13850-15-2

Basic information

• Product Name: 2α,3β,19-Trihydroxyurs-12-en-28-oic acid methyl ester
• Synonyms: 2α,3β,19-Trihydroxyurs-12-en-28-oic acid methyl ester;Tormentic acid methyl ester
• CAS NO: 13850-15-2
• Molecular Formula: C₃₁H₅₀O₅
• Molecular Weight: 502.74
• Mol File: 13850-15-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2α,3β,19-Trihydroxyurs-12-en-28-oic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2α,3β,19-Trihydroxyurs-12-en-28-oic acid methyl ester(13850-15-2)
• EPA Substance Registry System: 2α,3β,19-Trihydroxyurs-12-en-28-oic acid methyl ester(13850-15-2)

Safety Data

• Hazardous Substances Data: 13850-15-2(Hazardous Substances Data)

Upstream product

• 53155-25-2 tormentic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 186581-53-3 diazomethane 

Relevant articles and documents

Pentacylic triterpenes from Lavandula coronopifolia: structure related inhibitory activity on α-glucosidase

Ten pentacyclic triterpenes (1-10) were isolated from Lavandula coronopifolia. We evaluated their α-glucosidase inhibitory activity, and found that the aglycones, 1, 2, 3, 4, 7 and 10 showed superior IC50 values to the positive control. In order to explain the structural requirements for α-glucosidase inhibitory activity, eleven derivatives were prepared, including one new compound, 2-formyl-(A)1–19α-hydroxy-1-norursane-2, 12-dien-28-oic acid 10c. The results demonstrated that a free hydroxyl at ring-A and a free carboxylic group at position 28 are key structural features for the α-glucosidase inhibitory activity, also that an ursane skeleton is optimum for the activity. Additionally, enzyme kinetic analysis of pomolic acid 2, the most potent compound, revealed that it inhibited α-glucosidase in a mixed-type manner. The molecular docking simulation validated this type of inhibition and highlighted the role of the C-3 hydroxyl and C-28 carboxylic groups in interaction with the enzyme in silico.

Triterpene phytoalexins from strawberry fruit.

Strawberry cv. Houkouwase is resistant to infection by Colletotrichum fragariae. The formation of antifungal compounds was observed in unripe fruit which had been wounded and inoculated with conidia of C. musae. Three antifungal compounds were isolated and identified as euscaphic acid, tormentic acid and myrianthic acid. Myrianthic acid inhibited the growth of C. musae at 3 microg, and euscaphic and tormentic acids showed inhibitory effects at 100 microg. A quantitative analysis of their contents showed that the triterpenes increased in wounded fruit, and in wounded and inoculated fruit, but not in non-treated fruit. These findings indicate that unripe fruit of Houkouwase produced the triterpenes as phytoalexins. The triterpene phytoalexins seem to be involved in the resistance of strawberry to the fungus.