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citreoviridin

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citreoviridin Basic information

Product Name:
citreoviridin
Synonyms:
  • citreoviridin
  • CITREOVIRIDINE
  • 4-Methoxy-5-methyl-6-[(1E,3E,5E,7E)-7-methyl-8-[(2S)-tetrahydro-3α,4β-dihydroxy-2,4,5β-trimethylfuran-2-yl]-1,3,5,7-octatetrenyl]-2H-pyran-2-one
  • 4-Methoxy-5-methyl-6-[(1E,3E,5E,7E)-7-methyl-8-[(2S)-tetrahydro-3α,4β-dihydroxy-2,4,5β-trimethylfuran-2β-yl]-1,3,5,7-octatetrenyl]-2H-pyran-2-one
  • 4-Methoxy-5-methyl-6-[(1E,3E,5E,7E)-7-methyl-8-[(2S)-tetrahydro-3α,4β-dihydroxy-2α,4,5β-trimethylfuran-2-yl]-1,3,5,7-octatetrenyl]-2H-pyran-2-one
  • Citreoviridin A
  • 6-[(1E,3E,5E,7E)-8-[(2R,3R,4R,5R)-3,4-dihydroxy-2,4,5-trimethyloxolan-2-yl]-7-methylocta-1,3,5,7-tetraenyl]-4-methoxy-5-methylpyran-2-one
  • Citreoviridin, 97%, from Penicillium citreoviride biourge
CAS:
25425-12-1
MF:
C23H30O6
MW:
402.48
Product Categories:
  • mycotoxin
Mol File:
25425-12-1.mol
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citreoviridin Chemical Properties

Melting point:
107-111℃
Boiling point:
444.62°C (rough estimate)
Density 
1.1271 (rough estimate)
refractive index 
1.4593 (estimate)
storage temp. 
2-8°C
solubility 
DMSO: 10 mg/ml; Ethanol: 10 mg/ml
form 
Yellow to orange powder.
pka
13.67±0.70(Predicted)
Stability:
Light Sensitive
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Safety Information

Hazard Codes 
T
Risk Statements 
63-23/24/25-36/37/38
Safety Statements 
22-26-36/37/39-45
RIDADR 
3172
RTECS 
UQ1235000
HazardClass 
6.1(a)
PackingGroup 
II
HS Code 
29322090
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citreoviridin Usage And Synthesis

Chemical Properties

Yellow powder

Uses

Citreoviridin is the dominant analogue of a family of tetraene mycotoxins with potent neurotoxic effects, produced by several species of Aspergillus and Penicillium. Citreoviridin inhibits mitochondrial ATPase and is a causative agent of cardiac beriberi.

Uses

Citreoviridin is a mycotoxin isolated from several Penicillium species that has been shown to inhibit the mitochondrial ATP synthetase system. 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). Citreoviridin has been used to target ectopic ATPase activity in cancer cells in order to modulate the metabolic activity associated with tumorigenesis.[Cayman Chemical]

Definition

ChEBI: Citreoviridin is a member of 2-pyranones.

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