30199-26-9

Basic information

• Product Name: XANTHORRHIZOL
• Synonyms: XANTHORRHIZOL;5-(1,5-Dimethyl-4-hexenyl)-2-methylphenol;o-Cresol, 5-(1,5-dimethyl-4-hexenyl)-, (-)-;Phenol, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, (R)-;(R)-5-(1,5-dimethyl-4-hexenyl)-o-cresol;Xanthorrhizol from Cucuma xanthorrhiza;(R)-Xanthorrizol;2-Methyl-5-[(R)-1,5-dimethyl-4-hexenyl]phenol
• CAS NO: 30199-26-9
• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33
• EINECS: 250-090-2
• Mol File: 30199-26-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 326.9 °C at 760 mmHg
• Flash Point: 147.2 °C
• Appearance: /
• Density: 0.948 g/cm³
• Vapor Pressure: 0.00011mmHg at 25°C
• Refractive Index: 1.522
• Storage Temp.: −20°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 10.34±0.10(Predicted)
• CAS DataBase Reference: XANTHORRHIZOL(CAS DataBase Reference)
• NIST Chemistry Reference: XANTHORRHIZOL(30199-26-9)
• EPA Substance Registry System: XANTHORRHIZOL(30199-26-9)

Safety Data

• Hazard Codes: T
• Statements: 60
• Safety Statements: 53-36/37/39-45
• Hazardous Substances Data: 30199-26-9(Hazardous Substances Data)

Usage

Description

Xanthorrhizol is a natural sesquiterpenoid compound derived from the rhizome of Curcuma xanthorrhiza, a plant native to Southeast Asia. It is known for its potent bioactive properties, including its ability to induce apoptosis and growth arrest in certain cancer cells.

Uses

Used in Anticancer Applications:
Xanthorrhizol is used as an anticancer agent, particularly effective against HCT116 human colon cancer cells. It demonstrates the ability to induce apoptosis (cell death) and growth arrest in these cells, making it a promising candidate for further research and potential therapeutic applications in the fight against colon cancer.
Used in Pharmaceutical Industry:
Xanthorrhizol is used as a bioactive compound in the pharmaceutical industry for its potential therapeutic effects. Its ability to target and affect cancer cells, as well as its natural origin, make it an attractive candidate for the development of new drugs and treatments for various diseases, including cancer.

InChI:InChI=1/C15H22O/c1-11(2)6-5-7-12(3)14-9-8-13(4)15(16)10-14/h6,8-10,12,16H,5,7H2,1-4H3/t12-/m1/s1

Upstream product

• 30199-27-0 (R)-2-methoxy-1-methyl-4-(6-methylhept-5-en-2-yl)benzene 
• 915301-61-0 2-methyl-5-((R)-6-methylhept-5-en-2-yl)cyclohex-3-ene-1,2-diol 
• 915235-16-4 6-hydroxy-4-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone 
• 196193-23-4 4-[(1R)-1,5-dimethylhex-4-enyl]cyclohex-2-en-1-one 
• 1027144-06-4 5-(1,5-dimethyl-hex-4-enyl)-2-hydroxy-2-methyl-cyclohex-3-enone 
• 220728-62-1 4-iodo-2-methoxy-1-methylbenzene 
• 220728-54-1 (S)-2-(3-methoxy-4-methylphenyl)propan-1-ol 
• 220728-59-6 2-(3-methoxy-4-methyl-phenyl)-propane-1,3-diol 
• 220728-77-8 2-Methoxy-1-methyl-4-((S)-1-methyl-2-phenylsulfanyl-ethyl)-benzene 
• 220728-66-5 (R)-3-Methoxymethoxy-2-(3-methoxy-4-methyl-phenyl)-propan-1-ol 
• 220728-63-2 2-tert-butyl-5-(3-methoxy-4-methyl-phenyl)-4,5-dihydro-[1,3]dioxepine 
• 220728-73-4 Acetic acid (R)-3-hydroxy-2-(3-methoxy-4-methyl-phenyl)-propyl ester 
• 220728-57-4 Acetic acid (S)-3-hydroxy-2-(3-methoxy-4-methyl-phenyl)-propyl ester 
• 220728-49-4 (S)-2-methoxy-1-methyl-4-(1-(phenylsulfonyl)propan-2-yl)benzene 

Downstream Products

• 30199-27-0 (R)-2-methoxy-1-methyl-4-(6-methylhept-5-en-2-yl)benzene 
• 662166-03-2 (6R)-6-(3-methoxymethoxy-4-methyl)phenyl-2-methyl-2-heptene 
• 670260-38-5 (R)-(-)-curcuquinone 
• 306725-65-5 C₁₇H₂₄O₂ 
• 923602-57-7 C₂₂H₂₈O 
• 923602-60-2 C₂₉H₃₄O₂ 
• 923602-52-2 C₂₉H₃₆O₄ 
• 923602-61-3 C₂₉H₃₆O₄ 
• 923602-62-4 C₁₆H₂₆O₃ 
• 923602-63-5 C₁₈H₂₈O₄ 
• 923602-65-7 C₂₄H₃₂O₄ 
• 923602-64-6 C₁₈H₂₆O₃ 
• 923602-66-8 C₂₄H₃₀O₃ 
• 923602-55-5 C₁₇H₂₆O₄ 

Relevant articles and documents

Preparation of [kisantorizoru[kisantorizoru]

[Problem] an easy operation, can be obtained in a high yield of high-purity [kisantorizoru[kisantorizoru][kisantorizoru[kisantorizoru] preparation. [Solution] a method for preparing [kisantorizoru[kisantorizoru], amino acids in the presence of a condensation agent in a solvent extract curcuma [kisantoriza[kisantoriza] · stirring, the reaction mixture obtained in the step [kisantorizoruamino[kisantorizoruamino] acid ester, the reaction mixture, a mixture solution was prepared by adding ester-based solvent, the mixture was extracted with water under acidic conditions process, and the water contained in the hydrolyzed ester is extracted [kisantorizoruamino[kisantorizoruamino] extract, [kisantorizoru[kisantorizoru] comprises obtaining, [kisantorizoru[kisantorizoru] preparation. [Drawing] no

Preparation and use of enantioenriched 2-aryl-propylsulfonylbenzene derivatives as valuable building blocks for the enantioselective synthesis of bisabolane sesquiterpenes

We have demonstrated that different enantioenriched 2-arylpropylsufonylbenzene derivatives are very useful building blocks for the synthesis of aromatic bisabolane sesquiterpenes. Their preparation and the exploitation of their chemical reactivity have been comprehensively investigated. Accordingly, the naturally occurring bisabolane sesquiterpenes (-)-curcuphenol, (-)-xanthorrhizol, (+)-glandulone A, (+)-curcudiol, (+)-turmerone and (+)-curcudiol-10-one were synthesized in high enantiomeric purity. It is worth noting that the compounds (+)-curcudiol-10-one and (+)-glandulone A were prepared in enantioenriched form for the first time. Through the proposed synthetic approaches, we were able to confirm both chemical structures and the absolute configurations previously assigned to the two aforementioned sesquiterpenes.

The first enantiospecific synthesis of (-)-heritol: absolute configuration determination

The first enantiospecific synthesis of (-)-heritol, from naturally occurring (R)-(+)-citronellal and confirmation of its absolute configuration, is described.