化工社化工社化学情報印刷レポート · 研究参考用

HCID 337313作成日：2026年11月2日

ペニトレムA

ペニトレムA · ペニトレムA, PENICILLIUM PAXILLI · (1S,2R,5S,6S,8R,9S,10R,12S,15R,16S,25R,27S,28R)-21-クロロ-15,16,33,33-テトラメチル-24-メチリデン-10-(プロパ-1-エン-2-イル)-7,11,32-トリオキサ-18-アザデカシクロ[25.4.2.02,16.05,15.06,8.06,12.017,31.019,30.022,29.025,28]トリトリアコンタ-17(31),19,21,29-テトラエン-5,9,28-トリオール · PENITREM A · TREMORTIN A · JDUWHZOLEDOQSR-JKPSMKLGSA-N · Penitrem A Nsc354845 · Penitrem A, blocker of KCa1.1

https://huagongshe.com/ja/chemical/337313

識別子と物理属性

CAS No.	12627-35-9
分子式	C37H44ClNO6
平均分子量	634.2 g/mol
単同位体質量	633.2857158 g/mol
SMILES	C=C(C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4[C@@H]5OC(C)(C)[C@H]6C[C@@H]7C(=C)Cc8c(Cl)cc9[nH]c(c5c9c8C76O)[C@@]43C)[C@@]23O[C@H]3[C@H]1O
InChIKey	JDUWHZOLEDOQSR-JHMXYHNCSA-N
PubChem CID	337313
現地名	ペニトレムA

化学・物理的性質

XLogP	3.8
極性表面積	107
水素結合供与体数	4
水素結合受容体数	6
回転可能結合数	1
重原子数	45
形式電荷	0
複雑度	1,420
融点	238°C
密度	1.0241 (rough estimate)
屈折率	1.6000 (estimate)
貯蔵条件	2-8°C
溶解度	DMSO に可溶 (最大 6 mg/ml)
外観・状態	白い固体。
pKa（酸解離定数）	13.22±0.70(Predicted)
色	非晶質固体
安定性	-20°C の DMSO 溶液で最大 3 か月間保存できます。
InChIKey	JDUWHZOLEDOQSR-JKPSMKLGSA-N

化学的特性

Solid

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 horses and cattle known as "staggers syndrome". Penitrem A is also genotoxic and causes DNA damage. (A2974, A3026)
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. Penitrem A is also know to increase the spontaneous release of the neurotransmitters glutamate and aspartate from cerebrocortical synaptosomes. In addition, it inhibits presynaptic high-conductance Ca+2 activated maxi-K+ channels in the smooth muscle. Penitrem A is also genotoxic and causes DNA damage. (A2976, A2991, A2993, A3026)
Signs and Symptoms	Penitrem A causes an tremorgenic syndrom consisting of acute tremor followed by chronic ataxia. Other symptoms include severe muscle fasciculations, vomiting, convulsions, tachycardia, and seizures, possibly leading to massive liver necrosis and death. Tremorgenic mycotoxins cause a neurological disease of cattle known as "staggers syndrome", which is characterized by muscle tremors and hyperexcitability. (A2974, L1959, A2989, A2990)
Carcinogen Classification	No indication of carcinogenicity to humans (not listed by IARC).
Toxicity Data	LD50: 10 mg/kg (Oral, Mouse) (A2992) LD50: 1.1 mg/kg (Intraperitoneal, Mouse) (A2992)
水環境危害等級（WGK）	3
RTECS 番号	RY7535000
輸送番号（UN）	UN 2811 6.1/PG 2
毒性	LD50 orl-mus: 10 mg/kg 41KEAL -,108,78
税関コード	29349990
危険文句（R）	26/27/28
危険表示	T+,T
安全措置（S）	36/37/39-45
危険等級	6.1(a)Acute Tox. 2 Oral
包装等級	II
貯蔵分類	6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials

用途

天然物の起源

A series of closely related metabolites of Penicillium crustosum has recently been isolated and the components separated chromatographically. Penitrem A forms colourless crystals from EtOH.

使用

Penitrem A is a tremorgenic mycotoxin isolated from Penicillium species. Penitrem A is a selective blocker of high-conductance Ca2+-activated potassium channels.

ペニトレムA

識別子と物理属性

CAS No.

12627-35-9

分子式

C37H44ClNO6

平均分子量

634.2 g/mol

単同位体質量

633.2857158 g/mol

SMILES

C=C(C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4[C@@H]5OC(C)(C)[C@H]6C[C@@H]7C(=C)Cc8c(Cl)cc9[nH]c(c5c9c8C76O)[C@@]43C)[C@@]23O[C@H]3[C@H]1O

InChIKey

JDUWHZOLEDOQSR-JHMXYHNCSA-N

PubChem CID

337313

現地名

ペニトレムA

化学・物理的性質

XLogP

3.8

極性表面積

107

水素結合供与体数

水素結合受容体数

回転可能結合数

重原子数

形式電荷

複雑度

1,420

融点

238°C

密度

1.0241 (rough estimate)

屈折率

1.6000 (estimate)

貯蔵条件

2-8°C

溶解度

DMSO に可溶 (最大 6 mg/ml)

外観・状態

白い固体。

pKa（酸解離定数）

13.22±0.70(Predicted)

色

非晶質固体

安定性

-20°C の DMSO 溶液で最大 3 か月間保存できます。

InChIKey

JDUWHZOLEDOQSR-JKPSMKLGSA-N

化学的特性

Solid

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 horses and cattle known as "staggers syndrome". Penitrem A is also genotoxic and causes DNA damage. (A2974, A3026)

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. Penitrem A is also know to increase the spontaneous release of the neurotransmitters glutamate and aspartate from cerebrocortical synaptosomes. In addition, it inhibits presynaptic high-conductance Ca+2 activated maxi-K+ channels in the smooth muscle. Penitrem A is also genotoxic and causes DNA damage. (A2976, A2991, A2993, A3026)

Signs and Symptoms

Penitrem A causes an tremorgenic syndrom consisting of acute tremor followed by chronic ataxia. Other symptoms include severe muscle fasciculations, vomiting, convulsions, tachycardia, and seizures, possibly leading to massive liver necrosis and death. Tremorgenic mycotoxins cause a neurological disease of cattle known as "staggers syndrome", which is characterized by muscle tremors and hyperexcitability. (A2974, L1959, A2989, A2990)

Carcinogen Classification

No indication of carcinogenicity to humans (not listed by IARC).

Toxicity Data

LD50: 10 mg/kg (Oral, Mouse) (A2992) LD50: 1.1 mg/kg (Intraperitoneal, Mouse) (A2992)

水環境危害等級（WGK）

RTECS 番号

RY7535000

輸送番号（UN）

UN 2811 6.1/PG 2

毒性

LD50 orl-mus: 10 mg/kg 41KEAL -,108,78

税関コード

29349990

危険文句（R）

26/27/28

危険表示

T+,T

安全措置（S）

36/37/39-45

危険等級

6.1(a)Acute Tox. 2 Oral

包装等級

貯蔵分類

6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials

用途

天然物の起源

A series of closely related metabolites of Penicillium crustosum has recently been isolated and the components separated chromatographically. Penitrem A forms colourless crystals from EtOH.

使用

Penitrem A is a tremorgenic mycotoxin isolated from Penicillium species. Penitrem A is a selective blocker of high-conductance Ca2+-activated potassium channels.