659-22-3

Basic information

• Product Name: 4,4'-DIHYDROXYSTILBENE
• Synonyms: 4,4'-DIHYDROXYSTILBENE;STILBENE-4,4'-DIOL;4,4’-(1,2-ethenediyl)bis-pheno;4,4'-(1,2-Ethenediyl)bisphenol;4,4'-Dihydroxy-trans-stilbene;trans-Stilbene-4,4'-diol;4,4'-Dioxystilbene;4,4'-Stilbenediol
• CAS NO: 659-22-3
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.24
• EINECS: 211-530-9
• Product Categories: Stilbenes (substituted)
• Mol File: 659-22-3.mol
• Article Data: 35

Chemical Properties

• Melting Point: 278 °C(Solv: ethanol, 60% (64-17-5))
• Boiling Point: 386.0±11.0 °C(Predicted)
• Appearance: /
• Density: 1.252±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 9.23±0.15(Predicted)
• CAS DataBase Reference: 4,4'-DIHYDROXYSTILBENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DIHYDROXYSTILBENE(659-22-3)
• EPA Substance Registry System: 4,4'-DIHYDROXYSTILBENE(659-22-3)

Safety Data

• Hazardous Substances Data: 659-22-3(Hazardous Substances Data)

Usage

Uses

4,4-Dihydroxystilbene

Upstream product

• 4705-34-4 1,2-bis(4-methoxyphenyl)ethene 
• 35135-54-7 (E)-1,2-bis(4-ethoxyphenyl)ethene 
• 7314-06-9 (E)-4,4'-diaminostilbene 
• 40243-87-6 3,5-dimethoxystyrene 
• 2628-17-3 4-Vinylphenol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 156-38-7 4-hydroxyphenylacetate 
• 2746-25-0 p-Methoxybenzyl bromide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 637-69-4 4-Methoxystyrene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 1530-38-7 ((4-methoxyphenyl)methyl)triphenylphosphonium bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 619-93-2 (Z)-4,4'-dinitrostilbene 

Downstream Products

• 35135-54-7 (E)-1,2-bis(4-ethoxyphenyl)ethene 
• 3457-53-2 4,4'-ethanediylidene-bis-cyclohexa-2,5-dienone 
• 63449-52-5 4,4'-diacetoxy-stilbene 
• 47241-75-8 (E)-4,4’-diacetoxystilbene 
• 4705-34-4 1,2-bis(4-methoxyphenyl)ethene 
• 73549-85-6 4,4'-Di(2-cyanoethoxy)-stilben 
• 90136-72-4 2-(4-{(E)-2-[4-(1-Ethoxycarbonyl-ethoxy)-phenyl]-vinyl}-phenoxy)-propionic acid ethyl ester 
• 56456-41-8 trans-4,4'-Bis-(α-carboxypropioxy)-stilben 
• 588-59-0 stilbene 
• 29917-39-3 4,4'-ethanediyl-bis-cyclohexanol 
• 4705-34-4 4,4'-dimethoxystilbene 

Relevant articles and documents

Two resveratrol analogs, pinosylvin and 4,4′-dihydroxystilbene, improve oligoasthenospermia in a mouse model by attenuating oxidative stress via the Nrf2-ARE pathway

Two synthesized resveratrol analogs from our laboratory, namely pinosylvin (3,5-dihydroxy-trans-stilbene, PIN) and 4,4′-dihydroxystilbene (DHS), have been carefully evaluated for treatment of oligoasthenospermia. Recent studies have demonstrated that PIN and DHS improved sperm quality in the mouse. However, the mechanism of action of PIN and DHS on oligoasthenospermia remains unknown. Herein, we investigated the mechanistic basis for improvements in sperm parameters by PIN and DHS in a mouse model of oligoasthenospermia induced by treatment with busulfan (BUS) at 6 mg/kg b.w. Two weeks following busulfan treatment, mice were administered different concentrations of PIN or DHS daily for 2 consecutive weeks. Thereafter, epididymal sperm concentration and motility were determined, and histopathology of the testes was performed. Serum hormone levels including testosterone (T), luteinizing hormone (LH), and follicle stimulating hormone (FSH) were measured using corresponding specific enzyme-linked immunosorbent assay (ELISA) kits. Testicular mRNA expression profiles were determined by RNA sequencing analysis. These findings were validated by quantitative real-time PCR, western blotting and ELISA. Both PIN and DHS improved the epididymal sperm concentration and motility, enhanced testosterone levels, and promoted testicular morphological recovery following BUS treatment. PIN treatment was found to significantly reduce oxidative stress via the nuclear factor erythroid 2-related factor 2 (Nrf2)-antioxidant response element (ARE)-dependent antioxidant, glutathione peroxidase 3. DHS treatment significantly reduced oxidative stress via the Nrf2-ARE-dependent antioxidants glutathione S-transferase theta 2 and glutathione S-transferase omega 2. In summary, PIN and DHS ameliorated oligoasthenospermia in this mouse model by attenuating oxidative stress via the Nrf2-ARE pathway.

LIQUID CRYSTAL MIXTURE AND LIQUID CRYSTAL DISPLAY

The invention relates to a compound of formula (I), wherein R11, R21, A11, A, Z, X11, X21, Y11, Y12, Sp11, Sp21, o and p have one of the meanings as given in claim 1. The invention further relates to method of production of a compound of formula (I), to the use of said compounds in LC media and to LC media comprising one or more compounds of formula (I). Further, the invention relates to a method of production of such LC media, to the use of such media in LC devices, and to LC device comprising a LC medium according to the present invention.The present invention further relates to a process for the fabrication such liquid crystal display and to the use of the liquid crystal mixtures according to the invention for the fabrication of such liquid crystal display.

Galloyl esters of trans-stilbenes are inhibitors of FASN with anticancer activity on non-small cell lung cancer cells

Fatty acid synthase (FASN) is a lipogenic enzyme that is selectively upregulated in malignant cells. There is growing consensus on the oncogenicity of FASN-driven lipogenesis and the potential of FASN as a druggable target in cancer. Here, we report the synthesis and FASN inhibitory activities of two novel galloyl esters of trans-stilbene EC1 and EC5. Inhibition of FASN was accompanied by a loss in AKT activation and profound apoptosis in several non-small cell lung cancer (NSCLC) cells at the growth inhibitory concentrations of EC1 and EC5. Both FASN and phospho-AKT levels were concurrently downregulated. However, addition of a lipid concentrate to the treated cells reinstated cell viability and reversed the loss of FASN and AKT protein levels, thus recapitulating the causal relationship between FASN inhibition and the loss in cell viability.