518-75-2
Chemical Structure
Citrinin
Synonym(s): NSC 186
- CAS No.: 518-75-2
- Formula:C13H14O5
- Molecular Weight:250.25
IUPAC Name: (3S,4R)-8-hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid
InChIKey: CQIUKKVOEOPUDV-FSPLSTOPSA-N
SMILES: O=C1C(C)=C2[C@H]([C@@H](OC=C2C(O)=C1C(O)=O)C)C
Biological Activity: Citrinin (NSC 186) is a mycotoxin that causes food contamination and has different toxic effects. Citrinin is an effective oral anticancer agent. Citrinin has various regulatory effects on mouse immune system, including regulating the number of immune cells, inducing apoptosis and autophagy of immune cells, altering toll-like receptor expression and cytokine production. Citrinin can induce oxidative stress and lead to early apoptosis of oocytes. Low doses of Citrinin have neuroprotective effects against glutamate-induced excitotoxicity in rat cortical neurons. In addition, Citrinin also has antibacterial activity[1][2][3][4][5].
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Citrinin | 99.94% | Citrinin (NSC 186) is a mycotoxin that causes food contamination and has different toxic effects. Citrinin is an effective oral anticancer agent. Citrinin has various regulatory effects on mouse immune system, including regulating the number of immune cells, inducing apoptosis and autophagy of immune cells, altering toll-like receptor expression and cytokine production. Citrinin can induce oxidative stress and lead to early apoptosis of oocytes. Low doses of Citrinin have neuroprotective effects against glutamate-induced excitotoxicity in rat cortical neurons. In addition, Citrinin also has antibacterial activity. | ||||||||||||||||||||
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Citrinin (Standard) | ≥98% | Citrinin (Standard) is the analytical standard of Citrinin. This product is intended for research and analytical applications. Citrinin (NSC 186) is a mycotoxin that causes food contamination and has different toxic effects. Citrinin is an effective oral anticancer agent. Citrinin has various regulatory effects on mouse immune system, including regulating the number of immune cells, inducing apoptosis and autophagy of immune cells, altering toll-like receptor expression and cytokine production. Citrinin can induce oxidative stress and lead to early apoptosis of oocytes. Low doses of Citrinin have neuroprotective effects against glutamate-induced excitotoxicity in rat cortical neurons. In addition, Citrinin also has antibacterial activity. | ||||||||||||||||||||
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Citrinin-13C13 | 98% | Citrinin-13C13 (NSC 186-13C13) is the 13C labeled Citrinin (HY-N6746). Citrinin (NSC 186) is a mycotoxin that causes food contamination and has different toxic effects. Citrinin is an effective oral anticancer agent. Citrinin has various regulatory effects on mouse immune system, including regulating the number of immune cells, inducing apoptosis and autophagy of immune cells, altering toll-like receptor expression and cytokine production. Citrinin can induce oxidative stress and lead to early apoptosis of oocytes. Low doses of Citrinin have neuroprotective effects against glutamate-induced excitotoxicity in rat cortical neurons. In addition, Citrinin also has antibacterial activity. | ||||||||||||||||||||
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- [1]. de Oliveira Filho JWG, et al, A comprehensive review on biological properties of citrinin. Food Chem Toxicol. 2017 Dec;110:130-141. [Content Brief]
- [2]. Nakajima Y, et al. Low doses of the mycotoxin citrinin protect cortical neurons against glutamate-induced excitotoxicity. J Toxicol Sci. 2016 Apr;41(2):311-9. [Content Brief]
- [3]. de Oliveira Filho JWG, et al. Citrinin against breast cancer: A cytogenotoxicological study. Phytother Res. 2021 Jan;35(1):504-516. [Content Brief]
- [4]. Islam MR, et al. Immune modulatory effects of the foodborne contaminant citrinin in mice. Food Chem Toxicol. 2012 Oct;50(10):3537-47. [Content Brief]
- [5]. Wu Y, et al. Citrinin exposure affects oocyte maturation and embryo development by inducing oxidative stress-mediated apoptosis. Oncotarget. 2017 May 23;8(21):34525-34533. [Content Brief]