(1S,3R,4R,7R,9R,11R,15S,16R,17R,18S,19E,21E,25E,27E,29E,31E,33R,35S,36R,37S)-33-{[(3R,4R,5R,6S)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid

• ChemBase编号: 72823
• 分子式: C47H75NO17
• 平均质量: 926.0949
• 单一同位素质量: 925.50349995
• SMILES: [C@@H]1([C@H](C)[C@@H]([C@H](/C=C/C=C/CC/C=C/C=C/C=C/C=C/[C@@H](C[C@@H]2O[C@](C[C@@H](O)[C@@H](CC[C@@H](O)C[C@@H](O)C[C@@H](O)CC(=O)O1)O)(C[C@@H]([C@H]2C(=O)O)O)O)OC1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)N)O)C)O)C
• Canonical SMILES: O[C@@H]1CC[C@@H](O)[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/CC/C=C/C=C/[C@@H]([C@H]([C@H]([C@@H](OC(=O)C[C@@H](C[C@@H](C1)O)O)C)C)O)C)OC1O[C@@H](C)[C@@H]([C@H]([C@H]1O)N)O)C(=O)O
• InChI: InChI=1S/C47H75NO17/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)25-36(53)35(52)20-19-31(49)21-32(50)22-33(51)23-39(55)62-29(3)28(2)42(27)56/h5-6,8,10-18,27-38,40-44,46,49-54,56-58,61H,7,9,19-26,48H2,1-4H3,(H,59,60)/b6-5+,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: VQOXZBDYSJBXMA-CCBILCGJSA-N

名称和登记号

名称

• IUPAC标准名: (1S,3R,4R,7R,9R,11R,15S,16R,17R,18S,19E,21E,25E,27E,29E,31E,33R,35S,36R,37S)-33-{[(3R,4R,5R,6S)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid
• IUPAC传统名: (1S,3R,4R,7R,9R,11R,15S,16R,17R,18S,19E,21E,25E,27E,29E,31E,33R,35S,36R,37S)-33-{[(3R,4R,5R,6S)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid
• 别名: Bio-Statin; Mycostatin Pastilles; Nystatin

登记号

• CAS号: 1400-61-9
• PubChem SID: 162037744
• PubChem CID: 71299255

理论计算性质

• Acid pKa: 3.611593
• 质子受体: 17
• 质子供体: 12
• LogD (pH = 5.5): -1.9412671
• LogD (pH = 7.4): -1.9444739
• Log P: -1.9383262
• 摩尔折射率: 243.5539 cm^3
• 极化性: 94.91027 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

安全信息

• 保存条件: -20°C

产品相关信息

• 成盐信息: Free Base

详细说明

Selleck Chemicals - S1934

Research Area: Infection
Biological Activity:
Nystatin (Mycostatin) is a polyene antifungal drug to which many molds and yeasts are sensitive, including Candida spp. Nystatin has some toxicity associated with it when given intravenously, but it is not absorbed across intact skin or mucous membranes. It is considered a relatively safe drug for treating oral or gastrointestinal fungal infections. Nystatin interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary for the conversion of lanosterol to ergosterol. This results in inhibition of ergosterol synthesis and increased fungal cellular permeability. [1]

参考文献

• http://www.drugbank.ca/drugs/DB00646