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Basic information

  • Name:
  • 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-octatetraen-1-yl]-4-C-methyl-

  • CAS No.:
  • 25425-12-1

  • Formula:
  • C23H30 O6
  • Synonyms:
  • 2,4,6,8,10,12-Tridecahexaenoicacid,5-hydroxy-3-methoxy-4,12-dimethyl-13-(tetrahydro-3,4-dihydroxy-2,4,5-trimethyl-2-furyl)-,d-lactone (7CI); 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-[2a(1E,3E,5E,7E),3b,4a,5a]]-; 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]-(8CI); 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-(9CI); Citreoviridin; Citreoviridin A; Citreoviridine; Citreoviridine A
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Chemistry

IUPAC Name: 6-[(1E,3E,5E,7E)-8-[(2S,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
Synonyms of Citreoviridin (CAS NO.25425-12-1) : 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)- ; 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 ; Citreoviridin A
CAS NO:25425-12-1
Molecular Formula:C23H30O6
Molecular Weight :402.4807
Molecular Structure :
Index of Refraction: 1.569
Surface Tension: 47.4 dyne/cm
Density: 1.18 g/cm3
Flash Point: 197.7 °C
Enthalpy of Vaporization: 100.35 kJ/mol
Boiling Point: 585.1 °C at 760 mmHg
Vapour Pressure: 3.97E-16 mmHg at 25°C 
Appearance:Orange-yellow powder
Solubility:Citreoviridin is soluble in benzene, ethanol, chloroform, ether, dichloromethane.
Water solubility: Citreoviridin (CAS NO.25425-12-1) is hardly soluble in water (enough to give it yellow color) and hexane
 

Uses

As other Aurovertin group members, Citreoviridin binds to and inhibit mitochondrial ATPase, thereby uncoupling oxidative phosphorylation. Citreoviridin (CAS NO.25425-12-1) are used as biochemical tools.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 7200ug/kg (7.2mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Japanese Journal of Experimental Medicine. Vol. 42, Pg. 91, 1972.
mouse LD50 oral 29mg/kg (29mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Japanese Journal of Experimental Medicine. Vol. 42, Pg. 91, 1972.
mouse LD50 subcutaneous 9600ug/kg (9.6mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Research Communications in Chemical Pathology and Pharmacology. Vol. 59, Pg. 31, 1988.
rabbit LD50 intraperitoneal > 40mg/kg (40mg/kg)   Research Communications in Chemical Pathology and Pharmacology. Vol. 59, Pg. 31, 1988.
rabbit LD50 intravenous 5mg/kg (5mg/kg)   Research Communications in Chemical Pathology and Pharmacology. Vol. 59, Pg. 31, 1988.
rat LD50 subcutaneous 3600ug/kg (3.6mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Japanese Journal of Experimental Medicine. Vol. 42, Pg. 91, 1972.
rat LDLo intraperitoneal 4100ug/kg (4.1mg/kg)   Japanese Journal of Experimental Medicine. Vol. 42, Pg. 91, 1972.
rat LDLo oral 8mg/kg (8mg/kg)   Japanese Journal of Experimental Medicine. Vol. 42, Pg. 91, 1972.

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

Poison by ingestion, subcutaneous, and intraperitoneal routes. When Citreoviridin (CAS NO.25425-12-1) is heated to decomposition it emits acrid smoke and irritating fumes.

RIDADR 3172
HazardClass 6.1(a)
PackingGroup II

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