sodium (2R)-2-[(2R,3S,6R)-6-{[(2S,4R,5R,7R,9R,10R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl]methyl}-3-methyloxan-2-yl]propanoate

• ChemBase编号: 134207
• 分子式: C40H67NaO11
• 平均质量: 746.94315
• 单一同位素质量: 746.45810725
• SMILES: C[C@H]1CC[C@@H](O[C@H]1[C@@H](C)C(=O)[O-])C[C@@H]1C[C@H]([C@H]([C@@]2(O1)[C@@H](C[C@@](O2)(C)[C@H]1CC[C@@](O1)(C)[C@H]1[C@H](C[C@@H](O1)[C@@H]1[C@H](C[C@H]([C@@](O1)(CO)O)C)C)C)C)C)OC.[Na+]
• Canonical SMILES: CO[C@@H]1C[C@@H](C[C@H]2CC[C@@H]([C@@H](O2)[C@H](C(=O)[O-])C)C)O[C@@]2([C@@H]1C)O[C@](C[C@H]2C)(C)[C@H]1CC[C@@](O1)(C)[C@@H]1O[C@H](C[C@@H]1C)[C@H]1O[C@@](O)(CO)[C@@H](C[C@@H]1C)C.[Na+]
• InChI: InChI=1S/C40H68O11.Na/c1-21-11-12-28(46-33(21)26(6)36(42)43)17-29-18-30(45-10)27(7)40(48-29)25(5)19-38(9,51-40)32-13-14-37(8,49-32)35-23(3)16-31(47-35)34-22(2)15-24(4)39(44,20-41)50-34;/h21-35,41,44H,11-20H2,1-10H3,(H,42,43);/q;+1/p-1/t21-,22-,23-,24+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34-,35+,37-,38-,39-,40+;/m0./s1
• InChIKey: MOYOTUKECQMGHE-PDEFJWSRSA-M

名称和登记号

名称

• IUPAC标准名: sodium (2R)-2-[(2R,3S,6R)-6-{[(2S,4R,5R,7R,9R,10R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl]methyl}-3-methyloxan-2-yl]propanoate
• IUPAC传统名: sodium (2R)-2-[(2R,3S,6R)-6-{[(2S,4R,5R,7R,9R,10R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl]methyl}-3-methyloxan-2-yl]propanoate
• 别名: Antibiotic K178; Antibiotic X464; Azalomycin M; Helexin C; Polyetherin A; Nigericin sodium salt

登记号

• CAS号: 28643-80-3
• MDL号: MFCD00036825
• Beilstein号: 3892398
• PubChem SID: 24897813; 162228484
• PubChem CID: 16760591

理论计算性质

• Acid pKa: 4.070921
• 质子受体: 11
• 质子供体: 2
• LogD (pH = 5.5): 4.6652822
• LogD (pH = 7.4): 2.9897304
• Log P: 6.106806
• 摩尔折射率: 199.9347 cm^3
• 极化性: 76.59173 Å^3
• 极化表面积: 145.2 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

• 溶解度: chloroform: soluble10 mg/mL, clear, colorless

安全信息

• RTECS编号: QT6840000
• 欧盟危险性物质标志: 有毒(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): 3
• 危险公开号: 25-36/37/38
• 安全公开号: 26-36/37/39-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H315-H319-H335
• GHS警示性声明: P261-P301 + P310-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3462 6.1/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (TLC); ≥98.0% (TLC)
• 生物来源: from Streptomyces hygroscopicus
• 产品质量级别: PREMIUM
• Empirical Formula (Hill Notation): C40H67NaO11

详细说明

Sigma Aldrich - N7143

Biochem/physiol Actions
Ionophore which disrupts membrane potential and stimulates ATPase activity in mitochondria.
Polyether ionophore which disrupts membrane potential and stimulates ATPase activity in mitochondria. Ion selectivity is K+> Rb+≥ Cs+>> Na+.
Other Notes
As ion-selective electrode - an efficient K+-carrier.1,2

Sigma Aldrich - 72445

Biochem/physiol Actions
Polyether ionophore which disrupts membrane potential and stimulates ATPase activity in mitochondria. Ion selectivity is K+> Rb+≥ Cs+>> Na+.
Other Notes
As ion-selective electrode - an efficient K+-carrier.1,2
As ion-selective electrode - an efficient K+-carrier1,2