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ProductsBack/Apicidin [183506-66-3]
Chemical Structure
Chemical Structure
Chemical Structure

Apicidin [183506-66-3]

Research Use Only
AG-CN2-0087
AdipoGen Life Sciences
CAS Number183506-66-3
DownloadMSDS
Product group Chemicals
Estimated Purity>98%
Molecular Weight623.8
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Apicidin
  • Delivery Days Customer
    10
  • ADR Class
    6.1
  • CAS Number
    183506-66-3
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Hazard Information
    Danger,Excepted quantity
  • Molecular Formula
    C34H49N5O6
  • Molecular Weight
    623.8
  • Scientific Description
    Antiprotozoal [1]. Potent inhibitor of histone deacetylase (HDAC) [1,2]. Inhibits proliferation [2,3]. Induces cell cycle arrest at the G1 phase [2]. Induces hyperacetylation of histone H4 [5]. Apoptosis inducer [4,8,9]. Potent anti-angiogenic compound [5-7]. Decreases HIF-1alpha protein levels and transcriptional activity in human and mouse tumor cell lines [3]. Autophagy inducer in oral squamous cell carcinoma (OSCC) cells [8]. Promotes either self-renewal or differentiation of embryonic stem cells [10]. - Chemical. CAS: 183506-66-3. Formula: C34H49N5O6. MW: 623.8. Isolated from fungus Fusarium sp. Antiprotozoal. Potent inhibitor of histone deacetylase (HDAC). Inhibits proliferation. Induces cell cycle arrest at the G1 phase. Induces hyperacetylation of histone H4. Apoptosis inducer. Potent anti-angiogenic compound. Decreases HIF-1alpha protein levels and transcriptional activity in human and mouse tumor cell lines. Autophagy inducer in oral squamous cell carcinoma (OSCC) cells. Promotes either self-renewal or differentiation of embryonic stem cells.
  • SMILES
    [H][C@]12CCCCN1C(=O)[C@@]([H])(NC(=O)[C@H](CC1=CN(OC)C3=C1C=CC=C3)NC(=O)[C@H](CCCCCC(=O)CC)NC2=O)C(C)CC
  • Storage Instruction
    -20°C,2°C to 8°C
  • UN Number
    UN 2811
  • UNSPSC
    12352200

References

  • Apicidin: a novel antiprotozoal agent that inhibits parasite histone deacetylase: S.J. Darkin-Rattray, et al.; PNAS 93, 13143 (1996)
  • Apicidin, a histone deacetylase inhibitor, inhibits proliferation of tumor cells via induction of p21WAF1/Cip1 and gelsolin: J.W. Han, et al.; Cancer Res. 60, 6068 (2000)
  • Transcriptional activation of p21(WAF1/CIP1) by apicidin, a novel histone deacetylase inhibitor: J.S. Kim, et al.; BBRC 281, 866 (2001)
  • Apicidin, a histone deacetylase inhibitor, induces apoptosis and Fas/Fas ligand expression in human acute promyelocytic leukemia cells: S.H. Kwon, et al.; J. Biol. Chem. 277, 2073 (2002)
  • Apicidin, a histone deacetylase inhibitor, induces differentiation of HL-60 cells: J. Hong, et al.; Cancer Lett. 189, 197 (2003)
  • Regulation of the HIF-1alpha stability by histone deacetylases: S.H. Kim, et al.; Oncol. Rep. 17, 647 (2007)
  • Apicidin, a novel histone deacetylase inhibitor, has profound anti-growth activity in human endometrial and ovarian cancer cells: T. Ueda, et al.; Int. J. Mol. Med. 19, 301 (2007)
  • Apicidin, a histone deaceylase inhibitor, induces both apoptosis and autophagy in human oral squamous carcinoma cells: M.Y. Ahn, et al.; Oral. Oncol. 47, 1032 (2011)
  • Apicidin induces endoplasmic reticulum stress- and mitochondrial dysfunction-associated apoptosis via phospholipase Cgamma1- and Ca(2+)-dependent pathway in mouse Neuro-2a neuroblastoma cells: J.H. Choi, et al.; Apoptosis 17, 1340 (2012)
  • Histone Deacetylase Inhibitors in Cell Pluripotency, Differentiation, and Reprogramming: A. Kretsovali, et al.; Stem Cells Int. 2012, 1 (2012)