(4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride

• ChemBase编号: 133341
• 分子式: C22H25ClN2O9
• 平均质量: 496.8949
• 单一同位素质量: 496.12485807
• SMILES: C[C@]1(c2cccc(c2C(=O)C2=C([C@]3([C@@H]([C@H]([C@H]12)O)[C@@H](C(=C(C3=O)C(=O)N)O)N(C)C)O)O)O)O.Cl
• Canonical SMILES: CN([C@@H]1C(=C(C(=O)N)C(=O)[C@@]2([C@H]1[C@@H](O)[C@H]1C(=C2O)C(=O)c2c([C@@]1(C)O)cccc2O)O)O)C.Cl
• InChI: InChI=1S/C22H24N2O9.ClH/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31);1H/t12-,13-,14+,17+,21-,22+;/m1./s1
• InChIKey: UBDNTYUBJLXUNN-IFLJXUKPSA-N

名称和登记号

名称

• IUPAC标准名: (4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
• IUPAC传统名: oxytetracycline hydrochloride
• 别名: 土霉素 盐酸盐; Oxytetracycline hydrochloride

登记号

• CAS号: 2058-46-0
• EC号: 218-161-2
• MDL号: MFCD00135815
• Beilstein号: 3853107
• PubChem SID: 24898027; 24870318; 162227618
• PubChem CID: 54680782
• E编码: E703

理论计算性质

• Acid pKa: 0.24295226
• 质子受体: 10
• 质子供体: 7
• LogD (pH = 5.5): -5.5841894
• LogD (pH = 7.4): -7.485068
• Log P: -4.5983834
• 摩尔折射率: 115.3982 cm^3
• 极化性: 43.880726 Å^3
• 极化表面积: 201.85 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: yellow crystalline

安全信息

• RTECS编号: QI8225000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 2
• 危险公开号: 63
• 安全公开号: 36/37
• GHS危险品标识: GHS08
• GHS警示词: Warning
• GHS危险声明: H361d
• GHS警示性声明: P281
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥95% (HPLC)
• 级别: VETRANAL™, analytical standard
• 成盐信息: HCl
• 适用性: suitable for 1694 per US EPA
• Empirical Formula (Hill Notation): C22H24N2O9 · HCl
• 分类: Genuine Natural Compounds

详细说明

Sigma Aldrich - O5875

Application
Oxytetracycline is a tetracycline analog isolated from the actinomycete streptomyces rimosus. Oxytetracycline is an antibiotic indicated for treatment of infections caused by Gram positive and Gram negative microorganisms such as Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae, and Diplococcus pneumoniae. It is used in studies on the oxytetracycline-resistance gene (otrA). Oxytetracycline hydrochloride is used to study phagosome-lysosome (P-L) fusion in P388D1 cells1 and antibiotic susceptibilities of Mycopasma bovis isolates2. Product O5875 is ≥95% (HPLC), crystalline.
Biochem/physiol Actions
Oxytetracycline inhibits translation which results in cell death. It binds to the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome. The binding is reversible in nature. Oxytetracycline is lipophilic so it can easily pass through a cell membrane and passively diffuses through channels in the bacterial membrane.

Sigma Aldrich - 46598

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC