CAS 111755-37-4|Microcystin RR
| Common Name | Microcystin RR | ||
|---|---|---|---|
| CAS Number | 111755-37-4 | Molecular Weight | 1038.200 |
| Density | 1.4±0.1 g/cm3 | Boiling Point | / |
| Molecular Formula | C49H75N13O12 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 11 °C |
| Symbol | GHS06 | Signal Word | Danger |
Names
| Name | Microcystin RR from Microcystis aeruginosa |
|---|---|
| Synonym | More Synonyms |
Microcystin RR BiologicalActivity
| Description | Microcystin-RR (Cyanoviridin RR) is a potent and orally active protein phosphatase inhibitor. Microcystin-RR induces Apoptosis and ER stress in mice liver[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisSignaling Pathways >>Metabolic Enzyme/Protease >>PhosphataseResearch Areas >>Metabolic Disease |
| In Vivo | Microcystin-RR (0、4..6、23、46、93、186 µg/mL；灌胃；每日一次，连续 7 天) 在小鼠肝脏中以剂量依赖性方式诱导细胞凋亡并增加 Bax、p53 的表达，降低 Bcl-2 的表达[2]。 Animal Model: 20-22 g, male ICR mice[2] Dosage: 0, 4..6, 23, 46, 93, 186 µg/mL Administration: Gavage; daily for 7 days Result: Induced obvious apoptosis in mice liver with the percentage of apoptotic cells were 10.46, 12.6, 12.7, 13.3, 28.5, and 37.5% for 0, 4..6, 23, 46, 93, 186 µg/mL, respectively; increased the expression of Bax,p53, decreased the expression of Bcl-2 in a dose-dependent manner in mice liver. |
| References | [1]. Matsushima R, et al. In vitro and in vivo effects of protein phosphatase inhibitors, microcystins and nodularin, on mouse skin and fibroblasts. Biochem Biophys Res Commun. 1990 Sep 14;171(2):867-74. [2]. Huang P, et al. The apoptotic effect of oral administration of microcystin-RR on mice liver. Environ Toxicol. 2011 Oct;26(5):443-52. |
Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Molecular Formula | C49H75N13O12 |
| Molecular Weight | 1038.200 |
| Flash Point | 11 °C |
| Exact Mass | 1037.565796 |
| PSA | 402.54000 |
| LogP | -3.96 |
| Index of Refraction | 1.619 |
| InChIKey | JIGDOBKZMULDHS-UUHBQKJESA-N |
| SMILES | C=C1C(=O)NC(C)C(=O)NC(CCCN=C(N)N)C(=O)NC(C(=O)O)C(C)C(=O)NC(CCCN=C(N)N)C(=O)NC(C=CC(C)=CC(C)C(Cc2ccccc2)OC)C(C)C(=O)NC(C(=O)O)CCC(=O)N1C |
| Storage condition | −20°C |
| Water Solubility | ethanol: water (1:1): 50 mg/mL |
Safety Information
| Symbol | GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H300-H310-H315-H317-H319-H330-H335 |
| Precautionary Statements | P260-P264-P280-P284-P301 + P310-P302 + P350 |
| Personal Protective Equipment | Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges |
| Hazard Codes | T: Toxic;T+: Very toxic;F: Flammable; |
| Risk Phrases | R26/27/28 |
| Safety Phrases | 26-36/37/39-45-36/37-16 |
| RIDADR | UN 2811 6.1/PG 2 |
| WGK Germany | 3 |
Articles30
More Articles| The conjugation of microcystin-RR by human recombinant GSTs and hepatic cytosol. Toxicol. Lett. 219(3) , 231-8, (2013) Many cyanobacterial species can produce cyanotoxins, among which mycrocistins (MC) are a group of ≈100 congeners of hepatotoxic cyclic heptapeptides. MC-RR differs from MC-LR, the most studied congene... | |
| Similar uptake profiles of microcystin-LR and -RR in an in vitro human intestinal model. Toxicology 290(1) , 7-13, (2011) Microcystins (MCs) are cyclic hepatotoxins produced by various species of cyanobacteria. Their structure includes two variable amino acids (AA) leading to more than 80 MC variants. In this study, we f... | |
| In vitro and in vivo safety assessment of edible blue-green algae, Nostoc commune var. sphaeroides Kützing and Spirulina plantensis. Food Chem. Toxicol. 49(7) , 1560-4, (2011) Blue-green algae (BGA) have been consumed as food and herbal medicine for centuries. However, safety for their consumption has not been well investigated. This study was undertaken to evaluate in vitr... |
Synonyms
| MFCD00871765 |
| (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-Bis(3-carbamimidamidopropyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl]-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid |
| Microcystin RR |
| 1,4,7,10,14,17,21-Heptaazacyclopentacosane-11,22-dicarboxylic acid, 8,15-bis[3-[(aminoiminomethyl)amino]propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenyl-1,3-heptadien-1-yl]-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-, (5R,8S,11R,12S,15S,18S,19S,22R)- |
| (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-Bis(3-carbamimidamidopropyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenyl-1,3-heptadien-1-yl]-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid |
| microcystin-RR |
