(10E)-6-{[4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-[(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy]-3,5,7,9,11,13-hexamethyl-10-(2,4,7-trioxa-1-azaoctan-1-ylidene)-1-oxacyclotetradecan-2-one

• ChemBase编号: 132692
• 分子式: C41H76N2O15
• 平均质量: 837.04654
• 单一同位素质量: 836.52456974
• SMILES: CCC1C(C(C(/C(=N/OCOCCOC)/C(CC(C(C(C(C(C(=O)O1)C)OC1CC(C(C(O1)C)O)(C)OC)C)OC1C(C(CC(O1)C)N(C)C)O)(C)O)C)C)O)(C)O
• Canonical SMILES: COCCOCO/N=C/1\C(C)CC(C)(O)C(OC2OC(C)CC(C2O)N(C)C)C(C)C(OC2OC(C)C(C(C2)(C)OC)O)C(C(=O)OC(C(C(C1C)O)(C)O)CC)C
• InChI: InChI=1S/C41H76N2O15/c1-15-29-41(10,49)34(45)24(4)31(42-53-21-52-17-16-50-13)22(2)19-39(8,48)36(58-38-32(44)28(43(11)12)18-23(3)54-38)25(5)33(26(6)37(47)56-29)57-30-20-40(9,51-14)35(46)27(7)55-30/h22-30,32-36,38,44-46,48-49H,15-21H2,1-14H3/b42-31+
• InChIKey: RXZBMPWDPOLZGW-FEMONOMJSA-N

名称和登记号

名称

• IUPAC标准名: (10E)-6-{[4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-[(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy]-3,5,7,9,11,13-hexamethyl-10-(2,4,7-trioxa-1-azaoctan-1-ylidene)-1-oxacyclotetradecan-2-one
• IUPAC传统名: roxithromycin
• 别名: Erythromycin 9-(-O-[2-methoxyethoxy]methyloxime); Roxithromycin

登记号

• CAS号: 80214-83-1
• MDL号: MFCD00214389
• PubChem SID: 162226969; 24899369
• PubChem CID: 5353933

理论计算性质

• Acid pKa: 12.454023
• 质子受体: 16
• 质子供体: 5
• LogD (pH = 5.5): -0.23886713
• LogD (pH = 7.4): 1.3162447
• Log P: 2.9999793
• 摩尔折射率: 211.2376 cm^3
• 极化性: 85.90249 Å^3
• 极化表面积: 216.89 Å^2
• 可自由旋转的化学键: 13
• 里宾斯基五规则: false

分子性质

安全信息

• RTECS编号: KF4990000
• 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
• 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: 2-8°C

产品相关信息

• 纯度: ≥90% (HPLC)
• 适用性: suitable for 1694 per US EPA

详细说明

Sigma Aldrich - R4393

Biochem/physiol Actions
Semisynthetic erythromycin derivative. Impairs NADPH oxidase activation and alters translocation of its cytosolic components to the neutrophil membrane.
Roxithromycin impairs NADPH oxidase activation and alters translocation of its cytosolic components to the neutrophil membrane. It is similar in composition, chemical structure and mechanism of action to erythromycin, azithromycin, and clarithromycin. Roxithromycin binds to the subunit 50S of the bacterial ribosome, inhibiting the translocation of peptides1.
Application
Roxithromycin is a semi-synthetic macrolide antibiotic. Roxithromycin is used to block bacterial protein synthesis. Clinically, it is used to treat respiratory tract, urinary and soft tissue infections. It has a similar antimicrobial spectrum as erythromycin, but is the preferred treatment for certain gram-negative bacteria, such as Legionella pneumophila1.