(4R,6S,8S,12R,14R,18R,19R,20S,21S)-11,19,21-trihydroxy-22-[(2S,5S)-5-[(2R,5S)-5-[(1R)-1-hydroxyethyl]-5-methyloxolan-2-yl]-5-methyloxolan-2-yl]-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acid

• ChemBase编号: 153810
• 分子式: C41H72O9
• 平均质量: 709.00498
• 单一同位素质量: 708.51763388
• SMILES: C[C@H](CCC(=O)O)C[C@H](C)C[C@H](C)C(=O)/C=C(/[C@H](C)C[C@H](C)C/C=C/[C@@H](C)[C@H]([C@@H](C)[C@H](C[C@@H]1CC[C@@](O1)(C)[C@H]1CC[C@@](O1)(C)[C@@H](C)O)O)O)\O
• Canonical SMILES: C[C@@H](C[C@H](/C(=C/C(=O)[C@H](C[C@H](C[C@@H](CCC(=O)O)C)C)C)/O)C)C/C=C/[C@H]([C@H]([C@H]([C@H](C[C@@H]1CC[C@@](O1)(C)[C@H]1CC[C@@](O1)(C)[C@H](O)C)O)C)O)C
• InChI: InChI=1S/C41H72O9/c1-25(21-29(5)34(43)24-35(44)30(6)22-27(3)20-26(2)14-15-38(46)47)12-11-13-28(4)39(48)31(7)36(45)23-33-16-18-41(10,49-33)37-17-19-40(9,50-37)32(8)42/h11,13,24-33,36-37,39,42-43,45,48H,12,14-23H2,1-10H3,(H,46,47)/t25-,26-,27+,28-,29-,30+,31+,32-,33+,36+,37-,39-,40+,41+/m1/s1
• InChIKey: PGHMRUGBZOYCAA-WZUHJRNWSA-N

名称和登记号

名称

• IUPAC标准名: (4R,6S,8S,12R,14R,18R,19R,20S,21S)-11,19,21-trihydroxy-22-[(2S,5S)-5-[(2R,5S)-5-[(1R)-1-hydroxyethyl]-5-methyloxolan-2-yl]-5-methyloxolan-2-yl]-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acid
• IUPAC传统名: (4R,6S,8S,12R,14R,18R,19R,20S,21S)-11,19,21-trihydroxy-22-[(2S,5S)-5-[(2R,5S)-5-[(1R)-1-hydroxyethyl]-5-methyloxolan-2-yl]-5-methyloxolan-2-yl]-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acid
• 别名: Ionomycin from Streptomyces conglobatus

登记号

• CAS号: 56092-81-0
• MDL号: MFCD06798385
• Beilstein号: 3642126
• PubChem SID: 162247949; 24896159
• PubChem CID: 6912226

理论计算性质

• Acid pKa: 4.797804
• 质子受体: 9
• 质子供体: 5
• LogD (pH = 5.5): 6.410153
• LogD (pH = 7.4): 4.617693
• Log P: 7.1905427
• 摩尔折射率: 200.4936 cm^3
• 极化性: 78.755554 Å^3
• 极化表面积: 153.75 Å^2
• 可自由旋转的化学键: 22
• 里宾斯基五规则: false

分子性质

安全信息

• RTECS编号: NO0600000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• 安全公开号: 36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• 产品质量级别: PREMIUM
• Empirical Formula (Hill Notation): C41H72O9

详细说明

Sigma Aldrich - I9657

Application
Ionomycin is an ionophore produced by the bacterium Streptomyces conglobatus. It has been shown to induce central demyelination , inhibit adrenal bovine TREK-1 channels , and to regulate cell division of mature human B cells . It is used to study the effects of calcium flux on endoplasmic reticulum (ER) stress, mitochodrial stress and intrinsic apoptosis mechanisms. It is also used to stimulate the intracellular production of the cytokines, interferon, perforin, IL-2, and IL-4 usually in conjunction with PMA.
Biochem/physiol Actions
Ionomycin is a Ca2+ ionophore that is more effective than A23187 as a mobile ion carrier for Ca2+. It is non-fluorescent. It induces apoptotic degeneration of embryonic cortical neurons, induces central demyelination and inhibits adrenal bovine TREK-1 channels.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information