MedKoo Cat#: 592888 | Name: Penicillin DF

Description:

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

Penicillin DF is an antibiotic.

Chemical Structure

Penicillin DF
Penicillin DF
CAS#4493-18-9

Theoretical Analysis

MedKoo Cat#: 592888

Name: Penicillin DF

CAS#: 4493-18-9

Chemical Formula: C14H22N2O4S

Exact Mass: 314.1300

Molecular Weight: 314.40

Elemental Analysis: Chemical Formula: Exact Mass: Molecular Weight: Elemental Analysis: C, 53.48; H, 7.05; N, 8.91; O, 20.35; S, 10.20

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Penicillin DF; Dihydropenicillin F
IUPAC/Chemical Name
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-hexanamido-7-oxo-
InChi Key
ACAZKHULUUVWCY-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H22N2O4S/c1-4-5-6-7-8(17)15-9-11(18)16-10(13(19)20)14(2,3)21-12(9)16/h9-10,12H,4-7H2,1-3H3,(H,15,17)(H,19,20)
SMILES Code
O=C(C(C(C)(C)SC1C2NC(CCCCC)=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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 314.40 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: Lopes-Júnior R, de Sá Del Fiol F, Araujo JL, de Toledo MI, Barberato-Filho S. Decrease in penicillin Sales in Brazil after over-the-counter restrictions. Antimicrob Agents Chemother. 2015 Sep;59(9):5862-3. doi: 10.1128/AAC.01030-15. PubMed PMID: 26276893; PubMed Central PMCID: PMC4538555. 2: Domínguez-Santos R, García-Estrada C, Kosalková K, Prieto C, Santamarta I, Martín JF. PcFKH1, a novel regulatory factor from the forkhead family, controls the biosynthesis of penicillin in Penicillium chrysogenum. Biochimie. 2015 Aug;115:162-76. doi: 10.1016/j.biochi.2015.05.015. Epub 2015 Jun 4. PubMed PMID: 26049046. 3: Boll JM, Crofts AA, Peters K, Cattoir V, Vollmer W, Davies BW, Trent MS. A penicillin-binding protein inhibits selection of colistin-resistant, lipooligosaccharide-deficient Acinetobacter baumannii. Proc Natl Acad Sci U S A. 2016 Oct 11;113(41):E6228-E6237. Epub 2016 Sep 28. PubMed PMID: 27681618; PubMed Central PMCID: PMC5068286. 4: Chaturvedi V, Ertelt JM, Jiang TT, Kinder JM, Xin L, Owens KJ, Jones HN, Way SS. CXCR3 blockade protects against Listeria monocytogenes infection-induced fetal wastage. J Clin Invest. 2015 Apr;125(4):1713-25. doi: 10.1172/JCI78578. Epub 2015 Mar 9. PubMed PMID: 25751061; PubMed Central PMCID: PMC4396484. 5: Wang HY, Cheng JW, Yu HY, Lin L, Chih YH, Pan YP. Efficacy of a novel antimicrobial peptide against periodontal pathogens in both planktonic and polymicrobial biofilm states. Acta Biomater. 2015 Oct;25:150-61. doi: 10.1016/j.actbio.2015.07.031. Epub 2015 Jul 22. PubMed PMID: 26210284. 6: Wu X, Sun R, Chen Y, Zheng X, Bai L, Lian Z, Wei H, Tian Z. Oral ampicillin inhibits liver regeneration by breaking hepatic innate immune tolerance normally maintained by gut commensal bacteria. Hepatology. 2015 Jul;62(1):253-64. doi: 10.1002/hep.27791. Epub 2015 Apr 22. PubMed PMID: 25783863. 7: Wivagg CN, Wellington S, Gomez JE, Hung DT. Loss of a Class A Penicillin-Binding Protein Alters β-Lactam Susceptibilities in Mycobacterium tuberculosis. ACS Infect Dis. 2016 Feb 12;2(2):104-10. doi: 10.1021/acsinfecdis.5b00119. Epub 2015 Dec 21. PubMed PMID: 27624961. 8: Shiga K, Gomi K, Nishimura M, Watanabe M, Nomura F, Kajiyama N. Discrimination of methicillin-resistant Staphylococcus aureus from methicillin-susceptible Staphylococcus aureus or coagulase-negative staphylococci by detection of penicillin-binding protein 2 and penicillin-binding protein 2' using a bioluminescent enzyme immunoassay. J Immunol Methods. 2013 Feb 28;388(1-2):40-5. doi: 10.1016/j.jim.2012.11.012. Epub 2012 Dec 6. PubMed PMID: 23220099. 9: Ali A, Zhu X, Kwiecinski J, Gjertsson I, Lindholm C, Iwakura Y, Wang X, Lycke N, Josefsson E, Pullerits R, Jin T. Antibiotic-killed Staphylococcus aureus induces destructive arthritis in mice. Arthritis Rheumatol. 2015 Jan;67(1):107-16. doi: 10.1002/art.38902. PubMed PMID: 25302691. 10: Mattinson A, Pelosi AJ, Jamieson A. Spontaneous bacterial peritonitis in a patient with anorexia nervosa with profound zinc and iron deficiency. Am J Med. 2015 Aug;128(8):e1-2. doi: 10.1016/j.amjmed.2015.03.008. Epub 2015 Mar 27. PubMed PMID: 25820166. 11: López-Ruiz E, Vega-Flores G, Contreras-Cisneros B, Martínez A, Rivera-García AP. [Effect of partial and generalised epileptic seizures on sleep architecture in rats]. Rev Neurol. 2015 Apr 1;60(7):289-95. Spanish. PubMed PMID: 25806477. 12: Sabath LD, Wheeler N, Laverdiere M, Blazevic D, Wilkinson BJ. A new type of penicillin resistance of Staphylococcus aureus. Lancet. 1977 Feb 26;1(8009):443-7. PubMed PMID: 65561. 13: Jensen ML, Bendstrup E, Hilberg O. Granulomatous-lymphocytic interstitial lung disease and recurrent sinopulmonary infections in a patient with Good's syndrome. BMJ Case Rep. 2015 Sep 30;2015. pii: bcr2014205635. doi: 10.1136/bcr-2014-205635. PubMed PMID: 26424818; PubMed Central PMCID: PMC4593265. 14: Falcó V, Almirante B, Jordano Q, Calonge L, del Valle O, Pigrau C, Planes AM, Gavaldà J, Pahissa A. Influence of penicillin resistance on outcome in adult patients with invasive pneumococcal pneumonia: is penicillin useful against intermediately resistant strains? J Antimicrob Chemother. 2004 Aug;54(2):481-8. Epub 2004 Jun 23. PubMed PMID: 15215226. 15: Inamine T, Yang AM, Wang L, Lee KC, Llorente C, Schnabl B. Genetic Loss of Immunoglobulin A Does Not Influence Development of Alcoholic Steatohepatitis in Mice. Alcohol Clin Exp Res. 2016 Dec;40(12):2604-2613. doi: 10.1111/acer.13239. Epub 2016 Oct 14. PubMed PMID: 27739086; PubMed Central PMCID: PMC5133156. 16: Meiers M, Volz C, Eisel J, Maurer P, Henrich B, Hakenbeck R. Altered lipid composition in Streptococcus pneumoniae cpoA mutants. BMC Microbiol. 2014 Jan 20;14:12. doi: 10.1186/1471-2180-14-12. PubMed PMID: 24443834; PubMed Central PMCID: PMC3901891. 17: Andrianov M, Rivera E, Azzam R. A 15-year-old boy with abdominal pain, growth retardation, and anemia secondary to Helicobacter pylori-associated peptic ulcer. Pediatr Ann. 2015 Mar;44(3):e67-70. doi: 10.3928/00904481-20150313-12. PubMed PMID: 25806733. 18: Bakker-Woudenberg IA, van den Berg JC, Fontijne P, Michel MF. Efficacy of continuous versus intermittent administration of penicillin G in Streptococcus pneumoniae pneumonia in normal and immunodeficient rats. Eur J Clin Microbiol. 1984 Apr;3(2):131-5. PubMed PMID: 6723636. 19: Neering SH, Adyani-Fard S, Klocke A, Rüttermann S, Flemmig TF, Beikler T. Periodontitis associated with plasminogen deficiency: a case report. BMC Oral Health. 2015 May 14;15:59. doi: 10.1186/s12903-015-0045-3. PubMed PMID: 25971786; PubMed Central PMCID: PMC4438564. 20: Dellepiane RM, Dell'Era L, Pavesi P, Macor P, Giordano M, De Maso L, Pietrogrande MC, Cugno M. Invasive meningococcal disease in three siblings with hereditary deficiency of the 8(th) component of complement: evidence for the importance of an early diagnosis. Orphanet J Rare Dis. 2016 May 17;11(1):64. doi: 10.1186/s13023-016-0448-5. PubMed PMID: 27183977; PubMed Central PMCID: PMC4869260.