Chemical Structure
Citrinin [518-75-2]
AG-CN2-0101
Overview
- SupplierAdipoGen Life Sciences
- Product NameCitrinin [518-75-2]
- Delivery Days Customer10
- ADR Class6.1
- CAS Number518-75-2
- CertificationResearch Use Only
- Estimated Purity>97%
- Hazard InformationDanger,Excepted quantity
- Molecular FormulaC13H14O5
- Molecular Weight250.3
- Scientific DescriptionAntibiotic [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.
- SMILESC[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 NumberUN 3462
- UNSPSC12352200
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)