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Chemical Structure
Chemical Structure
Chemical Structure

Citrinin [518-75-2]

Research Use Only
AG-CN2-0101
AdipoGen Life Sciences
CAS Number518-75-2
Product group Chemicals
Estimated Purity>97%
Molecular Weight250.3
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Citrinin
  • Delivery Days Customer
    10
  • ADR Class
    6.1
  • CAS Number
    518-75-2
  • Certification
    Research Use Only
  • Estimated Purity
    >97%
  • Hazard Information
    Danger,Excepted quantity
  • Molecular Formula
    C13H14O5
  • Molecular Weight
    250.3
  • Scientific Description
    Antibiotic [1, 2]. Antiprotozoal. Antimicrobial [3, 6]. Cytotoxic and genotoxic in various mammalian cells [4]. Mitochondrial permeability transition pore (MPTP) activator [5-7]. Apoptosis inducer [7-9, 14]. ERK and JNK signaling pathways activator [10]. Nephrotoxic mycotoxin [11]. Suppresses NO and iNOS expression via inhibition of the JAK/STAT-1alpha and NF-kappaB signaling pathways [12]. Tubulin polymerization and mitotic spindle assembly inhibitor [13]. Increases reactive oxygen species (ROS) [14]. Induces cell cycle arrest at the G0/G1 and G2/M phase [13,14]. - Chemical. CAS: 518-75-2. Formula: C13H14O5. MW: 250.3. Isolated from Penicillium citrinum strain FKI-4836. Antibiotic. Antiprotozoal. Antimicrobial. Cytotoxic and genotoxic in various mammalian cells. Mitochondrial permeability transition pore (MPTP) activator. Apoptosis inducer. ERK and JNK signaling pathways activator. Nephrotoxic mycotoxin. Suppresses NO and iNOS expression via inhibition of the JAK/STAT-1alpha and NF-kappaB signaling pathways. Tubulin polymerization and mitotic spindle assembly inhibitor. Increases reactive oxygen species (ROS). Induces cell cycle arrest at the G0/G1 and G2/M phase.
  • SMILES
    C[C@H]1OC=C2C(O)=C(C(O)=O)C(=O)C(C)=C2[C@@H]1C
  • Storage Instruction
    -20°C,2°C to 8°C
  • UN Number
    UN 3462
  • UNSPSC
    12352200

References

  • Citrinin: T.S. Gore, et al.; Nature 16, 157 (1946)
  • Citrinin as an Antibiotic: Y. Wang, et al.; Science 106, 291 (1947)
  • Antiprotozoal activity in citrinin: A.W. Hayes, et al.; Bull. Environ. Contam. Toxicol. 15, 429 (1976)
  • Cytotoxicity of citrinin in cultured kidney epithelial cell systems: M. Yoneyama, et al.; Ecotoxicol. Environ. Saf. 11, 100 (1986)
  • Citrinin-induced mitochondrial permeability transition: E.J. Da Lozzo, et al.; J. Biochem. Mol. Toxicol. 12, 291 (1998)
  • Antimicrobial activity of the mycotoxin citrinin obtained from the fungus penicillium citrinum: P.M. Mazumder, et al.; Anc. Sci. Life. 21, 191 (2002)
  • Citrinin induces apoptosis in HL-60 cells via activation of the mitochondrial pathway: F.Y. Yu, et al.; Toxicol. Lett. 161, 143 (2006)
  • Citrinin induces apoptosis via a mitochondria-dependent pathway and inhibition of survival signals in embryonic stem cells, and causes developmental injury in blastocysts: W.H. Chan; Biochem. J. 404, 317 (2007)
  • Citrinin induces apoptosis in mouse embryonic stem cells: W.H. Chan; IUBMB Life 60, 171 (2008) (Review)
  • Activation of ERK and JNK signaling pathways by mycotoxin citrinin in human cells: C.H. Chang, et al.; Toxicol. Appl. Pharmacol. 237, 281 (2009)