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109971-63-3,MFCD00877177
Catalog No.:AA00JRL7

109971-63-3 | (Z)-3-Methoxy-6-(3,4,5-trimethoxystyryl)benzene-1,2-diol

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5mg
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10mg
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25mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00JRL7
Chemical Name:
(Z)-3-Methoxy-6-(3,4,5-trimethoxystyryl)benzene-1,2-diol
CAS Number:
109971-63-3
Molecular Formula:
C18H20O6
Molecular Weight:
332.3478
MDL Number:
MFCD00877177
SMILES:
COc1cc(/C=C\c2ccc(c(c2O)O)OC)cc(c1OC)OC
NSC Number:
600032
Properties
Computed Properties
 
Complexity:
387  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
XLogP3:
3.4  

Literature

Title: A validated HPLC method with fluorescence detection for the glucuronides of Combretastatin A1 in human plasma, and studies on their cis-trans isomerisation.

Journal: Journal of pharmaceutical and biomedical analysis 20120325

Title: Increased endothelial cell selectivity of triazole-bridged dihalogenated A-ring analogues of combretastatin A-1.

Journal: Bioorganic & medicinal chemistry 20120301

Title: Synthesis, biological evaluation and molecular modeling of 1,2,3-triazole analogs of combretastatin A-1.

Journal: Bioorganic & medicinal chemistry 20120101

Title: Regioselective synthesis of water-soluble monophosphate derivatives of combretastatin A-1.

Journal: Journal of natural products 20110722

Title: Regio- and stereospecific synthesis of mono-beta-d-glucuronic acid derivatives of combretastatin A-1.

Journal: Journal of natural products 20100625

Title: Synthesis and biological evaluation of combretastatin analogs as cell cycle inhibitors of the G1 to S transition in Saccharomyces cerevisiae.

Journal: Bioorganic & medicinal chemistry letters 20100501

Title: Isocombretastatins a versus combretastatins a: the forgotten isoCA-4 isomer as a highly promising cytotoxic and antitubulin agent.

Journal: Journal of medicinal chemistry 20090723

Title: Development of synthetic methodology suitable for the radiosynthesis of combretastatin A-1 (CA1) and its corresponding prodrug CA1P.

Journal: Journal of natural products 20090327

Title: Antineoplastic agents. 578. Synthesis of stilstatins 1 and 2 and their water-soluble prodrugs.

Journal: Journal of natural products 20090327

Title: Design, synthesis and biological evaluation of dihydronaphthalene and benzosuberene analogs of the combretastatins as inhibitors of tubulin polymerization in cancer chemotherapy.

Journal: Bioorganic & medicinal chemistry 20080901

Title: Antineoplastic agents. 552. Oxidation of combretastatin A-1: trapping the o-quinone intermediate considered the metabolic product of the corresponding phosphate prodrug.

Journal: Journal of natural products 20080901

Title: Combretastatin dinitrogen-substituted stilbene analogues as tubulin-binding and vascular-disrupting agents.

Journal: Journal of natural products 20080301

Title: Oxidative metabolism of combretastatin A-1 produces quinone intermediates with the potential to bind to nucleophiles and to enhance oxidative stress via free radicals.

Journal: Chemical research in toxicology 20071201

Title: Combretastatin A-1 phosphate potentiates the antitumor activity of carboplatin and paclitaxel in a severe combined immunodeficiency disease (SCID) mouse model of human ovarian carcinoma.

Journal: International journal of gynecological cancer : official journal of the International Gynecological Cancer Society 20060101

Title: Antineoplastic agents. 509: synthesis of fluorcombstatin phosphate and related 3-halostilbenes(1).

Journal: Journal of natural products 20051001

Title: Characterization of the hollow fiber assay for the determination of microtubule disruption in vivo.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20041001

Title: Comparative preclinical pharmacokinetic and metabolic studies of the combretastatin prodrugs combretastatin A4 phosphate and A1 phosphate.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20040215

Title: An adjustable release rate linking strategy for cytotoxin-peptide conjugates.

Journal: Bioorganic & medicinal chemistry letters 20030310

Title: Combretastatin A-1 phosphate potentiates the antitumour activity of cisplatin in a murine adenocarcinoma model.

Journal: Anticancer research 20030101

Title: Combretastatin A-1 phosphate a novel tubulin-binding agent with in vivo anti vascular effects in experimental tumours.

Journal: Anticancer research 20020101

Title: Preclinical evaluation of the antitumour activity of the novel vascular targeting agent Oxi 4503.

Journal: Anticancer research 20020101

Title: Anti-tumor and anti-vascular effects of the novel tubulin-binding agent combretastatin A-1 phosphate.

Journal: Anticancer research 20020101

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Tags:109971-63-3 Molecular Formula|109971-63-3 MDL|109971-63-3 SMILES|109971-63-3 (Z)-3-Methoxy-6-(3,4,5-trimethoxystyryl)benzene-1,2-diol