20460-33-7

Basic information

• Product Name: Epitaraxerol
• Synonyms: Epitaraxerol;Isotaraxerol
• CAS NO: 20460-33-7
• Molecular Formula: C₃₀H₅₀O
• Molecular Weight: 426.72
• Mol File: 20460-33-7.mol

Chemical Properties

• Melting Point: 257-258 °C
• Boiling Point: 490.7±44.0 °C(Predicted)
• Appearance: /
• Density: 1.01±0.1 g/cm3(Predicted)
• PKA: 15.19±0.70(Predicted)
• CAS DataBase Reference: Epitaraxerol(CAS DataBase Reference)
• NIST Chemistry Reference: Epitaraxerol(20460-33-7)
• EPA Substance Registry System: Epitaraxerol(20460-33-7)

Safety Data

• Hazardous Substances Data: 20460-33-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Epitaraxerol is used as an anti-inflammatory agent for its ability to reduce inflammation in the body. Its traditional use in feverfew for treating migraines is being researched for scientific validation and potential development into a medicinal product.
Used in Oncology:
Epitaraxerol is used as an anti-cancer agent for its potential to inhibit the growth of cancer cells. Epitaraxerol is being studied for its effects on various types of cancer, with the aim of integrating it into cancer treatment protocols to enhance patient outcomes.
Used in Research and Development:
Epitaraxerol is used as a subject of research for its potential applications in medicine and pharmacology. Ongoing studies are exploring its mechanisms of action, efficacy, and safety, with the goal of advancing its use in clinical settings.

Upstream product

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

Downstream Products

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

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.