MedKoo Cat#: 597941 | Name: Pseudomonic acid C

Description:

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

Pseudomonic acid C is the analogue of Pseudomonic Acid D which is an antibiotic isolated from Pseudomonas fluorescens.

Chemical Structure

Pseudomonic acid C
Pseudomonic acid C
CAS#71980-98-8

Theoretical Analysis

MedKoo Cat#: 597941

Name: Pseudomonic acid C

CAS#: 71980-98-8

Chemical Formula: C26H44O8

Exact Mass: 484.3036

Molecular Weight: 484.63

Elemental Analysis: C, 64.44; H, 9.15; O, 26.41

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
Pseudomonic acid C; Mupirocin calcium impurity B [EP];
IUPAC/Chemical Name
9-(((E)-4-((2S,3R,4R,5S)-3,4-dihydroxy-5-((4R,5S,E)-5-hydroxy-4-methylhex-2-en-1-yl)tetrahydro-2H-pyran-2-yl)-3-methylbut-2-enoyl)oxy)nonanoic acid
InChi Key
KKMHFUKZHJOMJL-WZLBZGCNSA-N
InChi Code
InChI=1S/C26H44O8/c1-18(16-24(30)33-14-9-7-5-4-6-8-13-23(28)29)15-22-26(32)25(31)21(17-34-22)12-10-11-19(2)20(3)27/h10-11,16,19-22,25-27,31-32H,4-9,12-15,17H2,1-3H3,(H,28,29)/b11-10+,18-16+/t19-,20+,21+,22+,25-,26+/m1/s1
SMILES Code
O=C(O)CCCCCCCCOC(/C=C(C)/C[C@H]1[C@H](O)[C@H](O)[C@@H](C/C=C/[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 484.63 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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BMC Microbiol. 2014 Aug 12;14:212. doi: 10.1186/s12866-014-0212-8. PubMed PMID: 25112504; PubMed Central PMCID: PMC4236609. 10: Hartman-Adams H, Banvard C, Juckett G. Impetigo: diagnosis and treatment. Am Fam Physician. 2014 Aug 15;90(4):229-35. Review. PubMed PMID: 25250996. 11: Matthijs S, Vander Wauven C, Cornu B, Ye L, Cornelis P, Thomas CM, Ongena M. Antimicrobial properties of Pseudomonas strains producing the antibiotic mupirocin. Res Microbiol. 2014 Oct;165(8):695-704. doi: 10.1016/j.resmic.2014.09.009. Epub 2014 Oct 7. PubMed PMID: 25303834. 12: Thangamani S, Younis W, Seleem MN. Repurposing ebselen for treatment of multidrug-resistant staphylococcal infections. Sci Rep. 2015 Jun 26;5:11596. doi: 10.1038/srep11596. PubMed PMID: 26111644; PubMed Central PMCID: PMC4481386. 13: Curran DP, Suh YG. Selective mono-Claisen rearrangement of carbohydrate glycals. A chemical consequence of the vinylogous anomeric effect. Carbohydr Res. 1987 Dec 31;171:161-91. 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