95302-07-1

Basic information

• Product Name: 1-Decen-3-one, 1-(3,4-dihydroxyphenyl)-
• CAS NO: 95302-07-1
• Molecular Formula: C16H22O3
• Molecular Weight: 262.349
• Mol File: 95302-07-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Decen-3-one, 1-(3,4-dihydroxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Decen-3-one, 1-(3,4-dihydroxyphenyl)-(95302-07-1)
• EPA Substance Registry System: 1-Decen-3-one, 1-(3,4-dihydroxyphenyl)-(95302-07-1)

Safety Data

• Hazardous Substances Data: 95302-07-1(Hazardous Substances Data)

Upstream product

• 821-55-6 2-Nonanone 
• 67727-64-4 3,4-diacetoxybenzaldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 37497-25-9 dimethyl (2-oxononyl)-phosphonate 
• 39728-72-8 1-(3,4-dimethoxyphenyl)-1-decen-3-one 

Relevant articles and documents

Synthesis, evaluation, and metabolism of novel [6]-shogaol derivatives as potent Nrf2 activators

Oxidative stress is a central component of many chronic diseases. The Kelch-like ECH-associated protein 1 (Keap1)-nuclear factor erythroid 2 p45-related factor 2 (Nrf2) system is a major regulatory pathway of cytoprotective genes against oxidative and electrophilic stress. Activation of the Nrf2 pathway plays crucial roles in the chemopreventive effects of various inducers. In this study, we developed a novel class of potent Nrf2 activators derived from ginger compound, [6]-shogaol (6S), using the Tg[glutathione S-transferase pi 1 (gstp1):green fluorescent protein (GFP)] transgenic zebrafish model. Investigation of structure-activity relationships of 6S derivatives indicates that the combination of an α,β-unsaturated carbonyl entity and a catechol moiety in one compound enhances the Tg(gstp1:GFP) fluorescence signal in zebrafish embryos. Chemical reaction and in vivo metabolism studies of the four most potent 6S derivatives showed that both α,β-unsaturated carbonyl entity and catechol moiety act as major active groups for conjugation with the sulfhydryl groups of the cysteine residues. In addition, we further demonstrated that 6S derivatives increased the expression of Nrf2 downstream target, heme oxygenase-1, in both a dose- and time-dependent manner. These results suggest that α,β-unsaturated carbonyl entity and catechol moiety of 6S derivatives may react with the cysteine residues of Keap1, disrupting the Keap1-Nrf2 complex, thereby liberating and activating Nrf2. Our findings of natural product-derived Nrf2 activators lead to design options of potent Nrf2 activators for further optimization.

Catechol derivatives and pharmaceutical compositions thereof for inhibiting anaphylaxis (SRS-A)

A catechol derivative represented by the formula STR1 The compounds of this invention are useful for the prophylaxis and treatment for various allergic diseases, ischemic heart diseases and inflammations caused by slow reacting substance of anaphylaxis (SRS-A), since the compounds inhibit very potently the formation and release of SRS-A.