Oleandomycin A 16-membered macrocyclic lactone

Oleandomycin (CAS 3922-90-5)

Oleandomycin | CAS 3922-90-5 is rated 5.0 out of 5 by 1.
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Synonym: Amimycin; Matromycin
Application: A 16-membered macrocyclic lactone
CAS Number: 3922-90-5
Purity: ≥95%
Molecular Weight: 687.86
Molecular Formula: C35H61NO12
* Refer to Certificate of Analysis for lot specific data (including water content).
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Oleandomycin is a 16-membered macrocyclic lactone, 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.

Physical State :
Solid
Derived From :
Streptomyces sp.
Solubility :
Soluble in ethanol, methanol, DMSO, DMF, and water (slightly).
Storage :
Store at -20° C
Boiling Point :
802.56° C at 760 mmHg (Predicted)
Density :
1.21 g/cm3 (Predicted)
Refractive Index :
n20D 1.53 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
RTECS :
RJ9220000
PubChem CID :
72493
MDL Number :
MFCD00242812
SMILES :
C[C@@H]1C[C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H](C[C@@]3(CO3)C(=O)[C@@H]([C@H]([C@H]([C@H](OC(=O)[C@@H]([C@H]([C@@H]2C)O[C@H]4C[C@@H]([C@H]([C@@H](O4)C)O)OC)C)C)C)O)C)C)O)N(C)C

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Certificate of Analysis

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Rated 5 out of 5 by from Bauer Bauer, 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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