An antibiotic
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Alternative(s)
33271Pseudomonic Acid (lithium salt)
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Pseudomonic Acid

Item No. 23238

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,9-anhydro-2,3,4,8-tetradeoxy-8-[[(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiranyl]methyl]-3-methyl-L-talo-non-2E-enonic acid, 8-carboxyoctyl ester
CAS Number
12650-69-0
Synonyms
  • BRL 4910A
Molecular Formula
C26H44O9
Formula Weight
500.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:4): 0.2 mg/ml
λmax
221 nm
SMILES
C/C(C[C@@H]1OC[C@]([H])(C[C@@H]2O[C@@]2([H])[C@@H](C)[C@@H](O)C)[C@@H](O)[C@H]1O)=C\C(OCCCCCCCCC(O)=O)=O
InChi Code
InChI=1S/C26H44O9/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/h13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20-,21-,24+,25-,26-/m0/s1
InChi Key
MINDHVHHQZYEEK-HBBNESRFSA-N
Origin
Fermentation (species not specified)
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Pseudomonic acid is an antibiotic and bacterial metabolite that has been found in P. fluorescens.1 It is bacteriostatic against S. aureus (MIC = 0.05 µg/ml) and active against skin wound clinical isolates of methicillin-resistant S. aureus (MRSA; MICs = 1-4 µg/ml).2,3 Pseudomonic acid inhibits MRSA and P. aeruginosa biofilm formation in vitro.4 It inhibits bacterial cell wall isoleucyl-tRNA synthetase, slowing bacterial growth.2,4 Topical administration of pseudomonic acid (2% v/v) reduces the number of wound colony forming units (CFUs) in a mouse model of MRSA skin infection.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fuller, A.T., Mellows, G., Woolford, M., et al. Psuedomonic acid: An antibiotic produced by Pseudomonas fluorescens. Nature 234(5329), 416-417 (1971).

    2. Yang, N., Cui, H., Han, F., et al. Paeoniflorin inhibits human pancreatic cancer cell apoptosis via suppression of MMP-9 and ERK signaling. Oncol. Lett. 12(2), 1471-1476 (2016).

    3. Mohammad, H., Cushman, M., and Seleem, M.N. Antibacterial evaluation of synthetic thiazole compounds in vitro and in vivo in a methicillin-resistant Staphylococcus aureus (MRSA) skin infection mouse model. PLoS One 10(11), e0142321 (2015).

    4. Khoshnood, S., Heidary, M., Asadi, A., et al. A review on mechanism of action, resistance, synergism, and clinical implications of mupirocin against Staphylococcus aureus. Biomed. Pharmacother. 109, 1809-1818 (2019).