hazardous Substances Data)

Usage

General Description

3-Hydroxy-11-ursen-28,13-olide is a naturally occurring chemical compound that belongs to the class of triterpenoids. It is found in various plants, including species of the genus Ursidae, and is known for its anti-inflammatory and anti-tumor properties. The compound has been studied for its potential pharmaceutical applications, particularly in the treatment of cancer and inflammatory diseases. Its structure includes a ursane framework with a hydroxy group at the C-3 position and a lactone ring at the C-28 and C-13 positions, giving it unique biological activities that make it a valuable target for further research and drug development.

Upstream product

• 77-52-1 ursolic acid 

Downstream Products

• 35959-08-1 3β-acetoxyurs-11-en-28,13-olide 

Relevant articles and documents

PREPARATION OF CERTAIN DERIVATIVES OF URSOLIC ACID AND THEIR ANTIMICROBIAL ACTIVITY

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Biotransformation of ursolic acid by an endophytic fungus from medicinal plant Huperzia serrata

Endophytic fungi were used not only for their producing bioactive products but also for their ability to transform natural compounds. An endophytic fungus, isolated from medicinal plant Huperzia serrata, was identified as Umbelopsis isabellina based on the internal transcribed spacer of ribosomal DNA (rDNA-ITS) region. It was used to transform ursolic acid (1), a pentacyclic triterpene. Incubation of ursolic acid with U. isabellina afforded three products, 3β-hydroxy-urs-11-en-28,13-lactone (2), 3β,7β-dihydroxy-urs-11- en-28,13-lactone (3), 1β,3β-dihydroxy-urs-11-en-28,13-lactone (4). Although product 2 was a known compound, it was first obtained by microbial transformation. Products 3 and 4 were new compounds. The structural elucidation of the three compounds was achieved mainly by the 1D- and 2D-NMR, MS, IR data. The endophytic fungus U. isabellina can hydroxyate the C12-C13 double bond at position 13 of ursolic acid 1 and form a five-member lactone effectively. In the meantime, this fungus can also introduce the hydroxyl group at C-1 or C-7 of ursolic acid 1.