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05238

Supelco

Erythromycin A enol ether

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C37H65NO12
CAS Number:
Molecular Weight:
715.91
UNSPSC Code:
41116107
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥95% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

SMILES string

CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H](C3O)N(C)C)[C@@]4(C)CC(C)=C(O4)[C@H](C)[C@@H](O)[C@]1(C)O

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

InChI key

JFVYXJKGJMUGRG-KJPZRSJGSA-N

General description

Erythromycin A enol ether (EAEN) is an acidic degradation product of erythromycin A (EA) which is grouped under the macrolide antibiotic class of compounds.

Application

EAEN has been used for the analysis of EAEN as degradation product of EA in honey by ultra-performance liquid chromatography equipped with tandem quadrupole mass spectrometer (UPLC-MS/MS) with positive electrospray ionisation (ESI) operating on multiple reaction monitoring (MRM) mode and in rat′s blood plasma, serum and human urine by high performance liquid chromatography-coulometric assay. It may be used as a reference standard for the detection of EAEN in erythromycin fractions by isocratic LC with evaporative light scattering detection (ELSD) and ion trap MS and in commercial erythromycin samples by LC-MS/MS.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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N Inatomi et al.
Japanese journal of pharmacology, 63(2), 209-217 (1993-10-01)
The effect of EM523 [de(N-methyl)-N-ethyl-8,9-anhydroerythromycin A 6,9-hemiacetal], an erythromycin derivative, on gastrointestinal motility was investigated using conscious dogs in the fasting state, and it was compared with those of motilin and prostaglandin F2 alpha (PGF2 alpha). EM523 and motilin given
H Monji et al.
Journal of chromatography. B, Biomedical sciences and applications, 690(1-2), 305-313 (1997-03-07)
A method for the simultaneous determination of de(N-methyl)-N-ethyl-8,9 -anhydroerythromycin A 6,9-hemiacetal (EM523, I) and its three metabolites in human plasma and urine has been developed using high-performance liquid chromatography (HPLC) with chemiluminescence (CL) detection. Plasma and urine samples spiked with
M Ohtawa et al.
Gastroenterology, 104(5), 1320-1327 (1993-05-01)
The pharmacological properties of EM523, a nonpeptide motilin agonist, have not been well characterized. The prokinetic effect of EM523 on motor-stimulating activity in the stomach, duodenum, and jejunum in seventeen conscious dogs was studied using force transducers implanted long term.
Y Funabashi et al.
The Journal of antibiotics, 49(8), 802-810 (1996-08-01)
EM574 exerts gastrointestinal motor stimulating (GMS) activity even after being converted to its metabolites P1 and P2 in dogs. These metabolites were isolated from dog liver using a series of chromatographic procedures. Their structures were determined to be the 15-
Y Funabashi et al.
The Journal of antibiotics, 49(8), 794-801 (1996-08-01)
Two motilides, EM574 (N-demethyl-N-isopropyl-8,9-anhydroerythromycin A 6,9-hemiacetal) and EM523 (N-demethyl-N-ethyl-8,9-anhydroerythromycin A 6,9-hemiacetal) have strong gastrointestinal motor stimulating (GMS) activity. When administered orally to dogs, these agents showed strong GMS activity, but their plasma levels were very low and the metabolites which

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