epicylindrospermopsin

Names

[ Name ]:
epicylindrospermopsin

[Synonym ]:
(2aR,3S,4R,5aR,7S)-7-[(R)-(2,6-Dioxo-1,2,3,6-tetrahydro-4-pyrimidinyl)(hydroxy)methyl]-3-methyl-2,2a,3,4,5,5a,6,7-octahydro-1H-1,8,8b-triazaacenaphthylen-4-yl hydrogen sulfate
2,4(1H,3H)-Pyrimidinedione, 6-[(R)-hydroxy[(2aR,3S,4R,5aR,7S)-2,2a,3,4,5,5a,6,7-octahydro-3-methyl-4-(sulfooxy)-1H-1,8,8b-triazaacenaphthylen-7-yl]methyl]-
(2aS,3R,4S,5aS,7R)-7-[(S)-(2,6-Dioxo-1,2,3,6-tetrahydro-4-pyrimidinyl)(hydroxy)methyl]-3-methyl-2a,3,4,5,5a,6,7,8-octahydro-2H-1,8,8b-triazaacenaphthylen-4-yl hydrogen sulfate
(2aR,3S,4R,5aR,7S)-7-[(R)-(2,6-Dihydroxy-4-pyrimidinyl)(hydroxy)methyl]-3-methyl-2a,3,4,5,5a,6,7,8-octahydro-2H-1,8,8b-triazaacenaphthylen-4-yl hydrogen sulfate
2,4(1H,3H)-Pyrimidinedione, 6-[(S)-hydroxy[(2aS,3R,4S,5aS,7R)-2a,3,4,5,5a,6,7,8-octahydro-3-methyl-4-(sulfooxy)-2H-1,8,8b-triazaacenaphthylen-7-yl]methyl]-
7-epicyclindrospermopsin
Cylindrospermopsin
epicylindrospermopsin
2,4(1h,3h)-pyrimidinedione,6-(hydroxy(2,2a,3,4,5,5a,6,7-octahydro-3-methyl-4-(
2,4-Pyrimidinediol, 6-[(R)-hydroxy[(2aR,3S,4R,5aR,7S)-2a,3,4,5,5a,6,7,8-octahydro-3-methyl-4-(sulfooxy)-2H-1,8,8b-triazaacenaphthylen-7-yl]methyl]-

Biological Activity

[Description]:

Cylindrospermopsin is a cyanotoxin produced by a variety of freshwater cyanobacteria. It is a polycyclic uracil derivative containing guanidine and sulfate groups, which can inhibit protein synthesis and covalently modify DNA or RNA[1].

[Related Catalog]:

Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis

Research Areas >> Others

[References]

[1]. I R Falconer, et al. Preliminary evidence for in vivo tumour initiation by oral administration of extracts of the blue-green alga cylindrospermopsis raciborskii containing the toxin cylindrospermopsin. Environ Toxicol. 2001;16(2):192-5.

Chemical & Physical Properties

[ Density]:
2.0±0.1 g/cm3

[ Molecular Formula ]:
C₁₅H₂₁N₅O₇S

[ Molecular Weight ]:
415.422

[ Exact Mass ]:
415.116180

[ PSA ]:
185.56000

[ LogP ]:
-1.22

[ Appearance of Characters ]:
white powder

[ Index of Refraction ]:
1.858

[ Storage condition ]:
−20°C

[ Water Solubility ]:
DMSO: soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UV9104310

CHEMICAL NAME :: 2,4(1H,3H)-Pyrimidinedione, 6-(hydroxy(2,2a,3,4,5,5a,6,7-octahydro-3-methyl-4-(su lfooxy)- 1H-1,8,8b-triazaacenaphthylen-7-yl)methyl)-, (2a-alpha,3-alpha,4-alpha,5a- alpha,7-beta(R*))-(-)-

CAS REGISTRY NUMBER :: 143545-90-8

LAST UPDATED :: 199706

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C15-H21-N5-O7-S

MOLECULAR WEIGHT :: 415.47

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2100 ug/kg

TOXIC EFFECTS :: Liver - hepatitis (hepatocellular necrosis), zonal Kidney, Ureter, Bladder - other changes Blood - changes in spleen

REFERENCE :: TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 14,211,1994

Safety Information

[ WGK Germany ]:
3

[ RTECS ]:
UV9104310

Related Compounds

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