Penicillin G sodium salt is used as a β-lactam antibiotic. Penicillin G can be used as a selective agent in several types of isolation media. It has been used to study the diagnostic and therapeutic implications of gentamicin-resistant Enterococcus faecalis sequence type 6 with reduced penicillin susceptibility and in cell culture both alone and combined with streptomycin and other antibiotics.

Specifications

Sinónimos

Especificaciones y pureza

Moligand™, 10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Narrow spectrum β-lactam antibiotic agent. Binds to specific penicillin-binding proteins. Inhibits bacterial cell wall synthesis. Shows bactericidal effects against Gram-positive aerobic organisms in vivo.

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

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Grado

Moligand™

Nombres e identificadores

Sonrisas canónicas	CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)[O-])C.[Na+]
IUPAC Name	sodium;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
InChIKey	FCPVYOBCFFNJFS-LQDWTQKMSA-M
INCHI	1S/C16H18N2O4S.Na/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/p-1/t11-,12+,14-;/m1./s1
Isómeros SMILES	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3)C(=O)[O-])C.[Na+]
CAS alternativo	61-33-6
Peso molecular	356.37
Reaxy-Rn	1038006
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1038006&ln=

Documentation

📋 Safety Data Sheet (SDS)

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Advanced Data

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organic acids and derivatives
  - Clase Carboxylic acids and derivatives
    - Subclass Amino acids, peptides, and analogues
      - Level5 Amino acids and derivatives
        Level6 Alpha amino acids and derivatives
        Level7 N-acyl-alpha amino acids and derivatives

Kingdom	Organic compounds
Superclass	Organic acids and derivatives
Clase	Carboxylic acids and derivatives
Subclass	Amino acids, peptides, and analogues
Intermediate Tree Nodes	Amino acids and derivatives - Alpha amino acids and derivatives
Direct Parent	N-acyl-alpha amino acids and derivatives
Alternative Parents	Penams Benzene and substituted derivatives Thiazolidines Tertiary carboxylic acid amides Azetidines Thiohemiaminal derivatives Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Carboximidic acids Carboxylic acids Monocarboxylic acids and derivatives Dialkylthioethers Hydrocarbon derivatives Organic oxides Organic sodium salts Carbonyl compounds Organic zwitterions Organonitrogen compounds Organopnictogen compounds
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	N-acyl-alpha amino acid or derivatives - Penam - Monocyclic benzene moiety - Benzenoid - Beta-lactam - Tertiary carboxylic acid amide - Thiazolidine - Azetidine - Carboxamide group - Lactam - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organic alkali metal salt - Organoheterocyclic compound - Thioether - Hemithioaminal - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Dialkylthioether - Organonitrogen compound - Organooxygen compound - Organic sodium salt - Organic nitrogen compound - Organic oxide - Organic oxygen compound - Organic zwitterion - Organic salt - Hydrocarbon derivative - Organopnictogen compound - Carbonyl group - Aromatic heteropolycyclic compound
Descripción	This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
External Descriptors	organic sodium salt
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Estructura 3D

Objetivos asociados (humanos)

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

Discover Target: CYP2D6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

Discover Target: CYP1A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

Discover Target: CYP2C9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Discover Target: CYP2C19

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

blaZ Beta-lactamase (285 Activities)

Discover Target: blaZ

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Streptococcus pneumoniae (31063 Activities)

Sensibilidad	air sensitive
Rotación específica [α]	[α]D 300° (C=2,H2O)
Punto de fusión (°C)	209-212°C
Peso molecular	356.400 g/mol
XLogP3
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Exact Mass	356.081 Da
Monoisotopic Mass	356.081 Da
Topological Polar Surface Area	115.000 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	536.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	2

1. Guangli Li, Xiaoman Qi, Jingtao Wu, Xuan Wan, Tianyu Wang, Ying Liu, Yuwei Chen, Yonghui Xia. (2023) Highly stable electrochemical sensing platform for the selective determination of pefloxacin in food samples based on a molecularly imprinted-polymer-coated gold nanoparticle/black phosphorus nanocomposite. FOOD CHEMISTRY, [PMID:37862994] [10.1016/j.foodchem.2023.137753]
2. Tong Shao, Xiaoshuang Wang, Rentian Guan, Suyuan Zeng, Rui Li, Min Hong, Qiaoli Yue. (2023) Carbonized polymer dots for the sensitive and selective analysis of chlortetracycline based on the aggregation induced emission. NEW JOURNAL OF CHEMISTRY, 47 (37): (17293-17302). [PMID:] [10.1039/D3NJ02474A]
3. Jing Zhang, Kairu Liu, Xiaojuan Duan, Xuhao Wang, Wupeng Ge, Wenping Jin. (2023) Restoration of Choujiu Koji and evaluation of its brewing performance. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2023.114933]
4. Yuanqian Xiong, Dong Zhang, Cuizhu Ye, Yu Wang, Xiangrui Deng, Danwen Deng, Chunhong Xiong, Jinsheng Zhang, Qianhui Gu, Ganhui Huang. (2023) Ultra-sensitive detection of ciprofloxacin hydrochloride in milk by molecularly imprinted electrochemical sensor based on S-CoFe-MOFs/AuNPs. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2023.105439]
5. Youqiang Fang, Xing Luo, Yanteng Xu, Zheng Liu, Rachel L. Mintz, Haiyang Yu, Xuan Yu, Kai Li, Enguo Ju, Haixia Wang, Zhaohui Tang, Yu Tao, Mingqiang Li. (2023) Sandwich-Structured Implants to Obstruct Multipath Energy Supply and Trigger Self-Enhanced Hypoxia-Initiated Chemotherapy Against Postsurgical Tumor Recurrence and Metastasis. Advanced Science, [PMID:37156756] [10.1002/advs.202300899]
6. Yalan He, Dongling Wu, Qian Liu, Jun Tang, Rong Chang, Tao Wang. (2022) Rapid synthesis of Ag nanosheets and deep insights into the link between the morphology and SERS performance. JOURNAL OF ALLOYS AND COMPOUNDS, [PMID:] [10.1016/j.jallcom.2022.168381]
7. Daikun Li, Wei Zhan, Xinlei Gao, Qi Wang, LiPin Li, Jun Zhang, Guiyuan Cai, Wei Zuo, Yu Tian. (2022) Aminated waste paper membrane for efficient and rapid filtration of anionic dyes and antibiotics from water. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2022.140641]
8. Liaoxi Tan, Yixin Hu, Xinyi Zhang, Chunlei Zhang, Chuchu Xi, Zhao Yang, Zhengyu Cao, Fang Zhao. (2022) Corydecumine G inhibits microglia activation via MAPK pathway in a rat model of neuropathic pain. JOURNAL OF CHEMICAL NEUROANATOMY, [PMID:35752418] [10.1016/j.jchemneu.2022.102124]
9. Yan-Mei Liang, Hui Yang, Bo Zhou, Yang Chen, Min Yang, Ke-Su Wei, Xiu-Fang Yan, Chao Kang. (2021) Waste tobacco leaves derived carbon dots for tetracycline detection: Improving quantitative accuracy with the aid of chemometric model. ANALYTICA CHIMICA ACTA, [PMID:35033278] [10.1016/j.aca.2021.339269]
10. Ying Wang, Xiaoguo Ma, Yuqi Peng, Yiyang Liu, Hengyuan Zhang. (2021) Selective and fast removal and determination of β-lactam antibiotics in aqueous solution using multiple templates imprinted polymers based on magnetic hybrid carbon material. JOURNAL OF HAZARDOUS MATERIALS, [PMID:34492906] [10.1016/j.jhazmat.2021.126098]
11. Xueqing Guo, Yang Liu, Wenjuan Dong, Qin Hu, Yong Li, Shaomin Shuang, Chuan Dong, Lishuai Cai, Xiaojuan Gong. (2021) Azithromycin detection in cells and tablets by N,S co-doped carbon quantum dots. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:33561684] [10.1016/j.saa.2021.119506]
12. Chuanyu Yang, Hanqing Hu, Yihong Wu, Xiongjie Lin, Goucheng Fan, Yongping Duan, Charles Powell, Veronica Ancona, Muqing Zhang. (2020) Metagenomic Analysis Reveals the Mechanism for the Observed Increase in Antibacterial Activity of Penicillin against Uncultured Bacteria Candidatus Liberibacter asiaticus Relative to Oxytetracycline in Planta. Antibiotics-Basel, 9 (12): (874). [PMID:33291469] [10.3390/antibiotics9120874]
13. Xiuling Ji, Suping Wang, Yiyong Luo, Xiaotian Yuan, Yunlin Wei, Qi Zhang, Kunhao Qin, Yujiao Tu. (2020) Green synthesis of weissella-derived fluorescence carbon dots for microbial staining, cell imaging and dual sensing of vitamin B12 and hexavalent chromium. DYES AND PIGMENTS, [PMID:] [10.1016/j.dyepig.2020.108818]
14. Suping Wang, Yujiao Tu, Kunhao Qin, Xiaotian Yuan, Wei Chen, Yunlin Wei, Zhiwei Xu, Qi Zhang, Xiuling Ji. (2020) Bacterium-Derived Carbon Dots as a Novel “Turn-On-On-Off-On” Sensor for Cr(VI) and 4-Nitrophenol Detection Based on Inner Filter Effect Mechanism. NANO, [PMID:] [10.1142/S1793292020500745]
15. Yujiao Tu, Suping Wang, Xiaotian Yuan, Pengfei Song, Yunlin Wei, Kunhao Qin, Qi Zhang, Xiuling Ji. (2020) Hydrothermal synthesis of Auricularia auricula derived nitrogen, phosphorus-doped carbon dots and application in Ag(I) and 4-nitrophenol detection and bioimaging. Analytical Methods, 12 (17): (2237-2243). [PMID:] [10.1039/D0AY00316F]
16. Yue Zhang, Zewei Wang, Qiong Zhang, Yuqi Song, Bo Zhang, Tianrui Ren, Haifeng Yang, Feng Wang. (2019) Polyethyleneimine mediated interaction for highly sensitive, magnetically assisted detection of tetracycline hydrochloride. APPLIED SURFACE SCIENCE, [PMID:] [10.1016/j.apsusc.2019.144543]
17. Jiongyu Zhang, Zhengzheng Yang, Qian Liu, Heng Liang. (2019) Electrochemical biotoxicity detection on a microfluidic paper-based analytical device via cellular respiratory inhibition. TALANTA, [PMID:31171199] [10.1016/j.talanta.2019.05.031]
18. Jia Qin, Geng Zhi-Qin, Liu Yang, Wang Wen, Han Cai-Qin, Yang Guo-Hai, Li Haitao, Qu Lu-Lu. (2018) Highly reproducible solid-phase extraction membrane for removal and surface-enhanced Raman scattering detection of antibiotics. JOURNAL OF MATERIALS SCIENCE, 53 (21): (14989-14997). [PMID:] [10.1007/s10853-018-2745-y]
19. Shanshan Chen, Yanlun Fang, Xianyue Jing, Hailin Luo, Jing Chen, Shungui Zhou. (2018) Enhanced electrosynthesis performance of Moorella thermoautotrophica by improving cell permeability. BIOELECTROCHEMISTRY, [PMID:29453055] [10.1016/j.bioelechem.2018.02.003]
20. Fei Fu, Linyao Li, Qingman Luo, Qingjin Li, Tingrui Guo, Mengqun Yu, Yang Song, Erqun Song. (2018) Selective and sensitive detection of lysozyme based on plasmon resonance light-scattering of hydrolyzed peptidoglycan stabilized-gold nanoparticles. ANALYST, 143 (5): (1133-1140). [PMID:29392248] [10.1039/C7AN01570D]
21. Qiaohui Luo, Neng Yu, Chunfei Shi, Xiaoping Wang, Jianmin Wu. (2016) Surface plasmon resonance sensor for antibiotics detection based on photo-initiated polymerization molecularly imprinted array. TALANTA, [PMID:27769483] [10.1016/j.talanta.2016.09.049]
22. Qu Fei, Sun Zhe, Liu Dongya, Zhao Xianen, You Jinmao. (2016) Direct and indirect fluorescent detection of tetracyclines using dually emitting carbon dots. MICROCHIMICA ACTA, 183 (9): (2547-2553). [PMID:] [10.1007/s00604-016-1901-9]
23. Kai Zhao, Chengjiao Wu, Ziwei Deng, Yingcen Guo, Bo Peng. (2015) Preparation of silver decorated silica nanocomposite rods for catalytic and surface-enhanced Raman scattering applications. RSC Advances, 5 (65): (52726-52736). [PMID:] [10.1039/C5RA08076B]
24. Yueting Wu, Lele Tang, Linhong Huang, Zhizhong Han, Jian Wang, Haibo Pan. (2014) A low detection limit penicillin biosensor based on single graphene nanosheets preadsorbed with hematein/ionic liquids/penicillinase. Materials Science & Engineering C-Materials for Biological Applications, [PMID:24863203] [10.1016/j.msec.2014.02.012]
25. Yuan-Ting Li, Lu-Lu Qu, Da-Wei Li, Qi-Xia Song, Farkhondeh Fathi, Yi-Tao Long. (2012) Rapid and sensitive in-situ detection of polar antibiotics in water using a disposable Ag–graphene sensor based on electrophoretic preconcentration and surface-enhanced Raman spectroscopy. BIOSENSORS & BIOELECTRONICS, [PMID:23287654] [10.1016/j.bios.2012.12.005]
26. Yin-Xia Sun, Bo-Tao Ji, Jiang-Hai Chen, Li-Ping Liu, Lu-Lu Gao, Zhe-Peng Deng, Yu Sun, Jian-Jun Wang, Biao Zhao, Jin-Guo Li. (2024) A smartphone-integrated bimetallic ratiometric fluorescent probe for specific visual detection of tetracycline antibiotics in food samples and latent fingerprinting. FOOD CHEMISTRY, [PMID:39486281] [10.1016/j.foodchem.2024.141782]
27. Yunpeng Wang, Chengming Li, Yang Yang, Chaochao Ma, Xiaojiao Zhao, Jiacheng Li, Lin Wei, Yang Li. (2025) A Surface-Enhanced Raman Spectroscopy Platform Integrating Dual Signal Enhancement and Machine Learning for Rapid Detection of Veterinary Drug Residues in Meat Products. ACS Applied Materials & Interfaces, [PMID:40025671] [10.1021/acsami.4c21938]
28. Zhai Wenhui, Tian Hairui, Liang Xuemei, Wu Yunqiang, Wen Jian, Liu Zhipeng, Zhao Xiaodong, Tao Li, Zou Kang. (2024) Androgen blockage impairs proliferation and function of Sertoli cells via Wee1 and Lfng. Cell Communication and Signaling, 22 (1): (1-16). [PMID:39407201] [10.1186/s12964-024-01875-5]
29. Li Kai, Yu Xuan, Xu Yanteng, Wang Haixia, Liu Zheng, Wu Chong, Luo Xing, Xu Jiancheng, Fang Youqiang, Ju Enguo, Lv Shixian, Chan Hon Fai, Lao Yeh-Hsing, He Weiling, Tao Yu, Li Mingqiang. (2025) Cascaded immunotherapy with implantable dual-drug depots sequentially releasing STING agonists and apoptosis inducers. Nature Communications, 16 (1): (1-26). [PMID:39952937] [10.1038/s41467-025-56407-7]
30. 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, [PMID:38986801] [10.1016/j.envres.2024.119577]
31. Wenbo Dong, Rongxin Fu, Nan Zhang, Jing Zhao, Yudan Ma, Han Cui, Jiangjiang Zhang, Zipeng Zhao, Hang Li, Yunxia Zhao, Yao Lu, Zhizhong Chen, Tianming Xu, Huikai Xie, Qian Yu, Shuailong Zhang. (2024) Digital Microfluidics with Integrated Raman Sensor for High-Sensitivity In-Situ Bioanalysis. BIOSENSORS & BIOELECTRONICS, [PMID:39657552] [10.1016/j.bios.2024.117036]
32. Jingtao Wu, Yonghui Xia, Tianyu Wang, Yafeng Zhang, Guangli Li. (2024) Efficient voltammetric platform combining a molecularly imprinted polymer and silver-nanoparticle-decorated black phosphorus nanosheets for selective determination of Gatifloxacin. Food Chemistry-X, [PMID:39758065] [10.1016/j.fochx.2024.102094]
33. Xiaobo Wei, Ziyue Zhang, Lei Wang, Lin Yan, Yonggang Yan, Cheng Wang, Haitao Peng, Xiaoxia Fan. (2024) Enhancing osteoblast proliferation and bone regeneration by poly (amino acid)/selenium-doped hydroxyapatite. Biomedical Materials, 19 (3): (035025). [PMID:38537374] [10.1088/1748-605X/ad38ac]
34. Tai Ye, Long Bai, Jinsong Yu, Weiyan Shi, Min Yuan, Juncheng Wang, Hui Cao, Liling Hao, Xiuxiu Wu, Fengqin Yin, Fei Xu. (2024) Fluorescent nanozyme for the dual-mode detection of tetracycline: Aggregation-induced luminescence and boosting peroxidase-like activity. FOOD CONTROL, [PMID:] [10.1016/j.foodcont.2024.111109]
35. Yujia Chen, Wei Li, Li Wang, Bingmei Wang, Jian Suo. (2024) Novel inhibition of Staphylococcus aureus sortase A by plantamajoside: implications for controlling multidrug-resistant infections. APPLIED AND ENVIRONMENTAL MICROBIOLOGY, [PMID:39745463] [10.1128/aem.01804-24]
36. Hongchao Dai, Lei Yuan, Luyao Fan, Jia Yang, Xinan Jiao. (2024) Occurrence and risk-related features of Bacillus cereus in fluid milk. INTERNATIONAL JOURNAL OF DAIRY TECHNOLOGY, [PMID:] [10.1111/1471-0307.13054]
37. Chaoting Shi, Ninghan Tang, Shan Pu, Hui Xin, Lan Wu, Xiandeng Hou. (2024) Rapid one-pot synthesis of multifunctional UiO-66(Zr/Ce)-NH2 for detection and photocatalytic degradation of tetracycline. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.158621]
38. Yin-Xia Sun, Xue Bai, Ai-Ping Luo, Yu Sun, Zhe-Peng Deng, Wan-Hong Sun, Wen-Yu Han. (2025) Ratiometric fluorescent sensor CQDx@Co/Mn-MOF for rapid and sensitive detection of quinolone antibiotics. TALANTA, [PMID:40179685] [10.1016/j.talanta.2025.128034]
39. Mengyue Gao, Qiao Chen, ZhiHao Li, YiFang Zhan, LiHua Wang, Ting He, Qi Yao, Fengmei Jin, Jiming Hu. (2024) Solid phase extraction-surface enhanced Raman spectroscopy (SPE-SERS) test of antibiotic residues in Milk based on au@ MIL-101 NPs. FOOD CHEMISTRY, [PMID:39531971] [10.1016/j.foodchem.2024.141949]
40. Yanjun Xie, Fangyi Xu, Huali Dong, Jianfeng Mao, Chuanling Zhang. (2024) The prevalence of optrA-carrying Enterococci in the vaginal micro-ecology of pregnant women in late pregnancy. Microbiology Spectrum, [PMID:39611831] [10.1128/spectrum.02135-24]

penicillin G，Na - Moligand™, 10mM in DMSO , CAS No.69-57-8

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