penicillin G，Na - Moligand™, 1650 U/mg , CAS No.69-57-8

CAS: 69-57-8 Cat. No.: P105489 Molecular Weight: 356.37 EC Number: 200-710-2

GRADE & PURITY Moligand™, 1650 U/mg

Synonyms

CHEBI:51765 | EN300-25914569 | PENICILLIN G, SODIUM SALT | BENZYLPENICILLIN SODIUM [MART.] | HY-B1463 | Penicillin G, sodium | 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-(2S,5R,6R)-, monosodium salt | C

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

application：

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

Synonyms

CHEBI:51765 | EN300-25914569 | PENICILLIN G, SODIUM SALT | BENZYLPENICILLIN SODIUM [MART.] | HY-B1463 | Penicillin G, sodium | 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3, 3-dimethyl-7-oxo-6-((phenylacetyl)amino)-(2S, 5R, 6R)-, monosodium salt | C

Specifications & Purity

Moligand™, 1650 U/mg

Biochemical and Physiological Mechanisms

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.

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Names and Identifiers

• Canonical Smiles: 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
• Isomeric SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3)C(=O)[O-])C.[Na+]
• Alternate CAS: 61-33-6
• Molecular Weight: 356.37
• Reaxy-Rn: 1038006
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1038006&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class 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
• Class: 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
• Description: 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

Data sources

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

Associated Targets(Human)

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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Associated Targets(non-human)

blaZ Beta-lactamase (285 Activities)

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Streptococcus pneumoniae (31063 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Ralstonia solanacearum (520 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Moraxella catarrhalis (3334 Activities)

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Escherichia coli (133304 Activities)

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Haemophilus influenzae (8812 Activities)

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Bacillus subtilis (32866 Activities)

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Bacillus thuringiensis (718 Activities)

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Enterococcus faecalis (29875 Activities)

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Bacillus cereus (7522 Activities)

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Candida albicans (78123 Activities)

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Slc22a20 Solute carrier family 22 member 20 (86 Activities)

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Slc22a6 Solute carrier family 22 member 6 (141 Activities)

Discover Target: Slc22a6

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Pectobacterium carotovorum (295 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (100 mg/ml), alcohol, glycerol, DMSO (71 mg/ml at 25°C), and ethanol (< 1 mg/ml at 25°C).
• Sensitivity: air sensitive
• Specific Rotation[α]: [α]D 300° (C=2,H2O)
• Melt Point(°C): 209-212°C
• Molecular Weight: 356.400 g/mol
• 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 Ų
• 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

XLogP3

References

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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]

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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]

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