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ChemicalBook--->CAS DataBase List--->143545-90-8

143545-90-8

143545-90-8 Structure

143545-90-8 Structure
IdentificationBack Directory
[Name]

CYLINDROSPERMOPSIN
[CAS]

143545-90-8
[Synonyms]

cylindrospermopsin
PubChem ID: 42628600
5a-alpha,7-beta(r*))-(-)-h
sulfooxy)-1h-1,8,8b-triazaacenaphthylen-7-yl)methyl)-,(2a-alpha,3-alpha,4-alp
2,4(1h,3h)-pyrimidinedione,6-(hydroxy(2,2a,3,4,5,5a,6,7-octahydro-3-methyl-4-(
6-[(R)-Hydroxy[(2aS,3R,4S,5aS,7R)-2,2a,3,4,5,5a,6,7-octahydro-3-methyl-4-(sulfooxy)-1H-1,8,8b-triazaacenaphthylen-7-yl]methyl]-2,4(1H,3H)-pyrimidinedione
2,4(1H,3H)-Pyrimidinedione, 6-[(R)-hydroxy[(2aS,3R,4S,5aS,7R)-2,2a,3,4,5,5a,6,7-octahydro-3-methyl-4-(sulfooxy)-1H-1,8,8b-triazaacenaphthylen-7-yl]methyl]-
[Molecular Formula]

C15H21N5O7S
[MDL Number]

MFCD01939922
[MOL File]

143545-90-8.mol
[Molecular Weight]

415.425
Chemical PropertiesBack Directory
[density ]

1.3937 (rough estimate)
[refractive index ]

1.6460 (estimate)
[storage temp. ]

−20°C
[solubility ]

DMSO: soluble
[form ]

white powder
[EPA Substance Registry System]

Cylindrospermopsin (143545-90-8)
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

UV9104310
[Hazardous Substances Data]

143545-90-8(Hazardous Substances Data)
[Toxicity]

mouse,LD50,intraperitoneal,2100ug/kg (2.1mg/kg),LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"BLOOD: CHANGES IN SPLEENKIDNEY, URETER, AND BLADDER: OTHER CHANGES,Toxicologist. Vol. 14, Pg. 211, 1994.
Hazard InformationBack Directory
[Description]

Cylindrospermopsin, a tricyclic uracil derivative, is a cyanobacterial toxin that was first discovered in an algal bloom contaminating a local drinking supply on Palm Island in Queensland, Australia after an outbreak of a mysterious disease. Cylindrospermopsin targets protein and glutathione synthesis in hepatocytes (IC50s = 1.3 and 2.4 μM, respectively), leading to cell death. It has been shown to inhibit the activity of the uridine monophosphate synthase complex with a Ki value of 10 μM. Cylindrospermopsin is genotoxic, inducing DNA damage as evidenced by double strand breaks and reducing cell viability in HepG2 cells at 0.1-0.5 μg/ml.
[Uses]

Cylindrospermopsin is a cyanotoxin produced by cyanobacterial species and found in many bodies of water.
[Definition]

ChEBI: A triazaacenaphthylene that is 2,2a,3,4,5,5a,6,7-octahydro-1H-1,8,8b-triazaacenaphthylene which is substituted at positions 3, 4, and 7 by methyl, sulfooxy, and (2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)(hydroxy)methyl groups, respecti ely (the 2aS,3R,4S,5aS,7R stereoisomer in which the carbon bearing the hydroxy group has R configuration). It is a cyanotoxin produced by several species f freshwater cyanobacteria, such as Aphanizomenon ovalisporum.
[storage]

Store at -20°C
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