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Fumitremorgin A
FUMITREMORGENA · Fumitremorgin A · A Fumitremorgin A · Fumitremorgin A / Fumitremorgen A · 5H,12H-3,4-Dioxa-5a,11a,15a-triazacyclooct[lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione, 1,10,10a,14,14a,15b-hexahydro-10a-hydroxy-7-methoxy-2,2-dimethyl-10-[(3-methyl-2-buten-1-yl)oxy]-5-(2-methyl-1-propen-1-yl)-, (5R,10S,10aR,14aS,15bS)-
識別子と物理属性
| CAS No. | 12626-18-5 |
|---|---|
| 分子式 | C32H41N3O7 |
| 平均分子量 | 579.7 g/mol |
| 単同位体質量 | 579.29445066 g/mol |
| SMILES | COc1ccc2c3c4n(c2c1)[C@@H](C=C(C)C)OOC(C)(C)C[C@@H]4N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3OCC=C(C)C |
| InChIKey | ACGHJVZDNQZJOV-BMOJZYMJSA-N |
| PubChem CID | 107713 |
| ChEBI | CHEBI:72766 |
| DTXSID | DTXSID30925479 |
化学・物理的性質
| XLogP | 3.8 |
|---|---|
| 極性表面積 | 103 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 7 |
| 回転可能結合数 | 5 |
| 重原子数 | 42 |
| 形式電荷 | 0 |
| 複雑度 | 1,150 |
| 沸点 | 762.1±60.0 °C(Predicted) |
| 密度 | 1.34±0.1 g/cm3(Predicted) |
| pKa（酸解離定数） | 10.53±0.70(Predicted) |
安全性と法規制
| Treatment | To control severe tremors caused by tremorgenic mycotoxins, methocarbamol should be administered. Generalized seizures may be treated with diazepam followed by methocarbamol or a barbiturate such as pentobarbital sodium. Gastric lavage should be performed and activated charcoal administered to limit further absorption of toxins. (A744) |
|---|---|
| 健康影響 | Tremorgenic mycotoxins affect central nervous system activity. They cause a neurological disease of cattle known as "staggers syndrome". (A2976) |
| 暴露経路 | Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101) |
| 毒性の概要 | Tremorgenic mycotoxins exert their toxic effects by interfering with neurotransmitter release, possibly by causing degeneration of nerve terminals. They are thought to inhibit gamma-aminobutyric acid (GABA) receptors, both pre- and postsynaptic, as well as inhibit transmitter breakdown at the GABA-T receptors. This would initially increase neurotransmitter levels, potentiating the GABA-induced chloride current, then lead to decreased levels of neurotransmitter in the synapse. (A2974, A2975, A2976) |
| Signs and Symptoms | Tremorgenic mycotoxins affect central nervous system activity, inducing neurologic symptoms including mental confusion, paralysis, tremors, seizures, and death. They cause a neurological disease of cattle known as "staggers syndrome", which is characterized by muscle tremors and hyperexcitability. Fumitremorgin A exposure has also been shown to cause bradycardia, arrhythmia, and hypertension. (A2974, A3025) |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
用途
天然物の起源
A tremorgenic toxin isolated as a metabolite of AspergillusJurnigatus. It is highly toxic.