(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19Z,21Z,23Z,25Z,27Z,29Z,31Z,33R,35S,36R,37S)-33-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid

• ChemBase编号: 132590
• 分子式: C47H73NO17
• 平均质量: 924.07902
• 单一同位素质量: 923.48784988
• SMILES: C[C@H]1/C=C\C=C/C=C\C=C/C=C\C=C/C=C\[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@H]([C@@H](CC[C@H](C[C@H](CC(=O)O[C@H]([C@@H]([C@@H]1O)C)C)O)O)O)O)O)O)O)C(=O)O)O[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)C)O)N)O
• Canonical SMILES: O[C@@H]1CC[C@@H](O)[C@H](O)C[C@H](O)C[C@]2(O)C[C@H](O)[C@H]([C@@H](O2)C[C@H](/C=C\C=C/C=C\C=C/C=C\C=C/C=C\[C@@H]([C@H]([C@H]([C@@H](OC(=O)C[C@@H](C1)O)C)C)O)C)O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@@H]1O)N)O)C(=O)O
• InChI: InChI=1S/C47H73NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-33(51)22-36(53)35(52)20-19-31(49)21-32(50)23-39(55)62-29(3)28(2)42(27)56/h5-18,27-38,40-44,46,49-54,56-58,61H,19-26,48H2,1-4H3,(H,59,60)/b6-5-,9-7-,10-8-,13-11-,14-12-,17-15-,18-16-/t27-,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1
• InChIKey: APKFDSVGJQXUKY-ZNVUZQDLSA-N

名称和登记号

名称

• IUPAC标准名: (1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19Z,21Z,23Z,25Z,27Z,29Z,31Z,33R,35S,36R,37S)-33-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
• IUPAC传统名: amphotericin B
• 别名: 两性霉素 B 溶液; Amphotericin B solution; Fungizone; Amphotericin B solubilized

登记号

• CAS号: 1397-89-3
• EC号: 231-791-2
• MDL号: MFCD00877763
• Beilstein号: 78342
• PubChem SID: 24890711; 162226867; 24891468
• PubChem CID: 14956

理论计算性质

• Acid pKa: 3.5797393
• 质子受体: 17
• 质子供体: 12
• LogD (pH = 5.5): -2.3028812
• LogD (pH = 7.4): -2.3064086
• Log P: -2.3001616
• 摩尔折射率: 244.6705 cm^3
• 极化性: 94.662575 Å^3
• 极化表面积: 319.61 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: sterile water: soluble20 mg/mL (as a stock solution. Stock solutions should be stored at -20 °C. Stable at 37 °C for 3 days.)
• 外观: powder

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 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; 2-8°C

产品相关信息

• 浓度: 250 μg/mL in deionized water
• 适用性: suitable for cell culture
• 无菌消毒: sterile-filtered; γ-irradiated
• 产品质量级别: PREMIUM
• 运输包装: dry ice

详细说明

Sigma Aldrich - A2942

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Recommended for use in cell culture applications at 10 ml/L.
Biochem/physiol Actions
Mode of action: Interferes with fungal membrane permeability by forming channels in the membranes and causing small molecules to leak out.Antimicrobial spectrum: Yeasts and molds.
Caution
Stable at 37 °C for 3 days.
Preparation Note
Prepared from A 9528.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - A9528

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Recommended for use in cell culture applications at 5.6 mg (solid)/L. It is used to study the formation of ion-permeable channels in fungal cell membranes
Biochem/physiol Actions
Mode of Action: Interferes with fungal membrane permeability by forming channels in the membranes and causing small molecules to leak out.
Polyene antifungal antibiotic from Streptomyces. Affinity for sterols, primarily ergosterols, of fungal cell membranes. Forms channels in the membranes, causing small molecules to leak out. Antimicrobial spectrum: fungi and yeast.
包装
Package size based on amphotericin B
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information