A mycotoxin that inhibits the mitochondrial ATPase
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Citreoviridin

Item No. 11319

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,5-anhydro-1,6-dideoxy-2-C-[(8-(4-methoxy-5-methyl-2-oxo-2H-pyran-6-yl)-2-methyl-1E,3E,5E,7E-octatetraen-1-yl]-4-C-methyl-D-iditol
CAS Number
25425-12-1
Molecular Formula
C23H30O6
Formula Weight
402.5
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mg/mlEthanol: 10 mg/ml
λmax
236, 295, 389 nm
SMILES
O=C1C=C(OC)C(C)=C(/C=C/C=C/C=C/C(C)=C/[C@]2(C)[C@H](O)[C@](O)(C)[C@@H](C)O2)O1
InChi Code
InChI=1S/C23H30O6/c1-15(14-22(4)21(25)23(5,26)17(3)29-22)11-9-7-8-10-12-18-16(2)19(27-6)13-20(24)28-18/h7-14,17,21,25-26H,1-6H3/b8-7+,11-9+,12-10+,15-14+/t17-,21+,22-,23+/m1/s1
InChi Key
JLSVDPQAIKFBTO-CFEYTUSBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    Citreoviridin is a mycotoxin isolated from several Penicillium species that has been shown to inhibit the mitochondrial ATP synthetase system.1,2 It inhibits soluble ATPase (KD = 4.1 µM), ADP-stimulated respiration in isolated rat liver mitochondria (KD = 0.15 µM), and ATP-driven reduction of NAD+ by succinate (KD = 2 µM).1 Citreoviridin has been used to target ectopic ATPase activity in cancer cells in order to modulate the metabolic activity associated with tumorigenesis.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Linnett, P.E., Mitchell, A.D., Osselton, M.D., et al. Citreoviridin, a specific inhibitor of the mitochondiral adenosine triphosphatase. Biochem. J. 170(3), 503-510 (1978).

    2. Gause, E.M., Buck, M.A., and Douglas, M.G. Binding of citreoviridin to the β subunit of the yeast F1-ATPase. The Journal of Biological Chemisty 256(2), 557-559 (1981).

    3. Wu, Y.H., Hu, C.W., Chien, C.W., et al. Quantitative proteomic analysis of human lung tumor xenografts treated with the ectopic ATP synthase inhibitor citreoviridin. PLoS One 8(8), 1-19 (2013).