3669 Nodularin-R Nodularin-R is a cyclic nonribosomal peptide produced by the planktonic cyanobacterium <i>Nodularia spumigena</i>. This cyanobacterium forms blooms in brackish water bodies throughout the world. Nodularin-R is a pentapeptide and contains several unusual non-proteinogenic amino acids such as methyldehydrobutyrine and the _-amino acid ADDA, (all-S,all-E)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid. Nodularin-R is a cyanotoxin and poses a health risk for wild and domestic animals as well as humans. Nodularin-R is a potent hepatotoxin and may cause serious damage to the liver. 118399-22-7 6437077 C41H60N8O10 White powder. Oral The site of action of microcystins is the hepatocyte, the commonest cell type in the liver. They act by disrupting the cytoskeleton, the adaptable protein framework that constantly shapes and reshapes the cell as it responds to the environment. The cells die and this destroys the finer blood vessels of the liver leading to massive hepatic bleeding. The molecular target are a group of enzymes called protein phosphatases that play a role in regulating protein interactions and activities. Very well-defined types of protein phosphatase (type 1 and type 2A) are inhibited very specifically by very low concentrations of microcystins. This enzyme removes phosphate from a protein, a common step in many biochemical pathways. This inhibition, with subsequent build up of phosphorylated proteins, is believed to be a mechanism by which microcystins destroy livers. Microcystins also activate the enzyme phosphorylase b, which plays a very important role in the affairs of the hepatocyte. The combination of inhibition and activation is rapidly lethal to the cell. The specificity of some of these toxins makes them valuable research tools. Microcystins are extremely stable and resist common chemical breakdown such as hydrolysis or oxidation under conditions found in most natural water bodies. These toxins can break down slowly at high temperature (40 °C or 104 o F ) at either very low (<1) or high (>9) pH. The half-life, the time it takes for one-half of the toxin to degrade, at pH 1 and 40 oC is 3 weeks; at typical ambient conditions half-life is 10 weeks. LD50 for rats and mice are in the range 36-122 micrograms/kg with the inhalation toxicity 180 mg/min/m3 or 43 micrograms/kg. In comparing the available indications of hazards from cyanotoxins with other water-related health hazards, it is conspicuous that cyanotoxins have caused numerous fatal poisonings of livestock and wildlife, but no human fatalities due to oral uptake hav 3, not classifiable as to its carcinogenicity to humans. (L135) Microcystins are produced by the cyanobacterial cells. When the algae dies, the cell walls burst, releasing the toxin into the water. WHO developed a drinking water concentration limit of 1.5 μg/L for microcystin LR. They assumed that a 60 kg (132 lbs.) person drinks two liters of water each day and that 80% of the two liters is from a contaminated source. Liver damage. While microcystin-LR does not cause cancer, microcystin may stimulate the growth of cancer cells. The most common sign of human poisoning with microcystins is liver damage. Microcystins can be broken down by some bacterial proteases. 2009-11-17T20:50:33Z 2026-03-26T18:37:27Z http://en.wikipedia.org/wiki/Microcystin Microcystis aeruginosa true [H]\C(C)=C1/N(C)C(=O)CCC(N=C(O)C(C)C(N=C(O)C(CCCNC(N)=N)N=C(O)C(C)C(N=C1O)C(O)=O)C([H])=C([H])C(\C)=C(/[H])C(C)C(CC1=CC=CC=C1)OC)C(O)=O C41H60N8O10 InChI=1S/C41H60N8O10/c1-8-31-38(54)48-34(40(57)58)26(5)36(52)46-29(15-12-20-44-41(42)43)37(53)45-28(25(4)35(51)47-30(39(55)56)18-19-33(50)49(31)6)17-16-23(2)21-24(3)32(59-7)22-27-13-10-9-11-14-27/h8-11,13-14,16-17,21,24-26,28-30,32,34H,12,15,18-20,22H2,1-7H3,(H,45,53)(H,46,52)(H,47,51)(H,48,54)(H,55,56)(H,57,58)(H4,42,43,44)/b17-16+,23-21+,31-8+ IXBQSRWSVIBXNC-ANPQUZCZSA-N 824.977 824.443240164 Exogenous Solid 4941665 CHEM002591 DTXSID60880022 NS00000583 296.4 233.06640000000013 86.89573667581863 13 17 9 2.9646177294473115 11.935126825694212 -1 2 1.85 -5.18 5.49e-03 g/l