22549-21-9

Basic information

• Product Name: (20R,24S)-20,24-Epoxy-25-hydroxydammaran-3-one
• Synonyms: (20R,24S)-20,24-Epoxy-25-hydroxydammaran-3-one;20R,24S-Ocotillone;Epiocotillone II;epi-Ocotillone II;Ocotillone I;Ocotillone【Myroxylon】;20R-Ocotillone
• CAS NO: 22549-21-9
• Molecular Formula: C30H50O3
• Molecular Weight: 458.72
• Product Categories: Triterpenoids
• Mol File: 22549-21-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 531.5±15.0 °C(Predicted)
• Appearance: /
• Density: 1.035±0.06 g/cm3(Predicted)
• PKA: 14.57±0.29(Predicted)
• CAS DataBase Reference: (20R,24S)-20,24-Epoxy-25-hydroxydammaran-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (20R,24S)-20,24-Epoxy-25-hydroxydammaran-3-one(22549-21-9)
• EPA Substance Registry System: (20R,24S)-20,24-Epoxy-25-hydroxydammaran-3-one(22549-21-9)

Safety Data

• Hazardous Substances Data: 22549-21-9(Hazardous Substances Data)

Usage

General Description

"(20R,24S)-20,24-Epoxy-25-hydroxydammaran-3-one" is a naturally occurring organic compound that belongs to the class of dammarane triterpenoids. It is a derivative of the dammarane skeleton, which is commonly found in plants and has various biological activities. This chemical compound has a characteristic epoxy group at the 20th and 24th positions, as well as a hydroxyl group at the 25th position of the dammarane structure. These structural features may contribute to its potential pharmacological properties, such as anti-inflammatory, anticancer, and anti-diabetic activities. Further research is needed to fully understand the biological functions and potential therapeutic applications of this compound.

Upstream product

• 54911-09-0 (20R,24R)-epoxydammaran-3β,25-diol 
• 54878-83-0 3β,25-dihydroxy-(20R,24R)-epoxydammaran-16-one 
• 5986-39-0 3-epiocotillol 

Downstream Products

• 5244-35-9 Acetic acid (3S,5R,8R,9R,10R,14R,17S)-17-[(2S,5R)-5-(1-hydroxy-1-methyl-ethyl)-2-methyl-tetrahydro-furan-2-yl]-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 
• 5986-39-0 ocotillol 

Relevant articles and documents

Dammarane Triterpenes of Trevoa trinervis: Structure and Absolute Stereochemistry of Trevoagenins A, B, and C

Trevoagenins A, B, and C, extracted from Trevoa trinervis Miers, are shown, by chemical and spectral means, to be isomeric dammarane triterpenes posessing the general 3β,25,30-trihydroxy-(20,24)-epoxydammaran-16-one structure with stereoisomeric side-chains of the ocotillol type.Trevoagenin A (20R,24R)-(1),, whose stereochemistry has been esteblished by chemical methods and confirmed by X-ray analysis, was transformed into (20R,24ξ)-ocotillone (26) and the C-24 stereochemistry was assigned as R.As a consequence, the C-24 stereochemistry for ocotillol-related compounds of the (20R)-series, unestablished so far, has been determined.The stereochemistry of trevoagenin B, (20S,24R)-(13), was established by chemical correlation with trevoagenin A.Moreover, trevoagenin B was transformed into ocotillol (20S,24R)-(21) and its recently questioned C-24 stereochemistry has been reaffirmed.Trevoagenin C, (20S,24S)-(17), is the C-24 isomer of trevoagenin B as shown by degradation of both compounds to the lactone (16).