127-22-0

Basic information

• Product Name: taraxerol
• Synonyms: Alnulin;D-Friedoolean-14-en-3β-ol;Skimmiol;Tiliadin;Taraxero;(3β)-D-Friedoolean-14-en-3-ol;(3β13α)-13-Methyl-27-norolean-14-en-3-ol;3β-Taraxerol
• CAS NO: 127-22-0
• Molecular Formula: C30H50O
• Molecular Weight: 426.7174
• Mol File: 127-22-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 282-285°
• Boiling Point: 490.7°Cat760mmHg
• Flash Point: 217.7°C
• Appearance: /
• Density: 1.01g/cm³
• Vapor Pressure: 1.1E-11mmHg at 25°C
• Refractive Index: 1.539
• PKA: 15.19±0.70(Predicted)
• CAS DataBase Reference: taraxerol(CAS DataBase Reference)
• NIST Chemistry Reference: taraxerol(127-22-0)
• EPA Substance Registry System: taraxerol(127-22-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 127-22-0(Hazardous Substances Data)

Usage

Description

Taraxerol, also known as β-taraxerol, is a pentacyclic triterpenoid belonging to the oleanan family. It is characterized by the absence of a methyl group at position 14, the presence of an alpha-methyl substituent at position 13, and a double bond between positions 14 and 15. This natural compound has garnered interest due to its potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
Taraxerol is used as a potential antiviral agent for its inhibitory potential against the novel coronavirus SARS-CoV-2. The in silico approach has been employed to assess its effectiveness in combating the virus, making it a promising candidate for further research and development in the pharmaceutical sector.

InChI:InChI=1/C30H50O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-24,31H,10-19H2,1-8H3/t20?,22?,23?,24-,27-,28-,29-,30+/m0/s1

Upstream product

• 514-07-8 taraxerone 
• 514-07-8 Taraxerone 
• 141-78-6 ethyl acetate 
• 123-51-3 i-Amyl alcohol 
• 2189-80-2 taraxeryl acetate 

Downstream Products

• 514-07-8 taraxerone 
• 1679-02-3 2,9-dimethyl-picene 
• 10388-60-0 3β-benzoyloxy-D-friedo-olean-14-ene 
• 79806-73-8 taraxerol-3β-tosylate 
• 14021-23-9 taraxerol methyl ether 
• 1269649-38-8 taraxerol 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->3)-[2,3,4-tri-O-acetyl-α-L-rhamnopyransyl-(1->2)]-4,6-di-O-benzylidene-β-D-galactopyranoside 
• 2189-80-2 Taraxerol-acetat 
• 582-16-1 2,7-dimethylnaphthalene 
• 488-23-3 1,2,3,4-Tetramethylbenzene 
• 2131-43-3 1,2,5,6-tetramethylnaphthalene 
• 486-34-0 1,2,7-trimethylnaphthalene 
• 2189-80-2 taraxeryl acetate 

Related news

taraxerol (cas 127-22-0) and Rhizophora pollen as proxies for tracking past mangrove ecosystems 1 09/28/2019

Angola Basin and Cape Basin (southeast Atlantic) surface sediments and sediment cores show that maxima in the abundance of taraxerol (relative to other land-derived lipids) covary with maxima in the relative abundance of pollen from the mangrove tree genus Rhizophora and that in the surface sedi...detailed

Research articleOptimization of methyl jasmonate and β-cyclodextrin for enhanced production of taraxerol (cas 127-22-0) and taraxasterol in (Taraxacum officinale Weber) cultures09/27/2019

ContextTaraxacum officinale Weber (TO) commonly known as “dandelion”, is a tropical Asian medicinal plant which contains taraxasterol (TX) and taraxerol (TA) in its roots, which are reported to be commercially important anticancer compounds.detailed

taraxerol (cas 127-22-0) as a possible therapeutic agent on memory impairments and Alzheimer’s disease: Effects against scopolamine and streptozotocin-induced cognitive dysfunctions09/25/2019

Alzheimer’s disease (AD) is a neurodegenerative disorder associated with cognitive impairment and cholinergic neuronal death, characteristic of the effect of time on biochemical neuronal function. The use of medicinal plants as an alternative form of prevention, or even as a possible treatment ...detailed

taraxerol (cas 127-22-0) inhibits LPS-induced inflammatory responses through suppression of TAK1 and Akt activation09/24/2019

Taraxerol, a triterpenoid compound, has potent anti-inflammatory effects. However, the molecular mechanisms are not clear. In the study, taraxerol concentration dependently inhibited nitric-oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) at the protein and mRNA levels and these inhibitions de...detailed

Relevant articles and documents

The isolation of taraxerol, taraxeryl acetate, and taraxerone from Crossostephium chinense Makino (Compositae).

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REDUCTION OF KETONES TO EPIMERIC ALCOHOLS WITH POTASSIUM HYDROXIDE-DIETHYLENE GLYCOL

Triterpenoid ketones have been reduced to epimeric alcohols on boiling with potassium hydroxide in diethylene glycol. α,β-unsaturated ketone furnished saturated epimeric alcohols.

Terpenoids and Related Compounds: Part XXXI - Stereospecific Reduction of Triterpenoid Ketones with Lithium and Ethylenediamine

Hindered triterpenoid ketones are reduced in excellent yields to the corresponding thermodynamically more stable alcohols on stereospecific reduction with lithium and ethylenediamine.