Name: Cylindrospermopsin
Rating: 5 (10 reviews)

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HIT ID:HIT214320773
Cas No:143545-90-8
常用名:Cylindrospermopsin
IUPAC:[(4S,5R,6S,8S,10R)-10-[(R)-(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)(hydroxy)methyl]-5-methyl-2,11,12-triazatricyclo[6.3.1.0^{4,12}]dodec-1(11)-en-6-yl]oxidanesulfonic acid
IUPAC:[(4S,5R,6S,8S,10R)-10-[(R)-(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)(hydroxy)methyl]-5-methyl-2,11,12-triazatricyclo[6.3.1.0^{4,12}]dodec-1(11)-en-6-yl]oxidanesulfonic acid
InChI key:LHJPHMKIGRLKDR-VDPNAHCISA-N

分子式:C15H21N5O7S
分子量:415.42
氢键供体数 (HBD):
氢键受体数 (HBA):
LogP:
SMILES:[H][C@@]12CNC3=N[C@]([H])(C[C@@]([H])(C[C@H](OS(O)(=O)=O)[C@@H]1C)N23)[C@@H](O)c1cc(=O)[nH]c(=O)[nH]1 |t:4|
SMILES:[H][C@@]12CNC3=N[C@]([H])(C[C@@]([H])(C[C@H](OS(O)(=O)=O)[C@@H]1C)N23)[C@@H](O)c1cc(=O)[nH]c(=O)[nH]1 |t:4|

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 &#181M, respectively), leading to cell death. [1] It has been shown to inhibit the activity of the uridine monophosphate synthase complex with a Ki value of 10 &#181M.[2] Cylindrospermopsin is genotoxic, inducing DNA damage as evidenced by double strand breaks and reducing cell viability in HepG2 cells at 0.1-0.5 &#181g/ml.[3]

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