21698-40-8

Usage

Uses

Used in Pharmaceutical Industry:
(1R)-2,3,3aα,7,8,8aα-Hexahydro-1α-hydroxy-1,4-dimethyl-7-(1-methylethylidene)azulen-6(1H)-one is used as a pharmaceutical agent for its anti-inflammatory and antioxidant properties. Its ability to reduce inflammation and protect cells from oxidative damage makes it a promising candidate for the development of new drugs to treat various inflammatory and oxidative stress-related conditions.
Used in Traditional Medicine:
In traditional medicine, (1R)-2,3,3aα,7,8,8aα-Hexahydro-1α-hydroxy-1,4-dimethyl-7-(1-methylethylidene)azulen-6(1H)-one is employed for its therapeutic effects, particularly in the treatment of inflammatory disorders and conditions associated with oxidative stress. Its natural origin and potential to alleviate symptoms without causing significant side effects contribute to its popularity in traditional healing practices.
Used in Aromatherapy:
(1R)-2,3,3aα,7,8,8aα-Hexahydro-1α-hydroxy-1,4-dimethyl-7-(1-methylethylidene)azulen-6(1H)-one is used as an aromatherapeutic agent for its calming and soothing properties. Its unique scent and ability to promote relaxation and stress relief make it a valuable component in various aromatherapy products, such as essential oils and massage blends.
Used in Cosmetics Industry:
In the cosmetics industry, (1R)-2,3,3aα,7,8,8aα-Hexahydro-1α-hydroxy-1,4-dimethyl-7-(1-methylethylidene)azulen-6(1H)-one is utilized for its antioxidant properties, which can help protect the skin from environmental stressors and promote a youthful appearance. Its anti-inflammatory effects also make it suitable for formulations targeting skin conditions such as acne and rosacea.

InChI:InChI=1/C15H22O2/c1-9(2)12-8-13-11(5-6-15(13,4)17)10(3)7-14(12)16/h7,11,13,17H,5-6,8H2,1-4H3/t11-,13-,15-/m0/s1

Upstream product

• 32179-17-2 (4S,5S)-(+)-germacrone 4,5-epoxide 
• 32179-17-2 (4S,5S)-epoxy-(+)-4,5-dihydrogermacrone 
• 62754-56-7 isoprocurcumenol 
• 6902-91-6 germacrone 

Relevant academic research and scientific papers

BIOTRANSFORMATION OF GERMACRONE BY SUSPENSION CULTURED CELLS

The transformation of germacrone, a 10-membered ring sesquiterpene, by suspension cultured cells of Lonicera japonica, Bupleurum falcatum, Polygonum tinctorium and Solidago altissima, was investigated.Germacrone was converted into several types of sesquiterpenes, such as guaiane, eudesman and seco-guaiane and their structures were determined from spectral and chemical evidence.The configurations of some of the products were determined by CD spectroscopy.The differences of the kinds of products among the four suspension cultured cells is discussed.

BIOTRANSFORMATION OF SESQUITERPENES BY CULTURED CELLS OF CURCUMA ZEDOARIA

The transformation of a 10-membered ring sesquiterpene, germacrone, into guaiane-type sesquiterpenes by suspension cultured cells of Curcuma zedoaria was investigated.Germacrone was converted into several sesquiterpenes, some of which were isolated from the Curcuma spp. plants through the key intermediate, (4R,5R)-germacrone 4,5-epoxide, and their structures were determined by spectral and chemical evidence.The configurations of some of the derivatives were opposite to those of the sesquiterpenes isolated from the Curcuma sp plants, C. aromatica, C. longa and C. zedoaria.An eudesmane-type product was also isolated and its structur e was determined.From the structure, the transformation of germacrone through the intermediate, (1S,10S)-germacrone 1,10-epoxide, was supposed and further confirmed by the transformation of germacrone 1,10-epoxide into the same product by acid treatment.The structures of two new products were also determined and their transformation mechanism through curcumenone and dihydrocurcumenone was deduced. Key Word Index - Curcuma zedoaria; Zingiberaceae; cell suspension culture; biotransformation; sesquiterpene; germacrone; guaiane; eudesmane.