6466-94-0

Basic information

• Product Name: D:C-Friedours-7-en-3-ol, (3beta)-
• Synonyms: D:C-Friedours-7-en-3-ol, (3beta)-;bauerenol;Baurenol;D:C-Friedours-7-en-3β-ol;Ilexol
• CAS NO: 6466-94-0
• Molecular Formula: C₃₀H₅₀O
• Molecular Weight: 426.7174
• EINECS: 229-283-0
• Mol File: 6466-94-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: D:C-Friedours-7-en-3-ol, (3beta)-(CAS DataBase Reference)
• NIST Chemistry Reference: D:C-Friedours-7-en-3-ol, (3beta)-(6466-94-0)
• EPA Substance Registry System: D:C-Friedours-7-en-3-ol, (3beta)-(6466-94-0)

Safety Data

• Hazardous Substances Data: 6466-94-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
D:C-Friedours-7-en-3-ol, (3beta)is used as a therapeutic agent for its antimicrobial and anti-inflammatory properties, which can contribute to the treatment of various infections and inflammatory conditions.
Used in Traditional Medicine:
In traditional medicine, D:C-Friedours-7-en-3-ol, (3beta)is used for its potential healing effects, leveraging its natural properties to address specific health concerns.
Used in Agricultural Industry:
D:C-Friedours-7-en-3-ol, (3beta)is used as a potential component in the development of natural insecticides, offering an alternative to synthetic chemicals for pest control in agriculture.
Used in Aromatherapy:
Due to its floral and woody odor, D:C-Friedours-7-en-3-ol, (3beta)can be used in aromatherapy for its potential mood-enhancing and relaxing effects.

Upstream product

• 104668-99-7 3β,28-dihydroxy-bauer-7-ene 
• 104668-98-6 methyl 3-oxo-bauer-7-en-28-oate 
• 58307-81-6 3-oxo-bauer-7-en-28-oic-acid 
• 17020-04-1 bauerenyl acetate 
• 104669-00-3 3β,28-diacetoxy-bauer-7-ene 

Downstream Products

• 6895-53-0 D:C-friedours-7-ene 
• 17020-06-3 3β-benzoyloxy-D:C-friedo-urs-7-ene 
• 14021-29-5 Bauerenol-methylether 

Relevant articles and documents

Bauerenol acetate, the pentacyclic triterpenoid from tabernaemontana longipes, is an antitrypanosomal agent

The Latin American plant Tabernaemontana longipes was studied in this work as a potential source of antiparasitic agents. The chloroform extract of T. longipes leaves was separated into several fractions, and tested for antitrypanosomal activity. One of the fractions displayed significant growth inhibitory activity against Trypanosoma brucei. The active principle in the fraction was isolated, purified, and characterized by NMR and mass spectrometry. The antitrypanosomal agent in the CHCl3 extract of T. longipes leaves is the pentacyclic triterpenoid bauerenol acetate. A metabolite profiling assay suggest that the triterpenoid influences cholesterol metabolism. The molecular target(s) of bauerenol and its acetate, like many other antiparasitic pentacyclic triterpenoids is/are unknown, but they present privileged structural scaffolds that can be explored for structure-based activity optimization studies using phenotypic assays.

13C NMR assignments of D: C-friedours-7-ene derivatives. Evidence of an abnormal methyl group chemical shift

The 13C NMR assignments of four D: C-friedours-7-ene derivatives were carried out on the basis of 2D shift-correlated NMR techniques (HETCOR and FLOCK), revealing that the signal for CH3-28 appears always very deshielded (ca. δ = 38.0). The conformation of the triterpene skeleton, obtained by MMX calculations, is compared with that of multiflor-7-ene.

TWO TRITERPENES FROM DAVIDSONIA PRURIENS

Two new triterpenoids, methyl 3-oxo-bauer-7-en-28-oate and 3β-hydroxy-bauer-7-en-28-oic acid, were isolated from the stem bark of Davidsonia pruriens and their structures were established by chemical and spectroscopic means.

Triterpene constituents of Tabernaemontana laurifolia and Haplophyton cimicidum

The triterpene bauerenyl acetate was isolated directly by crystallization from the non-polar neutral extract of the bark of Tabernaemontana laurifolia D.C. A similar extract of Haplophyton cimicidum (whole plant) yielded, after chromatography, the triterpenes erythrodiol monostearate, bauerenol and betulin, as well as the steroid β-sitosterol.