(3S,6S,9S,12R,15S,18S,21R,24R,27S,30S,33R,36R)-6,18,30-trimethyl-3,9,12,15,21,24,27,33,36-nonakis(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone

• ChemBase编号: 154423
• 分子式: C54H90N6O18
• 平均质量: 1111.3218
• 单一同位素质量: 1110.63116007
• SMILES: C[C@H]1C(=O)N[C@H](C(=O)O[C@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O1)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C
• Canonical SMILES: C[C@@H]1OC(=O)[C@H](NC(=O)[C@H](OC(=O)[C@@H](NC(=O)[C@H](C)OC(=O)[C@H](NC(=O)[C@@H](OC(=O)[C@@H](NC(=O)[C@@H](OC(=O)[C@H](NC(=O)[C@H](OC(=O)[C@H](NC1=O)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C
• InChI: InChI=1S/C54H90N6O18/c1-22(2)34-49(67)73-31(19)43(61)55-38(26(9)10)53(71)77-41(29(15)16)47(65)59-36(24(5)6)51(69)75-33(21)45(63)57-39(27(11)12)54(72)78-42(30(17)18)48(66)60-35(23(3)4)50(68)74-32(20)44(62)56-37(25(7)8)52(70)76-40(28(13)14)46(64)58-34/h22-42H,1-21H3,(H,55,61)(H,56,62)(H,57,63)(H,58,64)(H,59,65)(H,60,66)/t31-,32-,33-,34-,35+,36+,37-,38-,39-,40+,41+,42+/m0/s1
• InChIKey: FCFNRCROJUBPLU-RPUZOQEISA-N

名称和登记号

名称

• IUPAC标准名: (3S,6S,9S,12R,15S,18S,21R,24R,27S,30S,33R,36R)-6,18,30-trimethyl-3,9,12,15,21,24,27,33,36-nonakis(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
• IUPAC传统名: (3R,6R,9S,12S,15S,18R,21S,24S,27R,30R,33S,36S)-3,6,9,15,18,21,27,30,33-nonaisopropyl-12,24,36-trimethyl-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
• 别名: 缬氨霉素; 钾离子载体 I; Valinomycin; Potassium ionophore I; Cyclo(L-Val-D-HyIva-D-Val-L-Lac-)3: HyIva = α-Hydroxyisovaleric acid, Lac = Lactic acid; Valinomycin

登记号

• CAS号: 2001-95-8
• EC号: 217-896-6
• MDL号: MFCD00005114
• Beilstein号: 78657
• PubChem SID: 24900743; 162248562; 24881872
• PubChem CID: 16217526

理论计算性质

• Acid pKa: 11.189129
• 质子受体: 12
• 质子供体: 6
• LogD (pH = 5.5): 5.924192
• LogD (pH = 7.4): 5.92413
• Log P: 5.9241924
• 摩尔折射率: 276.8304 cm^3
• 极化性: 111.62216 Å^3
• 极化表面积: 332.4 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 熔点: 184-190 °C
• 闪点: 188.6 °F; 87 °C

安全信息

• RTECS编号: YV9468000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811
• 德国WGK号: 1; 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 1
• 危险公开号: 21/22; 27/28
• 安全公开号: 28-36/37-45; 36/37
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300 + H310
• GHS警示性声明: P264-P280-P301 + P310-P302 + P350-P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2811 6.1/PG 1
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥90% (HPLC)
• 浓度: ~1 mg/mL in DMSO
• 级别: Selectophore™
• 生物来源: from Streptomyces sp.
• 无菌消毒: 0.2 μm filtered
• 运输包装: wet ice
• 品质说明: function tested
• Empirical Formula (Hill Notation): C54H90N6O18

详细说明

Sigma Aldrich - V3639

Application
Valinomycin is a cyclic dodecadepsipeptides with potassium ionophoric properties. It is used to study ion transport in biological systems. It is used to study its inhibitory effect on intact cells and the growth of bacteria and yeast. It is used to induce apoptosis1.
Biochem/physiol Actions
K+-selective ionophoric cyclodepsipeptide; potassium ionophore which uncouples oxidative phosphorylation, induces apoptosis in murine thymocytes, inhibits NGF-induced neuronal differentiation and antagonizes ET-induced vasoconstriction.
Valinomycin is a K+-selective ionophoric cyclodepsipeptide. It is a potassium ionophore which uncouples oxidative phosphorylation, induces apoptosis in murine thymocytes, inhibits NGF-induced neuronal differentiation and antagonizes ET-induced vasoconstriction. It is reported to be insecticidal, nematicidal and antiviral1.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - 60403

General description
请访问 传感器应用门户网站 了解更多信息。
Other Notes
用于膜研究的重要工具1；用于检测 K+ 活性的膜电极中的离子载体2,3
法律信息
Selectophore 商标 Sigma-Aldrich GmbH