sodium (2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

• ChemBase编号: 105415
• 分子式: C16H18N3NaO4S
• 平均质量: 371.38659
• 单一同位素质量: 371.09157135
• SMILES: [Na+].CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C(=O)[O-]
• Canonical SMILES: N[C@H](c1ccccc1)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)[O-])(C)C.[Na+]
• InChI: InChI=1S/C16H19N3O4S.Na/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1
• InChIKey: KLOHDWPABZXLGI-YWUHCJSESA-M

名称和登记号

名称

• IUPAC标准名: sodium (2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• IUPAC传统名: sodium ampicillin(1-)
• 别名: 氨苄青霉素 钠盐; 氨苄西林 钠盐; D-(-)-α-Aminobenzylpenicillin sodium salt; Ampicillin sodium salt; AMINOBENZYLPENICILLIN SODIUM SALT; AMPICILLIN SODIUM SALT; AMPICILLIN SODIUM SALT γ-IRRADIATED

登记号

• CAS号: 69-52-3
• EC号: 200-708-1
• MDL号: MFCD00064313
• Beilstein号: 4119211
• PubChem SID: 24890405; 162093651; 24890695; 24891335; 24891463
• PubChem CID: 23663979

理论计算性质

• Acid pKa: 3.2380536
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -2.0056438
• LogD (pH = 7.4): -2.2605202
• Log P: -2.0066502
• 摩尔折射率: 98.3606 cm^3
• 极化性: 34.76069 Å^3
• 极化表面积: 115.56 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: soluble50 mg/mL; H2O: soluble50 mg/mL (Stock solutions should be stored at -20 °C.); sterile water: soluble5-20 mg/mL (as a stock solution)
• 外观: white with slight yellow cast; white with slight yellow cast powder
• 熔点: 215 °C decomposes; 215 °C (dec.)(lit.)

安全信息

• 保存条件: 2-8°C
• RTECS编号: XH8400000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 2
• 危险公开号: 42/43; R:22
• 安全公开号: 22-36/37-45; S:36/37/39
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H317-H334
• GHS警示性声明: P261-P280-P342 + P311
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 药效: ≥845 μg per mg
• 适用性: suitable for cell culture
• 杂质: endotoxin, tested
• 无菌消毒: γ-irradiated
• 产品线: BioXtra
• Empirical Formula (Hill Notation): C16H18N3NaO4S

详细说明

MP Biomedicals - 02194199

Sodium Salt
γ-Irradiated
Molecular Biology Reagent
Inhibits cell wall biosynthesis.

MP Biomedicals - 02190148

Sodium Salt Crystalline

MP Biomedicals - 02194526

Cell Culture Reagent
Sodium Salt
Crystalline

Sigma Aldrich - A2804

Analysis Note
USP potency testing is carried out on control vials after γ-irradiation to assure full biological activity (except where noted).
Application
Recommended for use in molecular biology applications at 20-50 μg/ml.
Biochem/physiol Actions
β-内酰胺类抗生素，具有连接到青霉素结构上的氨基侧链。青霉素衍生物，通过灭活细菌细胞膜内表面上的转肽酶，抑制细菌细胞壁的合成（肽聚糖交联）。仅对生长的 Escherichia coli 具有杀菌作用。抗性方式：通过 β-内酰胺酶使氨苄西林的 β-内酰胺环分裂。抗菌谱：革兰氏阴性和革兰氏阳性细菌。
Reconstitution
Prepare stock solutions directly in the vial at any concentration in the recommended range. Stock solutions should be stored at -20 °C. Stable at 37 °C for 3 days.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - A8351

Application
Used to select for ampicillin resistance in mutated and transformed cells.
Biochem/physiol Actions
β-内酰胺类抗生素，具有连接到青霉素结构上的氨基侧链。青霉素衍生物，通过灭活细菌细胞膜内表面上的转肽酶，抑制细菌细胞壁的合成（肽聚糖交联）。仅对生长的 Escherichia coli 具有杀菌作用。抗性方式：通过 β-内酰胺酶使氨苄西林的 β-内酰胺环分裂。抗菌谱：革兰氏阴性和革兰氏阳性细菌。
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - A0166

Application
建议以 100mg/L 的抗菌用量用于细胞培养基中。 建议以 20-125μg/ml 的量用于氨苄西林抗性研究。 在 37°C 下可稳定 3 天。
Biochem/physiol Actions
β-内酰胺类抗生素，具有连接到青霉素结构上的氨基侧链。青霉素衍生物，通过灭活细菌细胞膜内表面上的转肽酶，抑制细菌细胞壁的合成（肽聚糖交联）。仅对生长的 Escherichia coli 具有杀菌作用。抗性方式：通过 β-内酰胺酶使氨苄西林的 β-内酰胺环分裂。抗菌谱：革兰氏阴性和革兰氏阳性细菌。
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - A9518

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Used to select for ampicillin resistance in mutated and transformed cells.
Biochem/physiol Actions
β-内酰胺类抗生素，具有连接到青霉素结构上的氨基侧链。青霉素衍生物，通过灭活细菌细胞膜内表面上的转肽酶，抑制细菌细胞壁的合成（肽聚糖交联）。仅对生长的 Escherichia coli 具有杀菌作用。抗性方式：通过 β-内酰胺酶使氨苄西林的 β-内酰胺环分裂。抗菌谱：革兰氏阴性和革兰氏阳性细菌。
包装
5, 25, 100 g in poly bottle