MedKoo Cat#: 413255 | Name: Penicillin V Free Base
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Penicillin V Free Base is a broad-spectrum penicillin antibiotic used orally in the treatment of mild to moderate infections by susceptible gram-positive organisms.

Chemical Structure

Penicillin V Free Base
Penicillin V Free Base
CAS#87-08-1 (Free Base)

Theoretical Analysis

MedKoo Cat#: 413255

Name: Penicillin V Free Base

CAS#: 87-08-1 (Free Base)

Chemical Formula: C16H18N2O5S

Exact Mass: 350.0936

Molecular Weight: 350.38

Elemental Analysis: C, 54.85; H, 5.18; N, 8.00; O, 22.83; S, 9.15

Price and Availability

Size Price Availability Quantity
200mg USD 750.00 2 Weeks
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Related CAS #
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Synonym
Penicillin V Free Base; CCRIS752; CCRIS-752; CCRIS 752
IUPAC/Chemical Name
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-, (2S,5R,6R)-
InChi Key
BPLBGHOLXOTWMN-MBNYWOFBSA-N
InChi Code
InChI=1S/C16H18N2O5S/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)/t11-,12+,14-/m1/s1
SMILES Code
O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC(COC3=CC=CC=C3)=O)N1C2=O)O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 350.38 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Rasmussen HC, Hanberg P, Lilleøre JG, Petersen EK, Hvistendahl MA, Jørgensen AR, Stilling M, Bue M. Penicillin concentrations in bone and subcutaneous tissue: A porcine microdialysis study comparing oral and intravenous treatment. J Orthop Res. 2024 Aug 5. doi: 10.1002/jor.25947. Epub ahead of print. PMID: 39101353. 2: Townsend K, Leck C, Billahalli T, Barachina E, Watts TJ. Maculopapular rash with multiple drug hypersensitivity to cotrimoxazole, amikacin, piperacillin/tazobactam, and meropenem in a patient with hairy cell leukemia. Allergol Select. 2024 Jul 22;8:265-269. doi: 10.5414/ALX02508E. PMID: 39055749; PMCID: PMC11270333. 3: Hanberg P, Rasmussen HC, Bue M, Stilling M, Jørgensen AR, Petersen EK, Lilleøre JG, Hvistendahl MA, Bille J, Klug TE. Penicillin concentrations in oropharyngeal and frontal sinus tissue following enteral and intravenous administration measured by microdialysis in a porcine model. Eur J Pharm Sci. 2024 Jul 20;201:106859. doi: 10.1016/j.ejps.2024.106859. Epub ahead of print. PMID: 39038689. 4: Wilson RC, Riezk A, Arkell P, Ming D, Armiger R, Latham V, Gilchrist MJ, Märtson AG, Hope WW, Holmes AH, Rawson TM. Towards pharmacokinetic boosting of phenoxymethylpenicillin (penicillin-V) using probenecid for the treatment of bacterial infections. Sci Rep. 2024 Jul 21;14(1):16762. doi: 10.1038/s41598-024-67354-6. PMID: 39034340; PMCID: PMC11271292. 5: Sawant AM, Vellore Sunder A, Vamkudoth KR, Ramasamy S, Pundle A. Correction to "Process Development for 6-Aminopenicillanic Acid Production Using Lentikats- Encapsulated Escherichia coli Cells Expressing Penicillin V Acylase". ACS Omega. 2024 Jun 13;9(25):27754. doi: 10.1021/acsomega.4c04009. Erratum for: ACS Omega. 2020 Nov 06;5(45):28972-28976. doi: 10.1021/acsomega.0c02813. PMID: 38947840; PMCID: PMC11209899. 6: Mishal BH, Das S, Mahajan VN, Dharne MS, Joshi RS, Giri AP. An Adsorption Based Downstream Processing Approach for Penicillin V from a Penicillium chrysogenum BIONCL I22 Culture Filtrate. ACS Omega. 2024 Jun 3;9(24):25859-25869. doi: 10.1021/acsomega.4c00251. PMID: 38911711; PMCID: PMC11191097. 7: Rhedin S, Kvist B, Caffrey Osvald E, Karte G, Smew AI, Nauclér P, Lundholm C, Almqvist C. Penicillin V versus amoxicillin for pneumonia in children-a Swedish nationwide emulated target trial. Clin Microbiol Infect. 2024 Jun 16:S1198-743X(24)00288-X. doi: 10.1016/j.cmi.2024.06.008. Epub ahead of print. PMID: 38889864. 8: Riben Grundström C, Lund B, Kämpe J, Belibasakis GN, Hultin M. Systemic antibiotics in the surgical treatment of peri-implantitis: A randomized placebo- controlled trial. J Clin Periodontol. 2024 Aug;51(8):981-996. doi: 10.1111/jcpe.13994. Epub 2024 May 3. PMID: 38699828. 9: Kayode OS, Nakonechna A, Siew LQC, Dziadzio M, Kennard L, Rutkowski K, Mirakian R, Wagner A. Polyethylene glycol hypersensitivity, patient outcomes in a 7-year retrospective study. Ann Allergy Asthma Immunol. 2024 Jul;133(1):93-100.e4. doi: 10.1016/j.anai.2024.03.022. Epub 2024 Mar 30. PMID: 38561050. 10: Pylypiv DB, Sharga BM, Rishko OA, Leshak V, Karbovanets E. Relation of Streptococcus Pyogenes tonsillitis isolate to antimicrobial agents and its infection treatment. Wiad Lek. 2024;77(1):171-177. doi: 10.36740/WLek202401122. PMID: 38431823. 11: Sawant AM, Navale VD, Vamkudoth KR. Genome sequencing and analysis of penicillin V producing Penicillium rubens strain BIONCL P45 isolated from India. Int Microbiol. 2024 Feb 22. doi: 10.1007/s10123-024-00491-0. Epub ahead of print. PMID: 38388812. 12: Shi X, Dai Y, Lan Z, Wang S, Cui L, Xiao C, Zhao K, Li X, Liu W, Zhang Q. Interplay between the β-lactam side chain and an active-site mobile loop of NDM-1 in penicillin hydrolysis as a potential target for mechanism-based inhibitor design. Int J Biol Macromol. 2024 Mar;262(Pt 1):130041. doi: 10.1016/j.ijbiomac.2024.130041. Epub 2024 Feb 8. PMID: 38336327. 13: Wiesner A, Zagrodzki P, Paśko P. Do dietary interventions exert clinically important effects on the bioavailability of β-lactam antibiotics? A systematic review with meta-analyses. J Antimicrob Chemother. 2024 Apr 2;79(4):722-757. doi: 10.1093/jac/dkae028. PMID: 38334389. 14: Nieves-Velez C, Rivera-Gonzalez G, Antony S. Actinomyces-induced Osteomyelitis of the Mandible - A Rare Disease? Infect Disord Drug Targets. 2024;24(6):e300124226501. doi: 10.2174/0118715265275102231217155015. PMID: 38299277. 15: Yi SY, Nekrasov V, Ichimura K, Kang SY, Shirasu K. Plant U-box E3 ligases PUB20 and PUB21 negatively regulate pattern-triggered immunity in Arabidopsis. Plant Mol Biol. 2024 Jan 24;114(1):7. doi: 10.1007/s11103-023-01409-6. PMID: 38265485. 16: Riezk A, Wilson RC, Cass AEG, Holmes AH, Rawson TM. A low-volume LC/MS method for highly sensitive monitoring of phenoxymethylpenicillin, benzylpenicillin, and probenecid in human serum. Anal Methods. 2024 Jan 25;16(4):558-565. doi: 10.1039/d3ay01816d. PMID: 38189092; PMCID: PMC10809906. 17: Nakitanda AO, Odsbu I, Pasternak B, Karlsson P, Pazzagli L. Antibiotic use during pregnancy in Sweden: A nationwide utilization study covering 2007-2019. Acta Obstet Gynecol Scand. 2024 Mar;103(3):531-539. doi: 10.1111/aogs.14741. Epub 2023 Dec 18. PMID: 38108616; PMCID: PMC10867394. 18: Araque LM, Fernández de Luis R, Fidalgo-Marijuan A, Infantes-Molina A, Rodríguez-Castellón E, Pérez CJ, Copello GJ, Lázaro-Martínez JM. Linear Polyethyleneimine-Based and Metal Organic Frameworks (DUT-67) Composite Hydrogels as Efficient Sorbents for the Removal of Methyl Orange, Copper Ions, and Penicillin V. Gels. 2023 Nov 16;9(11):909. doi: 10.3390/gels9110909. PMID: 37998999; PMCID: PMC10671452. 19: Garcinuño RM, Collado EJ, Paniagua G, Bravo JC, Fernández Hernando P. Assessment of Molecularly Imprinted Polymers as Selective Solid-Phase Extraction Sorbents for the Detection of Cloxacillin in Drinking and River Water. Polymers (Basel). 2023 Nov 3;15(21):4314. doi: 10.3390/polym15214314. PMID: 37959993; PMCID: PMC10648835. 20: Gong P, Liu H, Yu T, Jiang C, Gou E, Guan J, Chen H, Kang H. Evaluation of resistance risk in soil due to antibiotics during application of penicillin V fermentation residue. Environ Technol. 2023 Nov 13:1-9. doi: 10.1080/09593330.2023.2283807. Epub ahead of print. PMID: 37955258.