P1382
Phenoxymethylpenicillinic acid potassium salt
potency: 1444-1536 units per mg
Synonym(s):
Penicillin V potassium salt
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About This Item
Empirical Formula (Hill Notation):
C16H17N2O5SK
Molecular Weight:
388.48
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
205-086-5
MDL number:
InChI key
HCTVWSOKIJULET-LQDWTQKMSA-M
InChI
1S/C16H18N2O5S.K/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/p-1/t11-,12+,14-;/m1./s1
SMILES string
[K+].CC1(C)S[C@@H]2[C@H](NC(=O)COc3ccccc3)C(=O)N2[C@H]1C([O-])=O
form
solid
potency
1444-1536 units per mg
antibiotic activity spectrum
Gram-positive bacteria
General description
Chemical structure: β-lactam
Application
Phenoxymethylpenicillinic acid, also known as Penicillin V, is a narrow spectrum antibiotic used to treat mild to moderate infections caused by susceptible bacteria. It is a natural penicillin antibiotic that is administered orally. Penicillin V is a penicillin β-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. It is commonly used in cell culture in combination with streptomcyin and other antibiotics. It is used to study penicillin-binding protein 2, molecular cloning of the Bacillus sphaericus penicillin V amidase gene, and gastrointestinal persistence and bile tolerance of Listeria monocytogenes.
Biochem/physiol Actions
Phenoxymethylpenicillinic acid binds to specific penicillin-binding proteins (PBPs) and inhibits the synthesis of bacterial cell walls by preventing cell wall peptidoglycan chain cross-linking. This causes cell lysis, which is mediated by autolytic enzymes such as autolysins. Phenoxymethylpenicillnic acid may interfere with autolysin inhibitors.
Other Notes
10mu,100mu
Keep container tightly closed in a dry and well-ventilated place.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Resp. Sens. 1 - Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
涉药品监管产品
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A Olsson et al.
Applied and environmental microbiology, 49(5), 1084-1089 (1985-05-01)
The Bacillus sphaericus gene coding for penicillin V amidase, which catalyzes the hydrolysis of penicillin V to yield 6-aminopenicillanic acid and phenoxyacetic acid, has been isolated by molecular cloning in Escherichia coli. The gene is contained within a 2.2-kilobase HindIII-PstI
Máire Begley et al.
Infection and immunity, 73(2), 894-904 (2005-01-25)
Listeria monocytogenes must resist the deleterious actions of bile in order to infect and subsequently colonize the human gastrointestinal tract. The molecular mechanisms used by the bacterium to resist bile and the influence of bile on pathogenesis are as yet
Susumu Ochiai et al.
The Journal of antimicrobial chemotherapy, 60(1), 54-60 (2007-06-02)
In Neisseria gonorrhoeae, the mosaic structure of penicillin-binding protein 2 (PBP 2), composed of fragments of PBP 2 from Neisseria cinerea and Neisseria perflava, was significantly associated with decreased susceptibility to cephalosporins, particularly oral cephalosporins. The aim of this study
Adel Ben Salem et al.
Bioorganic & medicinal chemistry, 19(24), 7534-7540 (2011-11-15)
Two well-known antibiotic heterocycles, the 'quinolone' nalidixic acid and the β-lactam penicillin V, active at different levels of the bacterial growth process, have been attached via an ether-ester junction to the p-tert-butylcalix[4]arene lower rim, in alternate position. The resulting hydrophobic
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