637776-83-1 | 5,5'-(1E)-1,2-Ethenediylbis-1,2,3-benzenetriol

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$288.00	$201.00

Description

• Catalog Number: AG79006
• Chemical Name: 5,5'-(1E)-1,2-Ethenediylbis-1,2,3-benzenetriol
• CAS Number: 637776-83-1
• Molecular Formula: C14H12O6
• Molecular Weight: 276.2415
• MDL Number: MFCD12407155
• SMILES: Oc1cc(/C=C/c2cc(O)c(c(c2)O)O)cc(c1O)O

Computed Properties

• Complexity: 291
• Covalently-Bonded Unit Count: 1
• Defined Bond Stereocenter Count: 1
• Heavy Atom Count: 20
• Hydrogen Bond Acceptor Count: 6
• Hydrogen Bond Donor Count: 6
• Rotatable Bond Count: 2
• XLogP3: 2.1

Upstream Synthesis Route

5,5'-(1E)-1,2-Ethenediylbis[1,2,3-benzenetriol] is a versatile compound widely used in chemical synthesis. In organic chemistry, this compound serves as a key building block for creating various complex molecules. Its reactive ethenyl group allows for the formation of new carbon-carbon bonds, making it a valuable tool in the synthesis of pharmaceuticals, agrochemicals, and materials.One of the primary applications of 5,5'-(1E)-1,2-Ethenediylbis[1,2,3-benzenetriol] is in the synthesis of dendrimers, which are highly branched, tree-like macromolecules with a wide range of applications in drug delivery, catalysis, and nanotechnology. The ethenyl functionality of this compound enables precise control over the branching patterns and molecular architecture of dendrimers, leading to tailored properties for specific applications.Furthermore, 5,5'-(1E)-1,2-Ethenediylbis[1,2,3-benzenetriol] can also be utilized in the construction of supramolecular assemblies and coordination complexes due to its ability to form multiple hydrogen bonds and coordination interactions. These assemblies have promising applications in the development of functional materials, molecular sensors, and molecular machines.Overall, the unique chemical reactivity and structural features of 5,5'-(1E)-1,2-Ethenediylbis[1,2,3-benzenetriol] make it a valuable component in the toolkit of organic chemists for designing and synthesizing diverse molecular architectures with tailored functionalities.

Literature

• Effects of hydroxylated resveratrol analogs on oxidative stress and cancer cells death in human acute T cell leukemia cell line: prooxidative potential of hydroxylated resveratrol analogs.

  Chemico-biological interactions 20140225

• Chemical modifications of resveratrol for improved protein kinase C alpha activity.

  Bioorganic & medicinal chemistry 20110915

• 3,3',4,4',5,5'-hexahydroxystilbene impairs melanoma progression in a metastatic mouse model.

  The Journal of investigative dermatology 20100601

• Cytotoxic activity of 3,3',4,4',5,5'-hexahydroxystilbene against breast cancer cells is mediated by induction of p53 and downregulation of mitochondrial superoxide dismutase.

  Toxicology in vitro : an international journal published in association with BIBRA 20080801

• Novel resveratrol analogs induce apoptosis and cause cell cycle arrest in HT29 human colon cancer cells: inhibition of ribonucleotide reductase activity.

  Oncology reports 20080601

• Cytotoxic and biochemical effects of 3,3',4,4',5,5'-hexahydroxystilbene, a novel resveratrol analog in HL-60 human promyelocytic leukemia cells.

  Experimental hematology 20061001

• Antitumor effects of 3,3',4,4',5,5'-hexahydroxystilbene in HL-60 human promyelocytic leukemia cells.

  Nucleosides, nucleotides & nucleic acids 20060101

• Resveratrol analogues as selective cyclooxygenase-2 inhibitors: synthesis and structure-activity relationship.

  Bioorganic & medicinal chemistry 20041101