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ProductsBack/Radicicol [12772-57-5]
Chemical Structure
Chemical Structure
Chemical Structure

Radicicol [12772-57-5]

Research Use Only
AG-CN2-0021
AdipoGen Life Sciences
CAS Number12772-57-5
DownloadMSDS
Product group Chemicals
Estimated Purity>99%
Molecular Weight364.8
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Radicicol [12772-57-5]
  • Delivery Days Customer
    10
  • ADR Class
    6.1
  • CAS Number
    12772-57-5
  • Certification
    Research Use Only
  • Estimated Purity
    >99%
  • Hazard Information
    Danger,Excepted quantity
  • Molecular Formula
    C18H17ClO6
  • Molecular Weight
    364.8
  • Scientific Description
    Antibiotic [1]. Protein tyrosine kinase inhibitor [1]. Has antifungal [4], antimalarial [6], antiangiogenic (in vivo) [2], anti-inflammatory [5] and antiviral activity. Cyclooxygenase-2 (COX-2) expression inhibitor without affecting COX-1 expression in LPS-stimulated macrophages [3, 5]. Induces the differentiation of HL-60 cells into macrophages [4]. Potent HSP90 inhibitor [7, 9, 12]. Anticancer compound [7, 9, 12]. In vivo Rad/Raf interaction inhibitor [8]. Inhibitor of AP-1-, NF-kappaB- and serum response factor (SRF)-mediated transcription. Suppresses expression of iNOS (NOS II) [10]. Non-competitive inhibitor of ATP citrate lyase [11]. DNA topoisomerase VI and type II DNA topoisomerase inhibitor [13]. Protects against LPS/IFN-gamma-induced neuronal cell death [14]. Apoptosis inducer [16]. Pyruvate dehydrogenase kinase 3 (PDK3) inhibitor, by binding directly to the ATP-binding pocket [15]. - Chemical. CAS: 12772-57-5. Formula: C18H17ClO6. MW: 364.8. Isolated from Gilmaniella sp. Antibiotic. Protein tyrosine kinase inhibitor. Has antifungal, antimalarial, antiangiogenic (in vivo), anti-inflammatory and antiviral activity. Cyclooxygenase-2 (COX-2) expression inhibitor without affecting COX-1 expression in LPS-stimulated macrophages. Induces the differentiation of HL-60 cells into macrophages. Potent HSP90 inhibitor. Anticancer compound. In vivo Rad/Raf interaction inhibitor. Inhibitor of AP-1-, NF-kappaB- and serum response factor (SRF)-mediated transcription. Suppresses expression of iNOS (NOS II). Non-competitive inhibitor of ATP citrate lyase. DNA topoisomerase VI and type II DNA topoisomerase inhibitor. Protects against LPS/IFN-gamma-induced neuronal cell death. Apoptosis inducer.
  • SMILES
    [H][C@@]12C[C@@H](C)OC(=O)C3=C(O)C=C(O)C(Cl)=C3CC(=O)\C=C\C=C/[C@]1([H])O2
  • Storage Instruction
    -20°C,2°C to 8°C
  • UN Number
    UN 3462
  • UNSPSC
    12352200

References

  • Potent and specific inhibition of p60v-src protein kinase both in vivo and in vitro by radicicol: H.J. Kwon, et al.; Cancer Res. 52, 6926 (1992)
  • Radicicol, a microbial cell differentiation modulator, inhibits in vivo angiogenesis: T. Oikawa, et al.; Eur. J. Pharmacol. 241, 221 (1993)
  • Radicicol, a protein tyrosine kinase inhibitor, suppresses the expression of mitogen-inducible cyclooxygenase in macrophages stimulated with lipopolysaccharide and in experimental glomerulonephritis: P. Chanmugam, et al.; J. Biol. Chem. 270, 5418 (1995)
  • Induction of differentiation of HL-60 cells by the anti-fungal antibiotic, radicicol: Y. Shimada, et al.; J. Antibiot. 48, 824 (1995)
  • Inhibitor of protein tyrosine kinase, radicicol, suppresses the expression of cyclooxygenase and pro-inflammatory cytokines in LPS-stimulated rat alveolar macrophage in part by accelerating degradation of mRNA: L. Feng, et al.; Adv. Exp. Med. Biol. 407, 281 (1997)
  • Antimalarial activity of radicicol, heptelidic acid and other fungal metabolites: Y. Tanaka, et al.; J. Antibiot. 51, 153 (1998)
  • Targeting of the protein chaperone, HSP90, by the transformation suppressing agent, radicicol: S.V. Sharma, et al.; Oncogene 16, 2369 (1998)
  • Identification of radicicol as an inhibitor of in vivo Ras/Raf interaction with the yeast two-hybrid screening system: S.W. Ki, et al.; J. Antibiot. 51, 936 (1998)
  • Structural basis for inhibition of the Hsp90 molecular chaperone by the antitumor antibiotics radicicol and geldanamycin: S.M. Roe, et al.; J. Med. Chem. 42, 260 (1999)
  • Radicicol suppresses expression of inducible nitric-oxide synthase by blocking p38 kinase and nuclear factor-kappaB/Rel in lipopolysaccharide-stimulated macrophages: Y.J. Jeon, et al.; J. Pharmacol. Exp. Ther. 294, 548 (2000)