Cylindrospermopsin

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.Formal Name: 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. CAS Number: 143545-90-8. Molecular Formula: C15H21N5O7S. Formula Weight: 415.4. Purity: >95%. Formulation: (Request formulation change), A powder. Solubility: DMSO: Soluble, Methanol: Soluble, Water: Soluble. SMILES: C[C@H]1[C@@H](OS(=O)(O)=O)C[C@@]2([H])N(C3=N[C@]([C@@H](O)C(N([H])C(N4[H])=O)=CC4=O)([H])C2)[C@@]1(CN3)[H]. InChi Code: InChI=1S/C15H21N5O7S/c1-6-10-5-16-14-17-8(13(22)9-4-12(21)19-15(23)18-9)2-7(20(10)14)3-11(6)27-28(24,25)26/h4,6-8,10-11,13,22H,2-3,5H2,1H3,(H,16,17)(H,24,25,26)(H2,18,19,21,23)/t6-,7+,8-,10-,11?,13-/m1/s1. InChi Key: LHJPHMKIGRLKDR-WWPCZCFNSA-N. Origin: Bacterium/Cylindrospermopsis raciborskii.