145356-39-4

Basic information

• Product Name: 1,2-Benzenediol, 4-[(1E)-2-(4-hydroxyphenyl)ethenyl]-
• CAS NO: 145356-39-4
• Molecular Formula: C14H12O3
• Molecular Weight: 228.247
• Mol File: 145356-39-4.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 1,2-Benzenediol, 4-[(1E)-2-(4-hydroxyphenyl)ethenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzenediol, 4-[(1E)-2-(4-hydroxyphenyl)ethenyl]-(145356-39-4)
• EPA Substance Registry System: 1,2-Benzenediol, 4-[(1E)-2-(4-hydroxyphenyl)ethenyl]-(145356-39-4)

Safety Data

• Hazardous Substances Data: 145356-39-4(Hazardous Substances Data)

Usage

Classification

Natural phenol

Occurrence

Found in various plants such as grapes, berries, and peanuts

Type of compound

Polyphenolic compound

Properties

Antioxidant

Potential health benefits

Anti-inflammatory and anti-cancer effects

Scientific interest

Numerous studies due to its potential role in promoting cardiovascular health and protecting against age-related diseases

Presence in red wine

Associated with the "French Paradox"

French Paradox

Observation that the French have a relatively low incidence of coronary heart disease despite consuming a diet high in saturated fats

Upstream product

• 1145-93-3 diethyl 4-methoxybenzylphosphonate 
• 100-66-3 methoxybenzene 
• 123-08-0 4-hydroxy-benzaldehyde 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 27472-20-4 1,2-diethoxy-4-chloromethyl-benzene 
• 83459-29-4 (3,4-diethoxyphenyl)methanol 
• 10031-82-0 4-ethoxybenzaldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 128294-47-3 (E)-4-<2-(3,4-dimethoxyphenyl)ethenyl>phenol 
• 2628-16-2 p-acetoxystyrene 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 880354-47-2 (E)-1-(4'-acetoxyphenyl)-2-(3,4-dimethoxyphenyl)ethene 
• 18513-95-6 (E)-3,4,4'-trimethoxystilbene 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 952418-36-9 C₂₈H₂₂O₆ 

Relevant articles and documents

Direct injection gas chromatographic mass spectrometric assay for trans-resveratrol

We have developed a novel method to measure the concentration of the trihydroxystilbene trans-resveratrol suitable for the analysis of wine and other biological materials. Solid-phase extraction is carried out on a reversed-phase disposable C-18 cartridge

In vitro study and structure-activity relationship analysis of stilbenoid derivatives as powerful vasorelaxants: Discovery of new lead compound

The development of vasorelaxant as the antihypertensive drug is important as it produces a rapid and direct relaxation effect on the blood vessel muscles. Resveratrol (RV), as the most widely studied stilbenoid and the lead compound, inducing the excellent vasorelaxation effect through the multiple signalling pathways. In this study, the in vitro vascular response of the synthesized trans-stilbenoid derivatives, SB 1-8e were primarily evaluated by employing the phenylephrine (PE)-precontracted endothelium-intact isolated aortic rings. Herein we report trans-3,4,4′-trihydroxystilbene (SB 8b) exhibited surprisingly more than 2-fold improvement to the maximal relaxation (Rmax) of RV. This article also highlights the characterization of the aromatic protons in terms of their unique splitting patterns in 1H NMR.

Synthesis of resveratrol derivatives as new analgesic drugs through desensitization of the TRPA1 receptor

A series of 31 resveratrol derivatives was designed, synthesized and evaluated for activation and inhibition of the TRPA1 channel. Most acted as activators and desensitizers of TRPA1 channels like resveratrol or allyl isothiocyanate (AITC). Compound 4z (HUHS029) exhibited higher inhibitory activity than resveratrol with an IC50 value of 16.1?μM. The activity of 4z on TRPA1 was confirmed in TRPA1-expressing HEK293 cells, as well as in rat dorsal root ganglia neurons by a whole cell patch clamp recording. Furthermore, pretreatment with 4z exhibited an analgesic effect on AITC-evoked TRPA1-related pain behavior in vivo.