For research use only. Not for therapeutic Use.
EM-523 is an erythromycin derivative which is a potent motilin agonist .
| Catalog Number | R007401 |
| CAS Number | 33396-29-1 |
| Synonyms | 11-(4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-5-ethyl-3,4-dihydroxy-9-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-2,4,8,10,12,14-hexamethyl-6,15-dioxa-bicyclo[10.2.1]pentadec-1(14)-en-7-one; |
| Molecular Formula | C37H65NO12 |
| Purity | ≥95% |
| Target | Motilin Receptor |
| Solubility | Soluble in DMSO |
| Storage | Store at -20°C |
| IUPAC Name | (2R,3R,4S,5R,8R,9S,10S,11R,12R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-5-ethyl-3,4-dihydroxy-9-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-2,4,8,10,12,14-hexamethyl-6,15-dioxabicyclo[10.2.1]pentadec-1(14)-en-7-one |
| InChI | InChI=1S/C37H65NO12/c1-14-25-37(10,43)30(40)20(4)28-18(2)16-36(9,50-28)32(49-34-27(39)24(38(11)12)15-19(3)45-34)21(5)29(22(6)33(42)47-25)48-26-17-35(8,44-13)31(41)23(7)46-26/h19-27,29-32,34,39-41,43H,14-17H2,1-13H3/t19-,20+,21+,22-,23+,24+,25-,26+,27-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1 |
| InChIKey | JFVYXJKGJMUGRG-KJPZRSJGSA-N |
| SMILES | CCC1C(C(C(C2=C(CC(O2)(C(C(C(C(C(=O)O1)C)OC3CC(C(C(O3)C)O)(C)OC)C)OC4C(C(CC(O4)C)N(C)C)O)C)C)C)O)(C)O |
| Reference | </br>1:Enhancement of the properties of a drug by mono-deuteriation: reduction of acid-catalysed formation of a gut-motilide enol ether from 8-deuterio-erythromycin B. Bhadra PK, Hassanzadeh A, Arsic B, Allison DG, Morris GA, Barber J.Org Biomol Chem. 2016 Jul 14;14(26):6289-96. doi: 10.1039/c6ob00785f. Epub 2016 Jun 7. PMID: 27273525 </br>2:Synthesis and antibacterial activities of 6-O-methylerythromycin A 9-O-(3-aryl-2-propenyl) oxime ketolide, 2,3-enol ether, and alkylide analogues. Liang JH, Dong LJ, Wang H, An K, Li XL, Yang L, Yao GW, Xu YC.Eur J Med Chem. 2010 Sep;45(9):3627-35. doi: 10.1016/j.ejmech.2010.05.008. Epub 2010 May 12. PMID: 20627377 </br>3:The structure of erythromycin enol ether as a model for its activity as a motilide. Steinmetz WE, Shapiro BL, Roberts JJ.J Med Chem. 2002 Oct 24;45(22):4899-902. PMID: 12383015 </br>4:Beta-keto-ester chemistry and ketolides. Synthesis and antibacterial activity of 2-halogeno, 2-methyl and 2,3 enol-ether ketolides. Denis A, Bretin F, Fromentin C, Bonnet A, Piltan G, Bonnefoy A, Agouridas C.Bioorg Med Chem Lett. 2000 Sep 4;10(17):2019-22. PMID: 10987440 |
