CAS 25425-12-1

Citreoviridin

Description:

Citreoviridin is a mycotoxin produced by certain species of fungi, particularly those in the genus Penicillium. It is primarily known for its occurrence in contaminated food products, especially grains and cereals. This compound is characterized by its yellow-green color and is classified as a polyketide. Citreoviridin exhibits a range of biological activities, including potential toxicity to humans and animals, which can lead to health issues such as liver damage and other organ dysfunctions upon ingestion. The substance has been studied for its effects on cellular processes, including its ability to inhibit protein synthesis. Due to its toxicological profile, citreoviridin is of significant concern in food safety and public health, prompting regulatory measures to limit its presence in food supplies. Its chemical structure includes multiple functional groups that contribute to its reactivity and biological effects. Overall, citreoviridin serves as an important example of the need for vigilance in monitoring mycotoxins in agricultural products.

Formula: C₂₃H₃₀O₆

InChI: 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: InChIKey=JLSVDPQAIKFBTO-OMCRQDLASA-N

SMILES: C(=C(/C=C/C=C/C=C/C1=C(C)C(OC)=CC(=O)O1)\C)\[C@@]2(C)[C@H](O)[C@@](C)(O)[C@@H](C)O2

Synonyms:

• (1R,5E)-1,4-anhydro-5,6,7-trideoxy-6-[(1E,3E,5E)-6-(4-methoxy-5-methyl-2-oxo-2H-pyran-6-yl)hexa-1,3,5-trien-1-yl]-1,4-dimethyl-2-C-methyl-L-arabino-hept-5-enitol
• 2,4,6,8,10,12-Tridecahexaenoic acid, 5-hydroxy-3-methoxy-4,12-dimethyl-13-(tetrahydro-3,4-dihydroxy-2,4,5-trimethyl-2-furyl)-, δ-lactone
• 2,5-Anhydro-1,6-dideoxy-2-C-[(1E,3E,5E,7E)-8-(4-methoxy-5-methyl-2-oxo-2H-pyran-6-yl)-2-methyl-1,3,5,7-octatetraen-1-yl]-4-C-methyl-<span class="text-smallcaps">D</span>-iditol
• 2H-Pyran-2-one, 4-methoxy-5-methyl-6-(7-methyl-8-(tetrahydro-3,4-dihydroxy-2,4,5-trimethyl-2-furanyl)-1,3,5,7-octatetraenyl)-
• 2H-Pyran-2-one, 4-methoxy-5-methyl-6-(7-methyl-8-(tetrahydro-3,4-dihydroxy-2,4,5-trimethyl-2-furyl)-1,3,5,7-octatetraenyl)-
• 2H-Pyran-2-one, 4-methoxy-5-methyl-6-[7-methyl-8-(tetrahydro-3,4-dihydroxy-2,4,5-trimethyl-2-furanyl)-1,3,5,7-octatetraenyl]-, [2S-[2α(1E,3E,5E,7E),3β,4α,5α]]-
• 4-Methoxy-5-methyl-6-(7-methyl-8-(tetrahydro-3,4-dihydroxy-2,4,5-trimethyl-2-furyl)-1,3,5,7-octatetraenyl)-2H-pyran-2-one
• <span class="text-smallcaps">D</span>-Iditol, 2,5-anhydro-1,6-dideoxy-2-C-[(1E,3E,5E,7E)-8-(4-methoxy-5-methyl-2-oxo-2H-pyran-6-yl)-2-methyl-1,3,5,7-octatetraen-1-yl]-4-C-methyl-
• <span class="text-smallcaps">D</span>-Iditol, 2,5-anhydro-1,6-dideoxy-2-C-[(1E,3E,5E,7E)-8-(4-methoxy-5-methyl-2-oxo-2H-pyran-6-yl)-2-methyl-1,3,5,7-octatetraenyl]-4-C-methyl-
• Brn 5311865
• Citreoviridin
• Citreoviridin A
• Citreoviridine
• Citreoviridine A
• Nsc 159630
• D-Iditol, 2,5-anhydro-1,6-dideoxy-2-C-[(1E,3E,5E,7E)-8-(4-methoxy-5-methyl-2-oxo-2H-pyran-6-yl)-2-methyl-1,3,5,7-octatetraenyl]-4-C-methyl-

Citreoviridin

CAS: 25425-12-1

Citreoviridin

Formula: C₂₃H₃₀O₆

Purity: By hplc: 99.67% (Typical Value in Batch COA)

Color and Shape: yellow powder

Molecular weight: 402.48g/mol

Ref: 54-BIC0127

Citreoviridin

CAS: 25425-12-1

Citreoviridin from Penicillium citreoviride blocks brain Na+/K+-ATPase; boosts Na+/K+- and Mg2+-ATPase in microsomes dose-dependently.

Formula: C₂₃H₃₀O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 402.48

Ref: TM-T13618

Citreoviridin

CAS: 25425-12-1

Citreoviridin is a mycotoxin, which is derived from specific strains of the mold genera Penicillium and Aspergillus. This compound is classified as a yellow crystalline toxin and is known for its potent biological activity, particularly its role as an inhibitor of ATP synthase. Citreoviridin functions by interfering with ATP synthesis, a critical process in cellular energy metabolism. It binds to the F0 component of ATP synthase, disrupting proton translocation and thus inhibiting ATP production. This mode of action makes Citreoviridin a subject of interest in biochemical and physiological studies concerning energy metabolism and mitochondrial function.

Purity: Min. 95%

Ref: 3D-BC162714

Citreoviridin (80%, Contain Isocitreoviridin)

Controlled Product

CAS: 25425-12-1

Stability Light Sensitive
Applications Citreoviridin is a mycotoxin found in dairy products and is produced by Fusarium, Aspergillus, and Penicillium.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Jia, W., et. al.: J. Chrom. A., 1345, 107 (2014); Malhotra, B.D., et. al.: App. Biochem. Biotech., (Ahead of Print) (2014)

Formula: C₂₃H₃₀O₆

Color and Shape: Neat

Molecular weight: 402.48

Ref: TR-C520560