化工社化工社化学情報印刷レポート · 研究参考用

HCID 3979作成日：2026年11月3日

(2S,5S)-9-[(S)-1-エテニル-1,5-ジメチル-4-ヘキセニル]-1,2,4,5,6,8-ヘキサヒドロ-5-(ヒドロキシメチル)-1-メチル-2-(1-メチルエチル)-3H-ピロロ[4,3,2-gh]-1,4-ベンゾジアゾニン-3-オン

(2S,5S)-9-[(S)-1-エテニル-1,5-ジメチル-4-ヘキセニル]-1,2,4,5,6,8-ヘキサヒドロ-5-(ヒドロキシメチル)-1-メチル-2-イソプロピル-3H-ピロロ[4,3,2-gh]-1,4-ベンゾジアゾニン-3-オン · (2S,5S)-9-[(S)-1-エテニル-1,5-ジメチル-4-ヘキセニル]-1,2,4,5,6,8-ヘキサヒドロ-5-(ヒドロキシメチル)-1-メチル-2-(1-メチルエチル)-3H-ピロロ[4,3,2-gh]-1,4-ベンゾジアゾニン-3-オン · テレオシジンA2 · テレオシジンA-2 · (10S,13S)-5-[(3S)-3,7-ジメチルオクタ-1,6-ジエン-3-イル]-13-(ヒドロキシメチル)-9-メチル-10-(プロパン-2-イル)-3,9,12-トリアザトリシクロ[6.6.1.04,15]ペンタデカ-1,4,6,8(15)-テトラエン-11-オン · TELEOCIDINA-2 · (2S,5S)-9-[(S)-1-Ethenyl-1,5-dimethyl-4-hexenyl]-1,2,4,5,6,8-hexahydro-5-(hydroxymethyl)-1-methyl-2-isopropyl-3H-pyrrolo[4,3,2-gh]-1,4-benzodiazonin-3-one · (2S,5S)-9-[(S)-1-Ethenyl-1,5-dimethyl-4-hexenyl]-1,2,4,5,6,8-hexahydro-5-(hydroxymethyl)-1-methyl-2-isopropyl-3H-pyrrolo[4,3,2-gh]-1,4-benzodiazonine-3-one

https://huagongshe.com/ja/chemical/3979

(2S,5S)-9-[(S)-1-エテニル-1,5-ジメチル-4-ヘキセニル]-1,2,4,5,6,8-ヘキサヒドロ-5-(ヒドロキシメチル)-1-メチル-2-(1-メチルエチル)-3H-ピロロ[4,3,2-gh]-1,4-ベンゾジアゾニン-3-オンの分子構造式

識別子と物理属性

CAS No.	102209-77-8
分子式	C27H39N3O2
平均分子量	437.6 g/mol
単同位体質量	437.3042275 g/mol
SMILES	C=CC(C)(CCC=C(C)C)c1ccc2c3c(c[nH]c13)CC(CO)NC(=O)C(C(C)C)N2C
InChIKey	KISDGNGREAJPQR-UHFFFAOYSA-N
PubChem CID	3979
ChEMBL	CHEMBL581451
ChEBI	CHEBI:80050
DTXSID	DTXSID10907258
現地名	(2S,5S)-9-[(S)-1-エテニル-1,5-ジメチル-4-ヘキセニル]-1,2,4,5,6,8-ヘキサヒドロ-5-(ヒドロキシメチル)-1-メチル-2-(1-メチルエチル)-3H-ピロロ[4,3,2-gh]-1,4-ベンゾジアゾニン-3-オン

化学・物理的性質

XLogP	6.2
極性表面積	68.4
水素結合供与体数	3
水素結合受容体数	3
回転可能結合数	7
重原子数	32
形式電荷	0
複雑度	701
沸点	665.1±55.0 °C(Predicted)
密度	1.060±0.06 g/cm3(Predicted)
pKa（酸解離定数）	14.39±0.10(Predicted)

安全性と法規制

健康影響	Lyngbyatoxin A is known as the causative agent of 'swimmer’s itch' with its highly inflammatory effect (A15358). Lyngbyatoxin A is a potent irritant and vesicant, as well as a carcinogen. Low concentrations more commonly encountered cause milder symptoms, known as seaweed dermatitis. (Wikipedia)
暴露経路	Dermalingestion
毒性の概要	Lyngbyatoxin A is a tumor promoter. Lyngbyatoxin A and related compounds bind to the cysteine-rich C1 domains (C1A and C1B) of protein kinase C (PKC) isozymes to activate them, possibly leading to tumor formation (A15358). In cancer cells, PKC isozymes are involved in cell proliferation, survival, invasion, migration, apoptosis, angiogenesis, and anticancer drug resistance through their increased or decreased participation in various cellular signaling pathways (L2138). Lyngbyatoxin A also induces ornithine decarboxylase (A3219). The ornithine decarboxylation reaction catalyzed by ornithine decarboxylase (ODC) is the first and committed step in the synthesis of polyamines, particularly putrescine, spermidine and spermine. ODC is upregulated in a wide variety of cancers. The mechanism by which ODC promotes carcinogenesis is complex and not entirely known. Along with their direct effect on DNA stability, polyamines also upregulate gap junction genes and downregulate tight junction genes. Gap junction genes are involved in communication between carcinogenic cells and tight junction genes act as tumor suppressors. (Wikipedia)
Signs and Symptoms	Inflammation of the skin, blistering.
Carcinogen Classification	Not listed by IARC.

(2S,5S)-9-[(S)-1-エテニル-1,5-ジメチル-4-ヘキセニル]-1,2,4,5,6,8-ヘキサヒドロ-5-(ヒドロキシメチル)-1-メチル-2-(1-メチルエチル)-3H-ピロロ[4,3,2-gh]-1,4-ベンゾジアゾニン-3-オン

識別子と物理属性

CAS No.

102209-77-8

分子式

C27H39N3O2

平均分子量

437.6 g/mol

単同位体質量

437.3042275 g/mol

SMILES

C=CC(C)(CCC=C(C)C)c1ccc2c3c(c[nH]c13)CC(CO)NC(=O)C(C(C)C)N2C

InChIKey

KISDGNGREAJPQR-UHFFFAOYSA-N

PubChem CID

3979

ChEMBL

CHEMBL581451

ChEBI

CHEBI:80050

DTXSID

DTXSID10907258

現地名

XLogP

6.2

極性表面積

68.4

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

701

沸点

665.1±55.0 °C(Predicted)

密度

1.060±0.06 g/cm3(Predicted)

pKa（酸解離定数）

14.39±0.10(Predicted)

安全性と法規制

健康影響

Lyngbyatoxin A is known as the causative agent of 'swimmer’s itch' with its highly inflammatory effect (A15358). Lyngbyatoxin A is a potent irritant and vesicant, as well as a carcinogen. Low concentrations more commonly encountered cause milder symptoms, known as seaweed dermatitis. (Wikipedia)

暴露経路

Dermalingestion

毒性の概要

Lyngbyatoxin A is a tumor promoter. Lyngbyatoxin A and related compounds bind to the cysteine-rich C1 domains (C1A and C1B) of protein kinase C (PKC) isozymes to activate them, possibly leading to tumor formation (A15358). In cancer cells, PKC isozymes are involved in cell proliferation, survival, invasion, migration, apoptosis, angiogenesis, and anticancer drug resistance through their increased or decreased participation in various cellular signaling pathways (L2138). Lyngbyatoxin A also induces ornithine decarboxylase (A3219). The ornithine decarboxylation reaction catalyzed by ornithine decarboxylase (ODC) is the first and committed step in the synthesis of polyamines, particularly putrescine, spermidine and spermine. ODC is upregulated in a wide variety of cancers. The mechanism by which ODC promotes carcinogenesis is complex and not entirely known. Along with their direct effect on DNA stability, polyamines also upregulate gap junction genes and downregulate tight junction genes. Gap junction genes are involved in communication between carcinogenic cells and tight junction genes act as tumor suppressors. (Wikipedia)

Signs and Symptoms

Inflammation of the skin, blistering.

Carcinogen Classification

Not listed by IARC.