28-(2,3-dihydroxy-2-methylpropyl)-18-hydroxy-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-tetraene-15,21,24,26,29,32,35-heptone

• ChemBase编号: 105387
• 分子式: C35H48N8O11S
• 平均质量: 788.86762
• 单一同位素质量: 788.3163254
• SMILES: CC(O)C1NC(=O)C(C)NC(=O)C(CC(C)(O)CO)NC(=O)C2Cc3c([nH]c4c3cccc4)SCC(NC1=O)C(=O)N1CC(O)CC1C(=O)NC(C)C(=O)N2
• Canonical SMILES: OCC(CC1NC(=O)C2NC(=O)C(C)NC(=O)C3CC(CN3C(=O)C(CSc3c(C2)c2ccccc2[nH]3)NC(=O)C(NC(=O)C(NC1=O)C)C(O)C)O)(O)C
• InChI: InChI=1S/C35H48N8O11S/c1-15-27(47)38-22-10-20-19-7-5-6-8-21(19)41-33(20)55-13-24(34(53)43-12-18(46)9-25(43)31(51)37-15)40-32(52)26(17(3)45)42-28(48)16(2)36-30(50)23(39-29(22)49)11-35(4,54)14-44/h5-8,15-18,22-26,41,44-46,54H,9-14H2,1-4H3,(H,36,50)(H,37,51)(H,38,47)(H,39,49)(H,40,52)(H,42,48)
• InChIKey: KPKZJLCSROULON-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 28-(2,3-dihydroxy-2-methylpropyl)-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0^3,^1^1.0^4,^9.0^1^6,^2^0]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone; 28-(2,3-dihydroxy-2-methylpropyl)-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0^{3,11}.0^{4,9}.0^{16,20}]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
• IUPAC传统名: phalloidin
• 别名: 鬼笔环肽 来源于鬼笔鹅膏; Phalloidin from Amanita phalloides; PHALLOIDIN

登记号

• CAS号: 17466-45-4
• EC号: 241-484-5
• MDL号: MFCD03427567
• Beilstein号: 4347460
• PubChem SID: 162092500; 24898277
• PubChem CID: 4752

理论计算性质

• Acid pKa: 10.104147
• 质子受体: 11
• 质子供体: 11
• LogD (pH = 5.5): -4.91314
• LogD (pH = 7.4): -4.9138904
• Log P: -4.9131303
• 摩尔折射率: 194.2644 cm^3
• 极化性: 77.30622 Å^3
• 极化表面积: 291.62 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

安全信息

• 保存条件: -20°C
• RTECS编号: SE9800000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 3462
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 26/27/28
• 安全公开号: 22-28-36/37-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300 +H310 + H330
• GHS警示性声明: P260-P264-P280-P284-P301 + P310-P302 + P350
• RID/ADR: UN 3462 6.1/PG 2

产品相关信息

• 纯度: >95%; ≥90%

详细说明

MP Biomedicals - 02159990

From Amanita phalloides
Purity: >95%
Potently and specifically inhibits the conversion of F-actin to G-actin.

Sigma Aldrich - P2141

Biochem/physiol Actions
Toxin that binds polymeric F actin, stabilizing it and interfering with the function of actin-rich structures.

参考文献

• Cooper, J.A., J. Biol. Chem. , 105 : 1473 (1987).