143545-90-8
Chemical Structure
Cylindrospermopsin
- CAS No.: 143545-90-8
- Formula:C15H21N5O7S
- Molecular Weight:415.42
IUPAC Name: (2aS,3R,4S,5aS,7R)-7-((R)-(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)(hydroxy)methyl)-3-methyl-2,2a,3,4,5,5a,6,7-octahydro-1H-1,2a1,8-triazaacenaphthylen-4-yl hydrogen sulfate
InChIKey: LHJPHMKIGRLKDR-VDPNAHCISA-N
SMILES: O[C@H]([C@]1([H])N=C2N([C@@](CN2)([H])[C@@H](C)[C@@H](OS(=O)(O)=O)C3)[C@@]3([H])C1)C(NC4=O)=CC(N4)=O
Biological Activity: Cylindrospermopsin, a cyanotoxin, is a polycyclic uracil derivative containing guanidine and sulfate groups, which can inhibit protein synthesis and covalently modify DNA or RNA. Cylindrospermopsin induces hepatocellular hypertrophy, renal cellular hypertrophy, intracellular reactive oxygen species (ROS), DNA strand breaks, mitochondrial hyperpolarisation, ultrastructural damage, and altered gene expression in liver, kidney, and intestinal cells. Cylindrospermopsin can be used in research including hepatocellular carcinoma and water quality testing[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Cylindrospermopsin | 98.76% | Cylindrospermopsin, a cyanotoxin, is a polycyclic uracil derivative containing guanidine and sulfate groups, which can inhibit protein synthesis and covalently modify DNA or RNA. Cylindrospermopsin induces hepatocellular hypertrophy, renal cellular hypertrophy, intracellular reactive oxygen species (ROS), DNA strand breaks, mitochondrial hyperpolarisation, ultrastructural damage, and altered gene expression in liver, kidney, and intestinal cells. Cylindrospermopsin can be used in research including hepatocellular carcinoma and water quality testing. | ||||||||||||||||||||
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Similarity Score 0.39
HY-122353Orotirelin -
Similarity Score 0.38
HY-B1751BQuinine sulfate -
Similarity Score 0.37
HY-19605Gonyautoxin II -
Similarity Score 0.37
HY-W343059Gonyautoxin III -
Similarity Score 0.37
HY-183457ACilobamine methanesulfonate -
Similarity Score 0.37
HY-117178TA 0910 acid-type -
Similarity Score 0.36
HY-147017GSK2556286 -
Similarity Score 0.36
HY-B0596Taltirelin -
Similarity Score 0.36
HY-B0596ATaltirelin acetate -
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References
- [1]. Chernoff N, et al. Cylindrospermopsin toxicity in mice following a 90-d oral exposure. J Toxicol Environ Health A. 2018;81(13):549-566. [Content Brief]
- [2]. Falconer IR, 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):192-195. [Content Brief]
- [3]. Gutiérrez-Praena D, et al. Biochemical and pathological toxic effects induced by the cyanotoxin Cylindrospermopsin on the human cell line Caco-2. Water Res. 2012;46(5):1566-1575. [Content Brief]
- [4]. Štraser A, et al. The influence of cylindrospermopsin on oxidative DNA damage and apoptosis induction in HepG2 cells. Chemosphere. 2013;92(1):24-30. [Content Brief]
