MedKoo Cat#: 597942 | Name: Pseudomonic acid D

Description:

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

Pseudomonic acid D is a topical antibiotic useful against superficial skin infections such as impetigo or folliculitis.

Chemical Structure

Pseudomonic acid D
Pseudomonic acid D
CAS#85248-93-7

Theoretical Analysis

MedKoo Cat#: 597942

Name: Pseudomonic acid D

CAS#: 85248-93-7

Chemical Formula: C26H42O9

Exact Mass: 498.2829

Molecular Weight: 498.61

Elemental Analysis: C, 62.63; H, 8.49; O, 28.88

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 #
Synonym
Pseudomonic acid D; Pseudomonic D;
IUPAC/Chemical Name
(E)-9-(((E)-4-((2S,3R,4R,5S)-3,4-dihydroxy-5-(((2S,3S)-3-((2S,3S)-3-hydroxybutan-2-yl)oxiran-2-yl)methyl)tetrahydro-2H-pyran-2-yl)-3-methylbut-2-enoyl)oxy)non-4-enoic acid
InChi Key
RJGJFSVDQPCELW-VCXQKUNESA-N
InChi Code
InChI=1S/C26H42O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h4,6,13,17-21,24-27,31-32H,5,7-12,14-15H2,1-3H3,(H,28,29)/b6-4+,16-13+/t17-,18-,19-,20-,21-,24+,25-,26-/m0/s1
SMILES Code
O=C(O)CC/C=C/CCCCOC(/C=C(C)/C[C@H]1[C@H](O)[C@H](O)[C@@H](C[C@@H]2O[C@H]2[C@@H](C)[C@@H](O)C)CO1)=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 498.61 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
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PubMed PMID: 21707103. 5: Mehta MS, Hacek DM, Kufner BA, Price C, Peterson LR. Dose-ranging study to assess the application of intranasal 2% mupirocin calcium ointment to eradicate Staphylococcus aureus nasal colonization. Surg Infect (Larchmt). 2013 Feb;14(1):69-72. doi: 10.1089/sur.2012.086. Epub 2013 Feb 28. PubMed PMID: 23448592. 6: Hetem DJ, Bonten MJ. Clinical relevance of mupirocin resistance in Staphylococcus aureus. J Hosp Infect. 2013 Dec;85(4):249-56. doi: 10.1016/j.jhin.2013.09.006. Epub 2013 Sep 21. Review. PubMed PMID: 24144552. 7: Pérez-Roth E, Potel-Alvarellos C, Espartero X, Constela-Caramés L, Méndez-Álvarez S, Alvarez-Fernández M. Molecular epidemiology of plasmid-mediated high-level mupirocin resistance in methicillin-resistant Staphylococcus aureus in four Spanish health care settings. Int J Med Microbiol. 2013 May;303(4):201-4. doi: 10.1016/j.ijmm.2013.03.003. Epub 2013 Mar 29. 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PubMed PMID: 20013982. 11: Talon D, Marion C, Thouverez M, Bertrand X. Mupirocin resistance is not an inevitable consequence of mupirocin use. J Hosp Infect. 2011 Dec;79(4):366-7. doi: 10.1016/j.jhin.2011.08.009. Epub 2011 Oct 2. PubMed PMID: 21968283. 12: Bathoorn E, Hetem DJ, Alphenaar J, Kusters JG, Bonten MJ. Emergence of high-level mupirocin resistance in coagulase-negative staphylococci associated with increased short-term mupirocin use. J Clin Microbiol. 2012 Sep;50(9):2947-50. doi: 10.1128/JCM.00302-12. Epub 2012 Jul 3. PubMed PMID: 22760047; PubMed Central PMCID: PMC3421826. 13: Shiozawa H, Shimada A, Takahashi S. Thiomarinols D, E, F and G, new hybrid antimicrobial antibiotics produced by a marine bacterium; isolation, structure, and antimicrobial activity. J Antibiot (Tokyo). 1997 May;50(5):449-52. PubMed PMID: 9207918. 14: Chaturvedi P, Singh AK, Singh AK, Shukla S, Agarwal L. Prevalence of Mupirocin Resistant Staphylococcus aureus Isolates Among Patients Admitted to a Tertiary Care Hospital. N Am J Med Sci. 2014 Aug;6(8):403-7. doi: 10.4103/1947-2714.139293. PubMed PMID: 25210674; PubMed Central PMCID: PMC4158649. 15: Sit D, Kadiroglu AK, Kayabasi H, Yilmaz ME. Prophylactic intranasal mupirocin ointment in the treatment of peritonitis in continuous ambulatory peritoneal dialysis patients. Adv Ther. 2007 Mar-Apr;24(2):387-93. PubMed PMID: 17565930. 16: Agarwala S, Lad D, Agashe V, Sobti A. Prevalence of MRSA colonization in an adult urban Indian population undergoing orthopaedic surgery. J Clin Orthop Trauma. 2016 Jan-Mar;7(1):12-6. doi: 10.1016/j.jcot.2015.08.004. Epub 2015 Sep 11. PubMed PMID: 26908970; PubMed Central PMCID: PMC4735570. 17: Sesso R, Barbosa D, Leme IL, Sader H, Canziani ME, Manfredi S, Draibe S, Pignatari AC. Staphylococcus aureus prophylaxis in hemodialysis patients using central venous catheter: effect of mupirocin ointment. 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