Erythromycin A enol ether
Erythromycin A enol ether, also known as 8,9-anhydroerythromycin A 6,9 hemiketal, is a kind of catabolite of erythromycin A without its antibiotic properties.
Erythromycin A enol ether functions as a β-turn mimic of the peptide hormone motilin which leads to duodenal contractions. Erythromycin A enol ether is also the agent of gastrointestinal (GI) distress [1].
Motilin is a kind of polypeptide hormone with 22-amino acid belonging to the motilin family. Motilin could increase the migrating myoelectric complex of gastrointestinal motility, and stimulate the pepsin production. Motilin could also improve peristalsis in the small intestine and empty the gut for the next meal. Besides, motilin could facilitate the release of somatostatin and pancreatic polypeptide.
In Vitro: No data available.
In Vivo: No data available.
Clinical trial: No data available.
Reference:
[1] Steinmetz W E, Shapiro B L, Roberts J J, et al. The structure of erythromycin enol ether as a model for its activity as a motilide.[J]. Journal of Medicinal Chemistry, 2002, 45(22): 4899-4902.
| Physical Appearance | A crystalline solid |
| Storage | Store at -20°C |
| M.Wt | 715.9 |
| Cas No. | 33396-29-1 |
| Formula | C37H65NO12 |
| Synonyms | BRL 46357ER,EM-201 |
| Solubility | ≤30mg/ml in DMSO;15mg/ml in dimethyl formamide |
| Chemical Name | 8,9-didehydro-9-deoxo-6-deoxy-6,9-epoxy-erythromycin |
| SDF | Download SDF |
| Canonical SMILES | O=C1[C@@H]([C@H]([C@@H]([C@]([H])([C@]2(CC(C)=C([C@@H]([C@H]([C@@](C)([C@H](O1)CC)O)O)C)O2)C)O[C@]3([C@@H]([C@H](C[C@H](O3)C)N(C)C)O)[H])C)O[C@@]4(O[C@H]([C@@H]([C@@](C)(C4)OC)O)C)[H])C |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
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