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7-氨基头孢烷酸

    级别和纯度:
  • 2mM in DMSO
有货

库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
A427127-1ml
1ml 现货 Stock Image

基本描述

别名 7-氨基头孢霉烷酸 | 7-氨基头孢菌素酸
英文别名 (6R,7R)-3-((ACETYLOXY)METHYL)-7-AMINO-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID | 7-amino cephalosporanic acid | 7-Aminocephalosporanic-acid | (6R,7R)-3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic A
规格或纯度 2mM in DMSO
英文名称 7-Aminocephalosporanic acid
储存温度 -80℃储存
运输条件 超低温冰袋运输
作用类型 抑制剂
产品介绍

医药中间体。是许多半合成头孢菌素的起始原料。各种半合成头孢菌素的工业生产,是由发酵制得头孢菌素C。再用化学裂解获得母核7-ACA,然后进行化学改造的途径制取的。

产品应用 细菌(金黄色葡萄球菌)β-内酰胺酶的有效抑制剂。

Product Application
7-Aminocephalosporanic acid (7-ACA) can be used as a starting material to synthesize: Cefotaxime by acylation reaction with S-benzothiazol-2-yl(2-amino-4-thiazolyl)(methoxyimino)thioacetate (MAEM) in the presence of triethylamine. Cefpodoxime proxetil, a third-generation antibiotic via cefotaxime intermediate. Sodium 3′-substituted cephalosporanate sulfone derivatives as potential inhibitors of β-lactamase.

关联靶点(人)

SLC15A1 Tchem Oligopeptide transporter small intestine isoform (922 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点(其它种属)

Hdac6 Histone deacetylase 6 (222 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Slc15a2 Oligopeptide transporter, kidney isoform (114 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

EC号 213-485-0
分子类型 小分子
IIUPAC Name (6R,7R)-3-(acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
INCHI 1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1
InChi Key HSHGZXNAXBPPDL-HZGVNTEJSA-N
Smiles CC(=O)OCC1=C(N2C(C(C2=O)N)SC1)C(=O)O
Isomeric SMILES CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)N)SC1)C(=O)O
分子量 272.28
Beilstein号 622637
Reaxy-Rn 622637
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=622637&ln=

化学和物理性质

比旋光度 90° (C=0.5,buffer sol. pH7.0 KH2PO4)
熔点 >300°C
分子量 272.280 g/mol
XLogP3 -4.000
氢键供体数Hydrogen Bond Donor Count 2
氢键受体数Hydrogen Bond Acceptor Count 7
可旋转键计数Rotatable Bond Count 4
精确质量Exact Mass 272.047 Da
单同位素质量Monoisotopic Mass 272.047 Da
拓扑极表面积Topological Polar Surface Area 135.000 Ų
重原子数Heavy Atom Count 18
形式电荷Formal Charge 0
复杂度Complexity 461.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 2
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

象形图 GHS07,   GHS08
信号词 危险
危险声明

H317: 可能引起皮肤过敏反应

H319: 引起严重眼睛刺激

H334: 吸入可能引起过敏或哮喘病症状或呼吸困难

H335: 可能引起呼吸道刺激

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P271: 仅在室外或通风良好的地方使用。

P272: 被污染的工作服不允许离开工作场所

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P284: 如果通风不良,请佩戴呼吸防护装置。

P321: 特殊处理(请参阅此标签上的...)。

P302+P352: 如皮肤沾染:用水充分清洗。

P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。

P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。

P333+P313: 如发生皮肤刺激或皮疹:求医/就诊。

P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。

P405: 密闭存放

P403+P233: 存放在通风良好的地方。保持容器密闭。

P501: 将内容物/容器处理到。。。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P337+P317: 如果眼睛刺激持续:寻求医疗帮助。

P319: 如果你感到不适,请寻求医疗帮助。

P342+P316: 如果出现呼吸道症状:立即寻求急救。

WGK Germany 3
Merck Index 434
个人防护装备 dust mask type N95 (US),Eyeshields,Faceshields,Gloves

质检证书(CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:

此产品的引用文献

引用文献

1. Weiwen Huang, Yichen Wang, Lumei Wang, Chaoqiang Pan, Guoqing Shen.  (2021)  Colorimetric detection of ciprofloxacin in aqueous solution based on an unmodified aptamer and the aggregation of gold nanoparticles.  Analytical Methods,  13  (1): (90-98).  [PMID:33300899] [10.1039/D0AY01811B]
2. Yi Haoyang, Yan Zhiyu, Wang Lumei, Zhou Xiaotong, Yan Rui, Zhang Dongwei, Shen Guoqing, Zhou Shanshan.  (2019)  Fluorometric determination for ofloxacin by using an aptamer and SYBR Green I.  MICROCHIMICA ACTA,  186  (10): (1-9).  [PMID:31486902] [10.1007/s00604-019-3788-8]
3. Yanyan Zhao, Yongbo Wang, Xuhua Liang, Huanxian Shi, Cunjin Wang, Jun Fan, Xiaoyun Hu, Enzhou Liu.  (2019)  Enhanced photocatalytic activity of Ag-CsPbBr3/CN composite for broad spectrum photocatalytic degradation of cephalosporin antibiotics 7-ACA.  APPLIED CATALYSIS B-ENVIRONMENTAL,  247  (57).  [10.1016/j.apcatb.2019.01.090]
4. Xuan Ni, Bing Xia, Lumei Wang, Jing Ye, Gaoshang Du, Haiwei Feng, Xiaotong Zhou, Tong Zhang, Wenhao Wang.  (2017)  Fluorescent aptasensor for 17β-estradiol determination based on gold nanoparticles quenching the fluorescence of Rhodamine B.  ANALYTICAL BIOCHEMISTRY,  523  (17).  [PMID:28137603] [10.1016/j.ab.2017.01.021]
5. Xiaotong Zhou,Lumei Wang,Guoqing Shen,Dongwei Zhang,Jialun Xie,Abdureyim Mamut,Weiwen Huang,Shanshan Zhou.  (2018-07-05)  Colorimetric determination of ofloxacin using unmodified aptamers and the aggregation of gold nanoparticles..  Mikrochimica acta,  185  ((7)): (355-355).  [PMID:29971570]
6. Wei-Chuang Kong, Chen-Chen Li, Ai-Hong Zhang, Xin-Long Li, Qian-Rui Gong, Bing-Tan Jin, Xiao-Juan Jia, Xu-Ying Liu, Yan-Fei Kang.  (2024)  A colorimetric-aptamer-based assay for the determination of enrofloxacin through triggering the aggregation of gold nanoparticles.  Analytical Methods,  [PMID:39311407] [10.1039/D4AY01259C]
7. Wen-Yuan Fan, Xin Zhang, Dong-Hua Xie, Kenneth Mei Yee Leung, Guo-Ping Sheng.  (2025)  Cerium-based nanohydrolase for fast catalytic hydrolysis of β-lactam antibiotics in wastewater effluents.  JOURNAL OF HAZARDOUS MATERIALS,  484  (136800).  [PMID:39644848] [10.1016/j.jhazmat.2024.136800]
8. Zhenbin Chen, Haohan Cai, Feng Huang, Zongping Wang, Yiqun Chen, Zizheng Liu, Pengchao Xie.  (2024)  Degradation of β-lactam antibiotics by Fe(III)/HSO3− system and their quantitative structure-activity relationship.  ENVIRONMENTAL RESEARCH,  259  (119577).  [PMID:38986801] [10.1016/j.envres.2024.119577]
9. Shuqi Xing, Wei Xie, Guangli Hu, Chaocheng Luo, Hong Zhu, Laping He, Cuiqin Li, Xiao Wang, Xuefeng Zeng.  (2025)  The synthesis of cinnamyl acetate and deacetyl-7-aminocephalosporanic acid by a GDSL-type esterase and its substrate specificity analysis.  ENZYME AND MICROBIAL TECHNOLOGY,  182  (110532).  [PMID:39471645] [10.1016/j.enzmictec.2024.110532]

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