2-(6-{6-[2-(5-ethyl-5-hydroxy-6-methyloxan-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl}-3,5-dimethyloxan-2-yl)butanoic acid

• ChemBase编号: 132805
• 分子式: C43H72O11
• 平均质量: 765.02518
• 单一同位素质量: 764.50746312
• SMILES: CCC(C1C(CC(C(O1)C(C)C(C(C)C(=O)C(CC)C1C(CC(C2(O1)C=CC(C1(O2)CCC(O1)(C)C1CCC(C(O1)C)(CC)O)O)C)C)O)C)C)C(=O)O
• Canonical SMILES: CCC(C1OC2(C=CC(C3(O2)CCC(O3)(C)C2CCC(C(O2)C)(O)CC)O)C(CC1C)C)C(=O)C(C(C(C1OC(C(CC1C)C)C(C(=O)O)CC)C)O)C
• InChI: InChI=1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)
• InChIKey: VHKXXVVRRDYCIK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(6-{6-[2-(5-ethyl-5-hydroxy-6-methyloxan-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro[4.1.5^7.3^5]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl}-3,5-dimethyloxan-2-yl)butanoic acid
• IUPAC传统名: 2-(6-{6-[2-(5-ethyl-5-hydroxy-6-methyloxan-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro[4.1.5^7.3^5]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl}-3,5-dimethyloxan-2-yl)butanoic acid
• 别名: Narasin from Streptomyces auriofaciens

登记号

• CAS号: 55134-13-9
• MDL号: MFCD00133653
• PubChem SID: 24897476; 162227082
• PubChem CID: 4264204

理论计算性质

• Acid pKa: 4.4974623
• 质子受体: 11
• 质子供体: 4
• LogD (pH = 5.5): 6.834408
• LogD (pH = 7.4): 5.0657854
• Log P: 7.8768196
• 摩尔折射率: 204.5379 cm^3
• 极化性: 81.99842 Å^3
• 极化表面积: 161.21 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: false

分子性质

安全信息

• RTECS编号: VO8640000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 2811
• 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): 2
• 危险公开号: 28
• 安全公开号: 28-36/37-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300
• GHS警示性声明: P264-P301 + P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)

详细说明

Sigma Aldrich - N1271

Application
Narasin is a growth-promoting ionophoric antibacterial agent for Enterococci, specifically Enterococcus faecium and Enterococcus faecalis1,2. It inhibits coccidial infection in poultry and mammals and is used in studies involving sodium calcium ion exchange.
Biochem/physiol Actions
Narasin administration in swine results in improved nitrogen digestibility, which decreases fecal nitrogen and increases the relative concentrations of propionic acid in the large intestine. Polyether ionophores, such as Narasin, have a hydrophilic interior and a hydrophobic exterior. The lipophilic ionophore attaches to the lipid rich cell membranes of Gram-positive bacteria. Ionophores bind Na+, K+, and H+ and facilitate their transfer across the bacterial cell membrane, resulting in an increase in H+ concentration on the inside of the Gram-positive cell. Therefore, the H+ ATPase pump is activated to transport out excess H+. The cell is depleted of its energy resources and reduces fermentative functions and cell division 3.