(7R,9S,11S)-14-[(2R,4R,8R,9R,10S,11S)-9,11-dihydroxy-12-[(2S,5S)-5-[(2R,5S)-5-[(1R)-1-hydroxyethyl]-5-methyloxolan-2-yl]-5-methyloxolan-2-yl]-4,8,10-trimethyldodec-6-en-2-yl]-7,9,11-trimethyl-1,3-dioxa-2-calcacyclotetradec-13-ene-4,12-dione

• ChemBase编号: 153847
• 分子式: C41H70CaO9
• 平均质量: 747.0671
• 单一同位素质量: 746.4645748
• SMILES: C[C@H]1CCC(=O)O[Ca]O/C(=C\C(=O)[C@H](C[C@H](C1)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
• Canonical SMILES: C[C@@H](C[C@H](/C/1=C/C(=O)[C@@H](C)C[C@@H](C)C[C@H](CCC(=O)O[Ca]O1)C)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.Ca/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);/q;+2/p-2/t25-,26-,27+,28-,29-,30+,31+,32-,33+,36+,37-,39-,40+,41+;/m1./s1
• InChIKey: WKRWUYKLUMMAKG-LTYVSVOXSA-L

名称和登记号

名称

• IUPAC标准名: (7R,9S,11S)-14-[(2R,4R,8R,9R,10S,11S)-9,11-dihydroxy-12-[(2S,5S)-5-[(2R,5S)-5-[(1R)-1-hydroxyethyl]-5-methyloxolan-2-yl]-5-methyloxolan-2-yl]-4,8,10-trimethyldodec-6-en-2-yl]-7,9,11-trimethyl-1,3-dioxa-2-calcacyclotetradec-13-ene-4,12-dione
• IUPAC传统名: (7R,9S,11S)-14-[(2R,4R,8R,9R,10S,11S)-9,11-dihydroxy-12-[(2S,5S)-5-[(2R,5S)-5-[(1R)-1-hydroxyethyl]-5-methyloxolan-2-yl]-5-methyloxolan-2-yl]-4,8,10-trimethyldodec-6-en-2-yl]-7,9,11-trimethyl-1,3-dioxa-2-calcacyclotetradec-13-ene-4,12-dione
• 别名: Ionomycin caicium salt 钙盐; Ionomycin calcium salt; Ionomycin calcium salt from Streptomyces conglobatus

登记号

• CAS号: 56092-82-1
• EC号: 200-664-3
• MDL号: MFCD00083634
• Beilstein号: 1416163
• PubChem SID: 162247986
• PubChem CID: 71311740

理论计算性质

• Acid pKa: 14.007372
• 质子受体: 8
• 质子供体: 3
• LogD (pH = 5.5): 5.6708
• LogD (pH = 7.4): 5.6707997
• Log P: 5.6708
• 摩尔折射率: 198.3516 cm^3
• 极化性: 80.97051 Å^3
• 极化表面积: 131.75 Å^2
• 可自由旋转的化学键: 13
• 里宾斯基五规则: false

分子性质

理化性质

• 闪点: 188.6 °F; 87 °C

安全信息

• RTECS编号: NO0650000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 1; 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; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• 保存温度: -20°C

产品相关信息

• 纯度: ≥80% (HPLC); ≥98% (HPLC)
• 浓度: 1 mM in DMSO
• 生物来源: from Streptomyces conglobatus
• 无菌消毒: 0.2 μm filtered
• 产品质量级别: PREMIUM
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C41H70CaO9

详细说明

Sigma Aldrich - I3909

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Ionomycin is an ionophore produced by the bacterium Streptomyces conglobatus. It has been shown to induce central demyelination 1, inhibit adrenal bovine TREK-1 channels 2, and to regulate cell division of mature human B cells 3. 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. Product I3909 is a Ready Made Solution, from Streptomyces conglobatus. The concentration is 1 Mm in DMSO and it is 0.2 μm filtered.
Biochem/physiol Actions
Ca2+ ionophore that is more effective than A23187 as a mobile ion carrier for Ca2+; non-fluorescent; used to study Ca2+ transport across biological membranes; induces apoptotic degeneration of embryonic cortical neurons.
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 1 and inhibits adrenal bovine TREK-1 channels2.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - 58168

Other Notes
Nonfluorescent ionophoric antibiotic which exhibits a greater selectivity for Ca2+ over Mg2+ than does A231871,2,3
Biochem/physiol Actions
Ca2+ ionophore that is more effective than A23187 as a mobile ion carrier for Ca2+; non-fluorescent; used to study Ca2+ transport across biological membranes; induces apoptotic degeneration of embryonic cortical neurons.