CYLINDROSPERMOPSIN
CYLINDROSPERMOPSIN Basic information
- Product Name:
- CYLINDROSPERMOPSIN
- Synonyms:
-
- PubChem ID: 42628600
- 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-(hydroxy(2,2a,3,4,5,5a,6,7-octahydro-3-methyl-4-(
- 5a-alpha,7-beta(r*))-(-)-h
- cylindrospermopsin
- sulfooxy)-1h-1,8,8b-triazaacenaphthylen-7-yl)methyl)-,(2a-alpha,3-alpha,4-alp
- 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]-
- CAS:
- 143545-90-8
- MF:
- C15H21N5O7S
- MW:
- 415.42
- Mol File:
- 143545-90-8.mol
CYLINDROSPERMOPSIN Chemical Properties
- Density
- 1.3937 (rough estimate)
- refractive index
- 1.6460 (estimate)
- storage temp.
- −20°C
- solubility
- DMSO: soluble
- form
- white powder
- pka
- -3.78±0.18(Predicted)
- EPA Substance Registry System
- Cylindrospermopsin (143545-90-8)
Safety Information
- 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.
CYLINDROSPERMOPSIN Usage And Synthesis
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-
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.
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