Pseudoerythromycin A enol ether

Names

[ Name ]:
Pseudoerythromycin A enol ether

[Synonym ]:
(2R,3R,6R,7S,8S,9R,10R)-3-[(2R,3R)-2,3-Dihydroxy-2-pentanyl]-9-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-7-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-2,6,8,10,12-pentamethyl-4,13-dioxabicyclo[8.2.1]tridec-1(12)-en-5-one
(2R,3R,6R,7S,8S,9R,10R)-3-[(2R,3R)-2,3-Dihydroxy-2-pentanyl]-9-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-7-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-2,6,8,10,12-pentamethyl-4,13-dioxabicyclo[8.2.1]tridec-1(12)-en-5-one (non-preferred name)
Pseudoerythromycin A enol ether

Biological Activity

[Description]:

Pseudoerythromycin A enol ether (LY267108) is a degradation product of Erythromycin. Pseudoerythromycin A enol ether has no significant antimicrobial activity[1][2].

[Related Catalog]:

Research Areas >> Others

[References]

[1]. Pendela M, et al. Combined use of liquid chromatography with mass spectrometry and nuclear magnetic resonance for the identification of degradation compounds in an erythromycin formulation. Anal Bioanal Chem. 2012;402(2):781-790.

[2]. Greenwood B, et al. Effects of LY267108, an erythromycin analogue derivative, on lower esophageal sphincter function in the cat. Gastroenterology. 1994;106(3):624-628.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
810.7±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₃₇H₆₅NO₁₂

[ Molecular Weight ]:
715.911

[ Flash Point ]:
444.1±34.3 °C

[ Exact Mass ]:
715.450684

[ PSA ]:
165.84000

[ LogP ]:
3.01

[ Vapour Pressure ]:
0.0±6.6 mmHg at 25°C

[ Index of Refraction ]:
1.542

[ Storage condition ]:
−20°C

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

Precursor & DownStream

Precursor

DownStream

Articles

Effects of LY267108, an erythromycin analogue derivative, on lower esophageal sphincter function in the cat.

Gastroenterology 106(3) , 624-8, (1994)

Erythromycin (EM-A) and some of its analogues stimulate gastrointestinal smooth muscle contractions. Because gastroesophageal reflux disease (GERD) in humans is in part caused by a reduction in lower ...

Related Compounds

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