(6R,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

• ChemBase编号: 104099
• 分子式: C8H10N2O3S
• 平均质量: 214.2416
• 单一同位素质量: 214.04121319
• SMILES: O=C1N2C(=C(CS[C@@H]2[C@@H]1N)C)C(=O)O
• Canonical SMILES: O=C1[C@@H](N)[C@@H]2N1C(=C(CS2)C)C(=O)O
• InChI: InChI=1S/C8H10N2O3S/c1-3-2-14-7-4(9)6(11)10(7)5(3)8(12)13/h4,7H,2,9H2,1H3,(H,12,13)/t4-,7-/m1/s1
• InChIKey: NVIAYEIXYQCDAN-CLZZGJSISA-N

名称和登记号

名称

• IUPAC标准名: (6R,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• IUPAC传统名: (6R,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 别名: 6R,7R)-7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid; 7-Amino-3-deacetoxycephalosporanic Acid; Deacetoxycephalosporanic Acid; 7-Aminodesacetoxycephalosporanic Acid; 7-ADCA; 7-AMINODESACETOXY-CEPHALOSPORANIC ACID; (6R,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7-Aminodesacetoxycephalosporanic acid

登记号

• CAS号: 22252-43-3
• EC号: 244-870-1
• MDL号: MFCD09750368
• PubChem SID: 24891339; 162091631
• PubChem CID: 33498

理论计算性质

• 极化性: 20.182032 Å^3
• 极化表面积: 83.63 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true
• Acid pKa: 3.6105866
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -2.9694972
• LogD (pH = 7.4): -3.2448876
• Log P: -2.9756842
• 摩尔折射率: 51.8122 cm^3

分子性质

理化性质

• 溶解度: DMSO (Sparingly); Do you have solubility information on this product that you would like to share?
• 外观: Off-White Solid
• 熔点: >225°C dec.; 220-230°C (dec.)

安全信息

• 保存条件: -20°C Freezer; 2-8°C
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 42/43
• 安全公开号: 36
• 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

• 纯度: 97%
• Empirical Formula (Hill Notation): C8H10N2O3S
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 02154738

(7-ADCA)

Sigma Aldrich - A8398

Application
Do you have application information on this product that you would like to share?
7-Aminodesacetoxycephalosporanic acid is used in the synthesis of cephalosporins and for bioconversion studies 1.
7-Aminodesacetoxycephalosporanic acid is used in the synthesis of cephalosporins.
Biochem/physiol Actions
7-ADCA is produced from penicillin G made by Penicillium chrysogenum involving several polluting chemical steps followed by enzymatic deacylation using penicillin acylase 2.

Toronto Research Chemicals - A604330

A metabolite of Cephalexin (C256800).

参考文献

• Dantzig, A., et al.: Biochim. Biophys. Acta, 1027, 211 (1990)
• Shen, H., et al.: J. Biol. Chem., 278, 4786 (1990)
• Watanabe, C., et al.: Drug Metab. Pharmacokinet., 20, 443 (2005)