(4S,4aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride

• ChemBase编号: 119323
• 分子式: C22H24Cl2N2O8
• 平均质量: 515.34056
• 单一同位素质量: 514.0909711
• SMILES: [C@]12(C(=C3C(=O)c4c([C@](C3C[C@H]2[C@@H](C(=C(C1=O)C(=O)N)O)N(C)C)(O)C)c(ccc4O)Cl)O)O.Cl
• Canonical SMILES: CN([C@@H]1C(=C(C(=O)N)C(=O)[C@@]2([C@H]1CC1C(=C2O)C(=O)c2c([C@@]1(C)O)c(Cl)ccc2O)O)O)C.Cl
• InChI: InChI=1S/C22H23ClN2O8.ClH/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21;/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31);1H/t7?,8-,15-,21-,22-;/m0./s1
• InChIKey: CBHYYLPALVVVEY-LYNLVHCPSA-N

名称和登记号

名称

• IUPAC标准名: (4S,4aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
• IUPAC传统名: aureomycin hydrochloride
• 别名: 金霉素 盐酸盐; 氯四环素 盐酸盐; Chlortetracycline HCl; (4S,4aS,5aS,6S,12aS)-7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide Hydrochloride; Aureociclina; Aureocycline; Aureomycin Hydrochloride; Aureomycin Monohydrochloride; Aureovit 12C80; Aurofac 100; Biomycin Hydrochloride; Chlortetracyclinium Chloride; Fermycin Soluble; Isphamycin; NSC 13252; Chlortetracycline Hydrochloride; (4S,4aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride; Chlortetracycline hydrochloride; 7-Chlorotetracycline hydrochloride

登记号

• CAS号: 64-72-2
• EC号: 200-591-7
• MDL号: MFCD00082440
• Beilstein号: 3858364
• PubChem SID: 24892735; 24856004; 24869844; 162102869
• PubChem CID: 54684459
• E编码: E702

理论计算性质

• Acid pKa: 2.6491811
• 质子受体: 9
• 质子供体: 6
• LogD (pH = 5.5): -2.889993
• LogD (pH = 7.4): -3.3256438
• Log P: -2.8858275
• 摩尔折射率: 118.9931 cm^3
• 极化性: 45.145546 Å^3
• 极化表面积: 181.62 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

• 溶解度: DMSO; Water
• 外观: Yellow Solid
• 熔点: >200°C dec.; 210-215 °C (dec.)(lit.)
• 比旋光度: [α]25/D -232°, c = 1 in H2O
• 荧光: λex 392 nm; λem 536 nm in 0.1 M Tris pH 8.0, 10 mM Ca2+

安全信息

• 保存条件: Refrigerator
• RTECS编号: QI7800000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 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
• 保存温度: -20°C; 2-8°C

药理学性质

• 作用靶点: Others

产品相关信息

• 纯度: ≥75% (HPLC); ≥97.0% (AT); 80%
• 级别: VETRANAL™, analytical standard
• 成盐信息: HCl
• 适用性: suitable for 1694 per US EPA; suitable for fluorescence
• 杂质: ≤3% water
• 生物来源: from Streptomyces aureofaciens
• 产品线: BioReagent
• Empirical Formula (Hill Notation): C22H23ClN2O8 · HCl

详细说明

Sigma Aldrich - 26430

Application
Cell-permeable fluorescent probe for Ca2+ for measuring calcium flux in endoplasmic reticulum and other intracellular stores in situ.
Biochem/physiol Actions
Chlortetracycline is an antibiotic produced by some strains of Streptomyces aureofaciens.Mode of Action: Inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit. Antimicrobial spectrum: Gram-positive. Less active against Gram-negative bacteria than tetracycline.Mode of Resistance: Loss of cell wall permeability.
Quality
Recommended for fluorescent studies of calcium signaling in cells or tissues.

Sigma Aldrich - C4881

Application
Cell-permeable fluorescent probe for Ca2+ for measuring calcium flux in endoplasmic reticulum and other intracellular stores in situ.
Biochem/physiol Actions
Chlortetracycline is an antibiotic produced by some strains of Streptomyces aureofaciens.Mode of Action: Inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit. Antimicrobial spectrum: Gram-positive. Less active against Gram-negative bacterial than tetracycline.Mode of Resistance: Loss of cell wall permeability.
包装
5, 25, 100 g in glass bottle

Sigma Aldrich - 46133

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 271802

Other Notes
残留物主要为盐酸四环素

Toronto Research Chemicals - C426500

Chlortetracycline is an antibiotic substance isolated from the substrate of Streptomyces aureofaciens. Chlortetracycline is an antimicrobial and antibacterial.Chlortetracycline contains an undetermined amount of epi-chlortetracycline.

参考文献

• Skaletzki, B., et al.: Pharmazie, 29, 424 (1974)
• Martinez, M., et al.: Biochemistry, 40, 11965 (1974)
• Davidson, P., et al.: Food Technol., 55, 69 (1974)
• de la Fuente, R., et al.: Br. J. Pharmacol., 149, 551 (1974)