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Oleandomycin (CAS 3922-90-5)

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Alternate Names:
Oleandomycin is also known as Amimycin.
Application:
Oleandomycin is a 16-membered macrocyclic lactone that demonstrates antimicrobial activity similar to penicillin and erythromycin.
CAS Number:
3922-90-5
Purity:
≥95%
Molecular Weight:
687.86
Molecular Formula:
C35H61NO12
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Oleandomycin is a 16-membered macrocyclic lactone. Its a classic macrolide antibiotic produced by strains of Streptomyces. Oleandomycin was initially developed as an antibiotic in vitro, but has since been phased out and is now usually used in combination in vitro with other antibiotics. Studies are underway to investigate the biosynthetic mechanism of Oleandomycin, development of resistance to the antibiotic activity of Oleandomycin, and the reactive enzymes involved in these processes.


Oleandomycin (CAS 3922-90-5) References

  1. Cloning, characterization and heterologous expression of a polyketide synthase and P-450 oxidase involved in the biosynthesis of the antibiotic oleandomycin.  |  Shah, S., et al. 2000. J Antibiot (Tokyo). 53: 502-8. PMID: 10908114
  2. Analysis of erythromycin and oleandomycin residues in food by high-performance liquid chromatography with fluorometric detection.  |  Edder, P., et al. 2002. Food Addit Contam. 19: 232-40. PMID: 11834075
  3. The sensitivity of staphylococci and other wound bacteria to erythromycin, oleandomycin, and spiramycin.  |  LOWBURY, EJ. and HURST, L. 1959. J Clin Pathol. 12: 163-9. PMID: 13641436
  4. Determination of acidic pharmaceuticals, antibiotics and ivermectin in river sediment using liquid chromatography-tandem mass spectrometry.  |  Löffler, D. and Ternes, TA. 2003. J Chromatogr A. 1021: 133-44. PMID: 14735982
  5. In silico prediction of volume of distribution in human using linear and nonlinear models on a 669 compound data set.  |  Berellini, G., et al. 2009. J Med Chem. 52: 4488-95. PMID: 19603833
  6. Biosynthesis of oleandomycin by Streptomyces antibioticus: influence of nutritional conditions and development of resistance.  |  Vilches, C., et al. 1990. J Gen Microbiol. 136: 1447-54. PMID: 2262785
  7. A quantitative method for residues of macrolide antibiotics in porcine kidney by liquid chromatography/tandem mass spectrometry.  |  Dickson, LC., et al. 2012. J AOAC Int. 95: 567-75. PMID: 22649946
  8. Occurrence, spatiotemporal distribution, mass balance and ecological risks of antibiotics in subtropical shallow Lake Taihu, China.  |  Zhou, LJ., et al. 2016. Environ Sci Process Impacts. 18: 500-13. PMID: 27048777
  9. Veterinary antibiotics used in animal agriculture as NDMA precursors.  |  Leavey-Roback, SL., et al. 2016. Chemosphere. 164: 330-338. PMID: 27592322
  10. Assessment of human estrogen receptor agonistic/antagonistic effects of veterinary drugs used for livestock and farmed fish by OECD in vitro stably transfected transcriptional activation assays.  |  Lee, HS., et al. 2019. Toxicol In Vitro. 58: 256-263. PMID: 30742918
  11. Identification of emerging contaminants and their transformation products in a moving bed biofilm reactor (MBBR)-based drinking water treatment plant around River Yamuna in India.  |  Tak, S., et al. 2020. Environ Monit Assess. 192: 365. PMID: 32409992
  12. Electrospun Functional Nanofiber Membrane for Antibiotic Removal in Water: Review.  |  Zhao, K., et al. 2021. Polymers (Basel). 13: PMID: 33440744
  13. A second ABC transporter is involved in oleandomycin resistance and its secretion by Streptomyces antibioticus.  |  Olano, C., et al. 1995. Mol Microbiol. 16: 333-43. PMID: 7565095
  14. Biosynthesis of the macrolide oleandomycin by Streptomyces antibioticus. Purification and kinetic characterization of an oleandomycin glucosyltransferase.  |  Quirós, LM. and Salas, JA. 1995. J Biol Chem. 270: 18234-9. PMID: 7629141
  15. Quantitative structure-activity relationships among macrolide antibacterial agents: in vitro and in vivo potency against Pasteurella multocida.  |  McFarland, JW., et al. 1997. J Med Chem. 40: 1340-6. PMID: 9135031
  16. Two glycosyltransferases and a glycosidase are involved in oleandomycin modification during its biosynthesis by Streptomyces antibioticus.  |  Quirós, LM., et al. 1998. Mol Microbiol. 28: 1177-85. PMID: 9680207

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Oleandomycin, 5 mg

sc-391704
5 mg
$164.00

Oleandomycin, 5 mg

sc-391704-CW
5 mg
$385.00

The COA of lot:G2720 only show the purity >95%. Do you can offer LOT:G2720 exact purity? and please offer a COA with exact purity. Thank you.

Asked by: Vivian79
Exact purity can be requested. For this contact Technical Service to handle your request.
Answered by: Tech Sales
Date published: 2021-07-09
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Rated 5 out of 5 by from BauerBauer, J. et al. (PubMed 22377670) investigated the impact of stereochemistry on the biological activity of novel Oleandomycin derivatives. A set of 8-methylene-, 8-methyl-, and 8-methyl-9-dihydro-oleandomycin derivatives having different combinations of stereochemistries at positions C-8 and/or C-9 were prepared in a chemoselective and stereoselective manner and tested in vitro for antibacterial activity and inhibition of IL-6 production. They found that change of stereochemistry at these positions can exert a major influence on antibacterial activity as well as IL-6 inhibition, providing novel macrolide derivatives with diminished antibacterial and potent anti-inflammatory activity. -SCBT Publication Review
Date published: 2015-07-07
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Oleandomycin is rated 5.0 out of 5 by 1.
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