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

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

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 
• 123-51-3 i-Amyl alcohol 
• 141-78-6 ethyl acetate 
• 2189-80-2 taraxeryl acetate 

Downstream Products

• 2189-80-2 Taraxerol-acetat 
• 514-07-8 taraxerone 
• 1679-02-3 2,9-dimethyl-picene 
• 10388-60-0 3β-benzoyloxy-D-friedo-olean-14-ene 
• 2189-80-2 taraxeryl acetate 
• 14021-23-9 taraxerol methyl ether 
• 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 
• 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 
• 79806-73-8 taraxerol-3β-tosylate 

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

Triterpenes from the Leaves of Parsonsia Laevigata

A novel taraxerane-type triterpene-diol, in addition to taraxerol and lupeol, was isolated from the leaves of Parsonsia laevigata.Its structure was shown to be (4β)-D-friedoolean-14-ene-3β,24-diol (taraxer-14-ene-3β,24-diol) by a combination of chemical and spectroscopic methods.Key Word Index - Parsonsia laevigata; Apocynaceae; taraxerane-type triterpenoid; (4β)-D-friedoolean-14-ene-3β,24-diol.

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.

Lithium-Ethylenediamine as a Reducing Agent

In a series of triterpenoids, ketones have been converted into sterically more stable secondary alcohols, aldehydes to primary alcohols, hindered esters to acids and isopropenyl groups to isopropyl groups on reduction with lithium in ethylenediamine in high yields.

Triterpenoids of the Bark of Pieris japonica D. Don (Japenese Name: Asebi). II. 13C Nuclear Magnetic Resonance of the γ-Lactones of Ursane- and Oleane-type Triterpenes

Eight triterpenoids and a sterol were isolated from the bark of Pieris japonica D.Don (Japenese name: asebi, Ericaceae) and have been elucidated as 3β-acetoxyurs-11-en-28,13-olide, 3β-acetoxy-12α-hydroxyolean-28,13-olide, 3β-acetoxy-28-hydroxyurs-12-ene, 3β,28-dihydroxyurs-12-ene, 3β-acetoxyurs-12-en-28-al, taraxeryl-acetate, taraxerol, taraxerone and β-sitosterone by a combination of chemical and spectroscopic studies. 13C Nuclear magnetic resonance spectral analysis of several γ-lactones of the ursane and oleanane series was undertaken, and all the carbons were assigned by means of single frequency off-resonance and selective decoupling methods and by comparison of the signals with those of methyl esters of acetyl ursolic acid and acetyl oleanolic acid.Keywords - Pieris japonica; bark; triterpenoid; ursane-type γ-lactone; oleanane-type γ-lactone; 1H-NMR; 13C-NMR

Reactions of Some Triterpenes with Mercuric Acetate : An Unusual Reaction with Taraxeryl Acetate

Reaction of mercuric acetate on three triterpenes has been studied.Both β- and α-amyrin acetates (I and II) undergo the expected oxidation to give α,β-unsaturated ketones (V) and (VI) respectively.Taraxeryl acetate (IIIb) undergoes elimination of acetoxy group with concomitant ring closure giving the hydrocarbon (IX).Retro-pinacol rearrangement of taraxerol (IIIa) affords the hydrocarbon (XVI).XVI has been isomerised into the thermodynamically more stable system (IX).A possible mechanism of formation of IX from IIIb is proposed.