An internal standard for the quantification of citrinin
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Labeled Version(s)
11320Citrinin
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Citrinin-13C13

Item No. 31296

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,4S)-8-hydroxy-3,4,5-tri(methyl-13C)-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic-13C9 acid
Synonyms
  • (–)-Citrinin-13C13
  • CTN-13C13
Molecular Formula
[13C]13H14O5
Formula Weight
263.2
Purity
≥98%
Formulation (Request formulation change)
A 10 µg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
Acetonitrile: soluble
SMILES
O[13C]([13C]1=[13CH]O[13C@H]([13CH3])[13C@@H]([13CH3])[13C]1=[13C]2[13CH3])=[13C]([13C](O)=O)[13C]2=O
InChi Code
InChI=1S/C13H14O5/c1-5-7(3)18-4-8-9(5)6(2)11(14)10(12(8)15)13(16)17/h4-5,7,15H,1-3H3,(H,16,17)/t5-,7-/m1/s1/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1,13+1
InChi Key
CQIUKKVOEOPUDV-DZIGRXTASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1.2 ml

    $1,128

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    Product Description

    Citrinin-13C13 is intended for use as an internal standard for the quantification of citrinin (Item No. 11320) by GC- or LC-MS. Citrinin is a mycotoxin that has been found in Monascus and has diverse biological activities.1,2,3,4 It is active against S. aureus, methicillin-resistant S. aureus (MRSA), rifampicin-resistant S. aureus, and vancomycin-resistant E. faecium (MICs = 1.95, 3.9, 0.97, and 7.81 µg/ml, respectively), as well as the pathogenic yeast C. neoformans (MIC = 3.9 µg/ml).2 It is cytotoxic to a variety of cells in vitro, including bovine kidney cells and mice embryonic stem cells.4 Citrinin (30 µM) induces reactive oxygen species (ROS) production, mitochondrial membrane potential loss, and apoptosis in HepG2 cells, effects that can be blocked by the antioxidant resveratrol.3 In contrast, citrinin reduces glutamate-induced excitotoxicity in primary rat cortical neurons at concentrations ranging from 0.1 to 1,000 nM and inhibits LPS-induced production of nitric oxide (NO) in RAW 264.7 cells at 0.625 to 40 µM.4 It is toxic to brine shrimp larvae (LD50 = 96 µg/ml), as well as to rats and mice with oral LD50 values of 50 and 87-105 mg/kg, respectively.2,4 It induces reproductive abnormalities in male mice and toxic effects in the liver, kidney, heart, and gastrointestinal tracts of various animals.4 Citrinin has been found in stored cereal grains, as well as beans, fruit, and herbs.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Blanc, P.J., Laussac, J.P., Le Bars, P., et al. Characterization of monascidin A from Monascus as citrinin. Int. J. Food Microbiol. 27(2-3), 201-213 (1995).

    2. Subramani, R., Kumar, R., Prasad, P., et al. Cytotoxic and antibacterial substances against multi-drug resistant pathogens from marine sponge symbiont: Citrinin, a secondary metabolite of Penicillium sp. Asian Pac. J. Allergy Immunol. 3(4), 291-296 (2013).

    3. Chen, C.-C., and Chan, W.-H. Inhibition of citrinin-induced apoptotic biochemical signaling in human hepatoma G2 cells by resveratrol. Int. J. Mol. Sci. 10(8), 3338-3357 (2009).

    4. Filho, A.R.d.S., Islam, M.T., Ali, E.S., et al. A comprehensive review on biological properties of citrinin. Food Chem. Toxicol. 110, 130-141 (2017).