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531662 JHDM Inhibitor VIII, SD70 - CAS 332173-89-4 - Calbiochem

MSDS (material safety data sheet) o SDS, certificato d’analisi (CoA) e certificato di qualità (CoQ), dossier, brochure e altri documenti disponibili.

Sinonimi: N-(Furan-2-yl(8-hydroxyquinolin-7-yl)methyl)isobutyramide, N-(2-Furyl(8-hydroxy-7-quinolinyl)methyl)-2-methylpropanamide, Histone Lysine Demethylase Inhibitor XV, SD-70

Primary Target: JMJD2C/KDM4C
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531662
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CAS #Empirical Formula
332173-89-4C₁₈H₁₈N₂O₃

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5316620001
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      Description
      OverviewA cell-permeable, bioavailable, non-toxic 8-hydroxyquinolinyl based compound that binds to and colocalizes with androgen receptor (AR) at both ligand-dependent and independent transcriptional regulatory elements. Acts as an inhibitor of dihydotestosterone-regulated gene expression. Shown to inhibit prostate cancer cell transcription by blocking the activity of histone lysine demethylase KDM4C (IC50 = 30 µM). Increases total H3K9me2 levels in 293 T cells in enhancer and promoter regions and causes a slight diminution in the levels of methylated H3K36. Does not affect the activity of DNA/RNA polymerase or topoisomerase I and II activities in any significant manner. Blocks the proliferation of hormone-independent CWR22Rv1 cells in culture (~ 5 µM) and also inhibits their growth in a prostate cancer xenograft murine model (10 mg/kg, i.p.daily).

      Please note that the molecular weight for this compound is batch-specific due to variable water content.
      Catalogue Number531662
      Brand Family Calbiochem®
      SynonymsN-(Furan-2-yl(8-hydroxyquinolin-7-yl)methyl)isobutyramide, N-(2-Furyl(8-hydroxy-7-quinolinyl)methyl)-2-methylpropanamide, Histone Lysine Demethylase Inhibitor XV, SD-70
      References
      ReferencesJin, C., et al. 2014. Proc. Natl. Acad. Sci. USA 111, 9235.
      Product Information
      CAS number332173-89-4
      FormOff-white powder
      Hill FormulaC₁₈H₁₈N₂O₃
      Chemical formulaC₁₈H₁₈N₂O₃
      ReversibleY
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetJMJD2C/KDM4C
      Purity≥97% by HPLC
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Numero di catalogo GTIN
      5316620001 04055977259995

      Documentation

      JHDM Inhibitor VIII, SD70 - CAS 332173-89-4 - Calbiochem MSDS

      Titolo

      Scheda di sicurezza (MSDS) 

      Riferimenti bibliografici

      Panoramica delle referenze
      Jin, C., et al. 2014. Proc. Natl. Acad. Sci. USA 111, 9235.

      Brochure

      Titolo
      NPI Flyer- Epigenetics and Nuclear Function Feature
      New Products - Antibodies, Small Molecule, Inhibitors

      Informazioni tecniche

      Titolo
      White Paper: Further considerations of antibody validation and usage.
      Scheda tecnica

      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

      Revision19-December-2014 JSW
      SynonymsN-(Furan-2-yl(8-hydroxyquinolin-7-yl)methyl)isobutyramide, N-(2-Furyl(8-hydroxy-7-quinolinyl)methyl)-2-methylpropanamide, Histone Lysine Demethylase Inhibitor XV, SD-70
      DescriptionA cell-permeable compound with a Fe(II)-chelating 8-hydroxyquinoline (8HQ) moiety is reported to inhibit KDM4C (IC50 = 30 µM against calf thymus histone H3K9me2 demethylation; [FeSO4] = 50 µM & [α-ketoglutarate] = 1 mM) and possibly other JMJD2/KDM4 members of Jumonji domain-containing histone demethylases (JHDM). Effectively suppresses androgen receptor (AR) target genes expression in human prostate adenocarcinoma LNCaP cultures upon 100 nM DHT stimulation as well as in CWR22Rv1 cells with constitutively active AR (10 µM) without affecting topoisomerase activity of E. coli Topo I or human Topo II. Shown to prevent AR/genotoxic stress-induced TMPRSS2 chromosomal translocation and gene fusions in LNCaP cells (1/100 & 1/13 of control TMPRSS2ETV1 and TMPRSS2ERG induction level, respectively; 10 µM SD70 dosed 2 h prior to 24 h 50 Gy irradiation & 100 nM DHT) and exhibit anti-proliferation activity against CWR22Rv1 both in cultures (97% decreased vs. 260% increased viable cell number on d6 by MTS assay with or without 10 µM SD70 ) in vitro and in mice (84% growth retardation on d10; 10 mg/4 mL/kg/d i.p.) in vivo without apparent animal toxicity. LNCaP genomic binding sites analyses utilizing Chem-seq with Biotin-derivatized SD70 as well as antibody-based ChIP reveal that 46% of genes upregulated by >1.5-fold upon DHT stimulation have both AR enhancer and SD70-binding sites within 500 kb of the coding gene promoter and 42% of all SD70-suppressed genes in DHT-treated LNCaP cells are DHT-induced genes. Likewise, increased KDM4C binding upon DHT treatment is observed on AR enhancers coocuppied by SD70.
      FormOff-white powder
      Intert gas (Yes/No) Packaged under inert gas
      CAS number332173-89-4
      Chemical formulaC₁₈H₁₈N₂O₃
      Purity≥97% by HPLC
      SolubilityDMSO (50 mg/ml)
      Storage Protect from light
      +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
      Toxicity Standard Handling
      ReferencesJin, C., et al. 2014. Proc. Natl. Acad. Sci. USA 111, 9235.