ファリシン

Phallisin

HCID 115286CAS 19774-69-7

部分構造検索類似構造を探す

基本情報

標準SMILES: CC1NC(=O)C(CC(O)(CO)CO)NC(=O)C2Cc3c([nH]c4ccccc34)SCC(NC(=O)C(C(C)O)NC1=O)C(=O)N1CC(O)CC1C(=O)NC(C)C(=O)N2
InChIKey: SRDQDZSLNAKOIT-UHFFFAOYSA-N
分子式: C35H48N8O12S
平均分子量: 804.9 g/mol
単同位体質量: 804.31123998

概要

Phallisin has been reported in Amanita phalloides, Amanita bisporigera, and other organisms with data available.

名称と識別子

優先名称: Phallisin
IUPAC: 28-[2,3-dihydroxy-2-(hydroxymethyl)propyl]-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
現地名: ファリシン
英語名: phallisin
分子式: C35H48N8O12S
分子量: 804.87

名称と別名

Phallisin19774-69-7DTXSID50104616128-[2,3-dihydroxy-2-(hydroxymethyl)propyl]-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone28-(2,3-dihydroxy-2-(hydroxymethyl)propyl)-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo(12.11.11.03,11.04,9.016,20)hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptoneRefChem:172411DTXCID70152803028-(2,3-dihydroxy-2-(hydroxymethyl)propyl)-18,21,24,26,29,32,35-heptahydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo(12.11.11.03,11.04,9.016,20)hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-15-oneBRN 3028749PhallicinSCHEMBL2940369918,9-(Iminoethaniminoethaniminoethaniminomethano)-17H-pyrrolo(1',2':5,6)(1,5,8,11)thiatriazacyclopentadecino(15,14-b)indole-4,7,19,22,25,28,31(18H)-heptone,1,2,3,3a,5,6,8,9,10,15-decahydro-29-(2,3-dihydroxy-2-(hydroxymethyl)propyl)-6,26-dimethyl-2-hydroxy-23-(1-hydroxyethyl)-

名称をさらに表示

シクロ[L-Ala-D-Thr-L-Cys(1)-L-c4Hyp-L-Ala-L-Trp2(1)-4,5-ジヒドロキシ-4-(ヒドロキシメチル)-L-Nva-]ファリシン(1S,14R,18S,20S,23S,28S,31S,34R)-28-[2,3-ジヒドロキシ-2-(ヒドロキシメチル)プロピル]-18-ヒドロキシ-34-[(1S)-1-ヒドロキシエチル]-23,31-ジメチル-12-チア-10,16,22,25,27,30,33,36-オクタアザペンタシクロ[12.11.11.03,11.04,9.016,20]ヘキサトリアコンタ-3(11),4,6,8-テトラエン-15,21,24,26,29,32,35-ヘプタオンPhalloidin, 7-(4,5,5'-trihydroxy-L-leucine)-

XP181306NS00125401

データベース識別子

CAS: 19774-69-7
PubChem CID: 115286
DTXSID: DTXSID501046161

物性

構造計算による物性

XLogP: -2.7
極性表面積: 337 Å²
水素結合供与体数: 12
水素結合受容体数: 13
回転可能結合数: 5
重原子数: 56
形式電荷: 0
複雑度: 1,520

物理化学的性質

沸点: 1444.1 · 1444.1±65.0 °C(Predicted)
比重(密度): 1.55 · 1.55±0.1 g/cm3(Predicted)
酸解離定数(Pka): 12.94 · 12.94±0.70(Predicted)

安全と法規制

毒性情報

TreatmentConsider gastric lavage and activated charcoal. (A678)

Health EffectsLiver lesions, tachycardia, hypoglycemia, hypotension and electrolyte imbalance with acid- base disturbance (L1160).

Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)

Toxicity Summary · 1 件

Phallotoxins bind actin, preventing its depolymerization and poisoning the cell. They bind specifically at the interface between F-actin subunits, locking adjacent subunits together. This leads to a decrease in the rate constant for the dissociation of actin subunits from filament ends, which essentially stabilizes actin filaments through the prevention of filament depolymerization. Moreover, they inhibit the ATP hydrolysis activity of F-actin. (L1183, A2465)

Signs and Symptoms · 1 件

Hypovolemic shock; Gastrointestinal symptoms occur after a latent period and include abdominal pain, vomiting, and watery diarrhea. Neurologic symptoms are related to hepatic failure and may include encephalopathy, somnolence, confusion, coma and seizures (L1160).

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

化学と産業

用途と製造

UsesPhalloin is one of a group of toxins from the death cap (Amanita phalloides) known as phallotoxins. (L996)

サプライヤー2 社

如皋市天成化工有限公司/上海金成化工有限公司[email protected]

宝欧信特生物科技（苏州）有限公司51288865780 · [email protected]