基本情報
- CAS
57186-25-1- 標準SMILES
CC(C)(O)C1OC2CCC3(C)C(O)(CCC4Cc5c([nH]c6ccccc56)C43C)C2=CC1=O- InChIKey
ACNHBCIZLNNLRS-UHFFFAOYSA-N- 分子式
- C27H33NO4
- 平均分子量
- 435.6 g/mol
- 単同位体質量
- 435.24095853
概要
Tremorgenic agent from Penicillium paxilli, Acremonium lorii, Emericella foveolata, Emericella desertorum and Emericella striata Paxilline is a potassium channel blocker. Paxilline is a toxic, tremorgenic indole alkaloid produced by Penicillium paxilli. Paxilline belongs to the family of Diterpenes. These are terpene compounds formed by four isoprene units.
名称と識別子
- 優先名称
- Paxillin
- IUPAC
- 11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-8-one
- 現地名
- (2R)-5,6,6aα,7,12,12b,12c,13,14,14aβ-デカヒドロ-4bβ-ヒドロキシ-2-(1-ヒドロキシ-1-メチルエチル)-12bβ,12cα-ジメチル-2H-1-ベンゾピラノ[5',6':6,7]インデノ[1,2-b]インドール-3(4bH)-オン
- 英語名
- PAXILLINE
- 分子式
- C27H33NO4
- 分子量
- 435.56
名称と別名
paxillinRefChem:3891812H-1-BENZOPYRANO[5',6':6,7]INDENO[1,2-B]INDOL-3(4BH)-ONE, 5,6,6A,7,12,12B,12C,13,14,14A-DECAHYDRO-4B-HYDROXY-2-(1-HYDROXY-1-METHYLETHYL)-12B,12C-DIMETHYL-, (2R,4BS,6AS,12BS,12CR,14AS)-4b-Hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno[5',6':6,7]indeno[1,2-b]indol-3(4bH)-onepaxilline [M+H]+Compound NP-024130GTPL2309orb3170753BDBM86263ACNHBCIZLNNLRS-UHFFFAOYSA-N2H-Pyrano(2'',3'':5',6')benz(1',2':6,7)indeno(1,2-b)indol-3(4bH)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, (2R,4bS,6aS,12bS,12cR,14aS)-AKOS040737282
名称をさらに表示
パキシリン(2R)-5,6,6aα,7,12,12b,12c,13,14,14aβ-デカヒドロ-4bβ-ヒドロキシ-2-(1-ヒドロキシ-1-メチルエチル)-12bβ,12cα-ジメチル-2H-1-ベンゾピラノ[5',6':6,7]インデノ[1,2-b]インドール-3(4bH)-オンパキシリン 100ΜG/ML(1S,2R,5S,7R,11S,14S)-11-ヒドロキシ-7-(2-ヒドロキシプロパン-2-イル)-1,2-ジメチル-6-オキサ-23-アザヘキサシクロ[12.10.0.02,11.05,10.016,24.017,22]テトラコサ-9,16(24),17,19,21-ペンタエン-8-オン
物性
構造計算による物性
- XLogP
- 3.5
- 極性表面積
- 82.6 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 4
- 回転可能結合数
- 1
- 重原子数
- 32
- 形式電荷
- 0
- 複雑度
- 868
物理化学的性質
- 闪点
- 2 ℃ · 2℃
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- DMSO、アセトンまたはクロロホルムに可溶。
- 外見
- 粉
- 色
- かすかな黄色
- 主な用途
- 洗浄剤化粧品食品および飲料パーソナルケア
- InChIKey
- ACNHBCIZLNNLRS-UBGQALKQSA-N
- SMILES
- N1C2=C(C=CC=C2)C2C[C@@]3([H])[C@](C)(C1=2)[C@@]1(C)CC[C@]2([H])O[C@H](C(O)(C)C)C(=O)C=C2[C@]1(O)CC3
化学的性質
化学的特性Powder
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
毒性情報
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)
Health EffectsTremorgenic mycotoxins affect central nervous system activity. They cause a neurological disease of cattle known as "staggers syndrome". (A2976)
Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary
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. In addition, paxilline inhibits presynaptic high-conductance Ca+2 activated maxi-K+ channels in the smooth muscle. Paxilline is also genotoxic and causes DNA damage. (A2976, A2993, A3026)
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, hyperexcitability, convulsions and ataxia. (A2976)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
安全データ
- wgk
- 3
- rtecs
化学と産業
用途と製造
UsesPaxilline is a tremorgenic mycotoxin that has been found in fungus Penicillium paxilli. It may be found in contaminated cereal crops such as oats, barley, millet, corn and rice. (A2976, A3082)
応用分野
説明A complex alkaloid, paxilline occurs in the mycelium of the mold Penicillium paxilli. The structure has been confirmed by X-ray crystallography. The crystals are orthorhombic with space group P2 12 121 and a = 31.009, b = 11.522 and c = 7.70 A.
使用Paxilline is a tremorgenic mycotoxin isolated from species of Penicillium, Acremonium and Emericella. Paxilline selectively blocks high-conductance Ca2+-activated potassium channels and inhibits binding to the cerebellar inositol 1,4,5-triphosphate (InsP(3)) receptor.
サプライヤー52 社
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd+86-13119157289 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
Aladdin Scientific[email protected]
関連反応
0 件
現在のフィルター条件では反応記録がありません。
化合物ノート
読み込み中…