3,5-DIHYDROXY-4'-BROMOSTILBENE manufacturers
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| | 3,5-DIHYDROXY-4'-BROMOSTILBENE Basic information |
| Product Name: | 3,5-DIHYDROXY-4'-BROMOSTILBENE | | Synonyms: | 3,5-DIHYDROXY-4'-BROMOSTILBENE;5-[(E)-2-(4-Bromophenyl)vinyl]benzene-1,3-diol;4-Bromo-Resveratrol;5-[(1E)-2-(4-Bromophenyl)ethenyl]-1,3-benzenediol;5-[(E)-2-(4-bromophenyl)ethenyl]benzene-1,3-diol;5-[(E)-2-(4-bromophenyl)vinyl]resorcinol;1,3-Benzenediol, 5-[(1E)-2-(4-bromophenyl)ethenyl]-;Resveratrol 4-Bromo Impurity | | CAS: | 1224713-90-9 | | MF: | C14H11BrO2 | | MW: | 291.14 | | EINECS: | 808-419-8 | | Product Categories: | | | Mol File: | Mol File |  |
| | 3,5-DIHYDROXY-4'-BROMOSTILBENE Chemical Properties |
| Boiling point | 448.438±14.00 °C(Press: 760.00 Torr)(predicted) | | density | 1.568±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | | storage temp. | 2-8°C | | solubility | DMSO: soluble20mg/mL, clear | | form | powder | | pka | 9.154±0.10(predicted) | | color | white to yellow to brown | | InChI | 1S/C14H11BrO2/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,16-17H/b2-1+ | | InChIKey | NCJVLKFAQIWASE-OWOJBTEDSA-N | | SMILES | OC1=CC(/C=C/C2=CC=C(Br)C=C2)=CC(O)=C1 |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26 | | WGK Germany | 3 | | HazardClass | IRRITANT | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 3,5-DIHYDROXY-4'-BROMOSTILBENE Usage And Synthesis |
| Uses | 4'-Bromo-resveratrol is a potent and dual inhibitor Sirtuin-1 and Sirtuin-3. 4'-Bromo-resveratrol inhibits melanoma cell growth through mitochondrial metabolic reprogramming. 4'-Bromo-resveratrol imparts antiproliferative effects in melanoma cells through a metabolic reprogramming and affecting the cell cycle and apoptosis signaling[1]. | | Biological Activity | 4'-bromo-resveratrol is a sirt1 and sirt3 inhibitor.sirtuins are protein deacetylases regulating aging processes and many physiological functions. resveratrol activates human sirt1 and inhibits sirt3, and can mimic calorie restriction effects including lifespan extension in lower organisms. | | in vitro | sirtuin modulation was studied by using 4’-bromo-resveratrol in a previous study. 4’-bromo-resveratrol inhibited sirt3 with much higher potency than resveratrol, and it also inhibited rather than activated sirt1. crystal structures of human sirt3/peptide complexes of 4’ -bromo-resveratrol identified two binding sites. an internal site caused the potent inhibitory effect. 4’-bromo-resveratrol interfered with nad+ and substrate peptide binding, and it extended its bromo-phenyl group in a unrecognized site pocket. the second binding site for 4’-bromo-resveratrol was found to be located on the surface of sirt3 and connected via two helices to peptide-binding active site loops. in sirt1, this site appeared to comprise a residue that was essential for its activation by small molecules and 4’-bromo-resveratrol therefore constituted a candidate for the long-sought allosteric sirt1 activator binding site [1]. | | references | [1] nguyen gt, gertz m, steegborn c. crystal structures of sirt3 complexes with 4'-bromo-resveratrol reveal binding sites and inhibition mechanism. chem biol. 2013 nov 21;20(11):1375-85. |
| | 3,5-DIHYDROXY-4'-BROMOSTILBENE Preparation Products And Raw materials |
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