11076-19-0
BONGKREKIC ACID
CAS: 11076-19-0
Molecular Formula: C28H38O7
11076-19-0 - Names and Identifiers
11076-19-0 - Physico-chemical Properties
| Molecular Formula | C28H38O7 |
| Molar Mass | 486.6 |
| Density | 1.114±0.06 g/cm3(Predicted) |
| Melting Point | 50-60° |
| Boling Point | 715.1±60.0 °C(Predicted) |
| Specific Rotation(α) | D25 +162.5° |
| Solubility | Soluble in DMSO (up to 100 mg/ml) or in Water (up to 1 mg/ml). |
| Appearance | Lyophilized solid |
| pKa | 4.15±0.10(Predicted) |
| Storage Condition | -20°C |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 3 months. |
| In vitro study | Bongkrekic acid (0-50 μM; 48 hours) stimulated formazan formation in MDA-MB-231, MCF-7 and LTED cells with EC 50 of 34.14 μM, >50 μM and 2.58 μM, respectively.Bongkrekic acid (0.1-25 μM; 48 hours) decreases the living cell numbers in LTED cells and parent MCF-7 cells in a dose-dependent manner. |
11076-19-0 - Risk and Safety
| WGK Germany | - |
| Toxicity | LD50 i.v. in mice: 1.41 mg/kg (Lijmbach) |
11076-19-0 - References
| Product characteristics | amino acid is a toxin that can cause food poisoning produced by the subspecies of Pseudomonas sp, as one of the toxins produced by the pathogenic bacteria of fermented rice flour poisoning and tremella poisoning, it has strong biological activity and is the main toxic metabolite of food poisoning and death caused by Pseudomonas aeruginosa. Yeast acid is basically tasteless, it is difficult to detect, its heat resistance is very strong, that is, the use of 100 ° C boiling water or cooking with a high pressure cooker can not damage its toxicity, after eating can cause poisoning. At present, there is no specific detoxification drugs on the yeast acid, once poisoning, Case Fatality Rate up to 40% A 100%. highly toxic amino acids |
| Types of contaminated food | rice yeast acid is fermented corn flour products, the main cause of poisoning caused by denatured fresh tremella fuciformis and other denatured starch products. The common food in the north is mainly made of fermented rice noodles, sour soup, and so on. In the South, most of the rice noodles are made of fermented rice and glutinous rice, river flour and other foods. |
| toxicological effects | amino acids produce toxic effects by inhibiting mitochondrial adenine nucleotide translocase (ANT), however, toxigenin acts on the electron transport chain in cells, affecting respiration and producing a large number of toxic hydrogen peroxide molecules. Adenosine triphosphate (ATP) synthesized in the mitochondria is exchanged to cytosolic adenosine diphosphate (ADP) by ANT to provide a continuous supply of ADP to the mitochondrial matrix. Adenine nucleotide translocase is one of the most abundant mitochondrial proteins, accounting for 10% of mitochondrial inner membrane proteins. Three ANT isomers have been found in humans and are distributed to varying degrees in the heart, skeletal muscle, fibroblasts and liver. It plays a role in coordinated (apoptosis) and uncoordinated (necrotic) cell death by becoming part of the mitochondrial lethal pore of the mitochondrial permeability transition pore (MPTP). MPTP is a protein-based channel that regulates mitochondrial membrane permeability. Mycophenolic acid and its laboratory-synthesized derivatives (with different functional groups) have emerged as tools for studying the mechanisms of apoptosis in more than 700 papers. In the earliest study on the pathophysiology of yeast acid cells, Welling et al. showed that the glucose content and cellular oxygen intake in sheep heart tissue decreased in a dose-dependent manner, As well as lactic acid accumulation and acidosis. These findings led them to hypothesize that amino acids inhibit mitochondrial enzymes. Later studies have shown that the amino acid is a specific ligand for ANT and inhibits the translocase by freezing ANT into the "M" (matrix-oriented) conformation. Only 1 μmol of amino acid per 1 mg of mitochondrial protein is sufficient to completely block the phosphorylation of ADP. About 10 μmol of amino acid is required at 6 mmol of ATP per 1 mg of mitochondrial protein to completely prevent ATP hydrolysis. |
| toxicity | the toxicity of the amino acid was compared with the aflatoxin (aflatoxin toxicity is 68 times of arsenic), it can only be said that there is no less than, can be on the human body's liver, kidney, heart, brain and other important organs can produce serious damage, after a large number of consumption Mortality Rate up to 40%-100%. Burkholderia fermentans can produce two kinds of toxins, namely, oryzanol acid (Bongkrek acid) and toxoflavin, which together lead to toxic symptoms, the former is more toxic. Amino acid is a heat-stable, highly unsaturated tricarboxylic acid with a molecular weight of 486 kDa. as a highly unsaturated fatty acid, there is little information on the toxicokinetics and lethal dose of amino acid to humans. One source indicates that 1-1.5 mg can be fatal to humans, and another source indicates an oral LD50 of 3.16 mg/kg. Studies in mice showed an oral LD50 of 0.68-6.84 mg / kg and an intravenous LD50 of 1.41 mg/kg. Another study in rats showed that oral administration of 2 mg / 100 g resulted in death within 2-5 hours. In the same study, rats initially survived 1 mg/100g, but repeated dosing after 48 hours resulted in death. The amino acid is a highly unsaturated fatty acid and highly fat-soluble, and therefore may have a large volume of distribution, but the absorption curve and volume of distribution of the amino acid are not known. |
| biological activity | Bongkrekic acid is a mitochondrial toxin secreted by Pseudomonas sp. Bongkrekic acid is a specific ligand for mitochondrial adenine nucleotide (ADP/ATP) translocase (ANT) rather than the electron transport chain. Bongkrekic acid must exert an inhibitory effect on ADP/ATP transport through the inner mitochondrial membrane. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:45:29
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Product Name: Bongkrekic Acid Visit Supplier Webpage Request for quotationCAS: 11076-19-0
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
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