73263-62-4

Usage

Uses

Used in Pharmaceutical Industry:
1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))is used as a pharmaceutical compound for its potential therapeutic properties. The presence of multiple hydroxyl and carboxylic acid groups allows for interactions with various biological targets, making it a candidate for the development of new drugs. Its specific structure may also contribute to its efficacy in treating certain diseases or conditions.
Used in Cosmetic Industry:
In the cosmetic industry, 1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))is used as an active ingredient for its potential skin benefits. 1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-p ropenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))-'s hydroxyl and carboxylic acid groups may contribute to its ability to moisturize and protect the skin, as well as provide antioxidant properties. This makes it a valuable component in skincare products aimed at improving skin health and appearance.
Used in Agricultural Industry:
1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))is used in the agricultural industry as a potential plant growth regulator or protectant. 1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-p ropenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))-'s structure and functional groups may allow it to interact with plant systems, potentially promoting growth, improving resistance to diseases, or enhancing other desirable traits in crops.
Used in Material Science:
In the field of material science, 1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))may be used as a component in the development of new materials with unique properties. 1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-p ropenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))-'s structure and functional groups could contribute to the formation of novel polymers, coatings, or other materials with specific characteristics, such as improved strength, flexibility, or chemical resistance.
Overall, the diverse applications of 1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))demonstrate the potential versatility of 1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-p ropenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))- in various industries. Its unique structure and functional groups make it a promising candidate for further research and development, with the potential to contribute to advancements in medicine, cosmetics, agriculture, and material science.

InChI:InChI=1/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-6,12-13,15,17-19,21H,7H2,(H,22,23)/b4-2+/t12-,13-,15-/m1/s1

Upstream product

• 90927-40-5 3a,6,7,7a-tetrahydro-7-hydroxy-2,2-dimethyl-[3aR-(3aα,7α,7aα)]-1,3-benzodioxole-5-carboxylic acid 
• 40983-58-2 methyl shikimate 
• 138-59-0 shikimic acid 
• 98631-72-2 3,4-diacetoxycinnamoyl chloride 
• 88165-26-8 methyl 3,4-O-isopropylideneshikimate 

Downstream Products

• 83864-99-7 (E)-3-(2,2-diphenylbenzo[d][1,3]dioxolen-5-yl) acrylic acid 
• 331-39-5 caffeic acid 
• 138-59-0 shikimic acid 

Relevant academic research and scientific papers

Cloning and functional characterization of a p-coumaroyl quinate/shikimate 3′-hydroxylase from potato (Solanum tuberosum)

Chlorogenic acid (CGA) plays an important role in protecting plants against pathogens and promoting human health. Although CGA accumulates to high levels in potato tubers, the key enzyme p-coumaroyl quinate/shikimate 3′-hydroxylase (C3′H) for CGA biosynthesis has not been isolated and functionally characterized in potato. In this work, we cloned StC3′H from potato and showed that it catalyzed the formation of caffeoylshikimate and CGA (caffeoylquinate) from p-coumaroyl shikimate and p-coumaroyl quinate, respectively, but was inactive towards p-coumaric acid in in vitro enzyme assays. When the expression of StC3′H proteins was blocked through antisense (AS) inhibition under the control of a tuber-specific patatin promoter, moderate changes in tuber yield as well as phenolic metabolites in the core tuber tissue were observed for several AS lines. On the other hand, the AS and control potato lines exhibited similar responses to a bacterial pathogen Pectobacterium carotovorum. These results suggest that StC3′H is implicated in phenolic metabolism in potato. They also suggest that CGA accumulation in the core tissue of potato tubers is an intricately controlled process and that additional C3′H activity may also be involved in CGA biosynthesis in potato.

How to distinguish between cinnamoylshikimate esters and chlorogenic acid lactones by liquid chromatography-tandem mass spectrometry

In this study, liquid chromatography-tandem mass spectrometry (LC-MS n; n = 2-3) has been used to characterize and distinguish chlorogenic acid lactones from cinnamoylshikimate esters. This is the first time when an LC-MSn method has been developed to distinguish between these two isomeric classes of compounds formed in particular in food processing from chlorogenic acids at elevated temperature through loss of water. The structures of regioisomeric chlorogenic acid lactones and shikimate esters have been assigned on the basis of LC-MSn patterns of fragmentation, relative hydrophobicity, and fragmentation analogy with the synthetic standards of dimethoxycinnamic, ferulic, and caffeic acid containing monoacyl chlorogenic acid lactones and shikimate esters.

Profiling and characterization by LC-MSn of the chlorogenic acids and hydroxycinnamoylshikimate esters in mate (Ilex paraguariensis)

The chlorogenic acids of mate (Ilex paraguariensis) have been investigated qualitatively by LC-MSn. Forty-two chlorogenic acids were detected and all characterized to regioisomeric level on the basis of their fragmentation pattern in tandem MS spectra, 24 of them for the first time from this source. Both chlorogenic acids based on trans-and cis-cinnamic acid substituents were identified. Assignment to the level of individual regioisomers was possible for eight caffeoylquinic acids (1-8), five dicaffeoylquinic acids (20-24), six feruloylquinic acids (9-14), two diferuloyl quinic acids (25 and 26), five p-coumaroylquinic acids (15-19), four caffeoyl-p-coumaroylquinic acids (34-37), seven caffeoyl-feruloylquinic acids (27-33), three caffeoyl-sinapoylquinic acids (38-40), one tricaffeoylquinic acid (41), and one dicaffeoyl-feruloylquinic acid (42). Furthermore, four caffeoylshikimates (43-46), three dicaffeoylshikimates (47-49), one tricaffeoylshikimate (51), and one feruloylshikimate (50) have been detected and shown to possess characteristic tandem MS spectra and were assigned by comparison to reference standards.

Chemical and toxicological studies on bracken fern, Pteridium aquilinum var. latiusculum. VI. Isolation of 5-O-caffeoylshikimic acid as an antithiamine factor

5-O-Caffeoylshikimic acid (dactylifric acid) was isolated from bracken fern as a major constituent of its acutely toxic fraction, which causes depression of leucocytes and thrombocytes in calves. 5-O-Caffeoylshikimic acid exhibited an antithiamine effect in vitro, but had no hematuric effect in guinea pigs.