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Monensin
Chemical compound / From Wikipedia, the free encyclopedia
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Monensin is a polyether antibiotic isolated from Streptomyces cinnamonensis.[2] It is widely used in ruminant animal feeds.[2][3]
Quick Facts Names, Identifiers ...
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Names | |
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Preferred IUPAC name
(2S,3R,4S)-4-[(2S,5R,7S,8R,9S)-2-{(2S,2′R,3′S,5R,5′R)-2-Ethyl-5′-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3′-methyl[2,2′-bioxolan]-5-yl}-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl]-3-methoxy-2-methylpentanoic acid | |
Other names
Monensic acid | |
Identifiers | |
3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider |
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ECHA InfoCard | 100.037.398 ![]() |
E number | E714 (antibiotics) |
KEGG |
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PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C36H62O11 | |
Molar mass | 670.871 g/mol |
Appearance | solid state, white crystals |
Melting point | 104 °C (219 °F; 377 K) |
3x10−6 g/dm3 (20 °C) | |
Solubility | ethanol, acetone, diethyl ether, benzene |
Pharmacology | |
QA16QA06 (WHO) QP51BB03 (WHO) | |
Legal status | |
Related compounds | |
Related |
antibiotics, ionophores |
Related compounds |
Monensin A methyl ester, |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The structure of monensin was first described by Agtarap et al. in 1967, and was the first polyether antibiotic to have its structure elucidated in this way. The first total synthesis of monensin was reported in 1979 by Kishi et al.[4]