Monensin sodium salt

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Monensin sodium salt
Category Antibiotics
Catalog number BBF-04615
CAS 22373-78-0
Molecular Weight 692.85
Molecular Formula C36H61NaO11
Purity >98%

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Description

Sodium Monensin, isolated from Streptomyces cinnamonensis, is a well-known representative of naturally polyether ionophore antibiotics. It is widely used in ruminant animal feeds.

Specification

Related CAS 17090-79-8 (free acid)
Synonyms Monensin A sodium salt; 2-[5-ethyltetrahydro-5-[tetrahydro-3-methyl-5-[tetrahydro-6-hydroxy-6-hydroxymethyl-3,5-dimethyl-2H-pyran-2-yl]-2-furyl]-2-furyl]-9-hydroxy-β-methoxy-α,γ,2,8-tetramethyl-1,6-dioxaspiro[4.5]decane-7-butyric acid, monosodium salt; A 3823A; Coban; Rumensin; NSC 343257
Storage Store at -20°C under inert atmosphere
IUPAC Name sodium;(2S,3R,4S)-4-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-ethyl-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]oxolan-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methylpentanoate
Canonical SMILES CCC1(CCC(O1)C2(CCC3(O2)CC(C(C(O3)C(C)C(C(C)C(=O)[O-])OC)C)O)C)C4C(CC(O4)C5C(CC(C(O5)(CO)O)C)C)C.[Na+]
InChI InChI=1S/C36H62O11.Na/c1-10-34(31-20(3)16-26(43-31)28-19(2)15-21(4)36(41,18-37)46-28)12-11-27(44-34)33(8)13-14-35(47-33)17-25(38)22(5)30(45-35)23(6)29(42-9)24(7)32(39)40;/h19-31,37-38,41H,10-18H2,1-9H3,(H,39,40);/q;+1/p-1/t19-,20-,21+,22+,23-,24-,25-,26+,27+,28-,29+,30-,31+,33-,34-,35+,36-;/m0./s1
InChI Key XOIQMTLWECTKJL-FBZUZRIGSA-M

Properties

Appearance White to Pale Beige Solid
Boiling Point 766.3°C at 760 mmHg
Melting Point >225°C (dec.)
Solubility Slightly soluble in Chloroform, Methanol (Sonicated)

Reference Reading

1.Sodium affects the sperm motility in the European eel.
Vílchez MC1, Morini M1, Peñaranda DS1, Gallego V1, Asturiano JF1, Pérez L2. Comp Biochem Physiol A Mol Integr Physiol. 2016 Apr 13;198:51-58. doi: 10.1016/j.cbpa.2016.04.008. [Epub ahead of print]
The role of seminal plasma sodium and activation media sodium on sperm motility was examined by selectively removing the element from these two media, in European eel sperm. Sperm size (sperm head area) was also measured using an ASMA (Automated Sperm Morphometry Analyses) system, in the different conditions. Intracellular sodium [Na+]i was quantitatively analyzed by first time in the spermatozoa from a marine fish species. Measurement of [Na+]i was done before and after motility activation, by Flow Cytometry, using CoroNa Green AM as a dye. Sperm motility activation induced an increase in [Na+]i, from 96.72mM in quiescent stage to 152.21mM post-activation in seawater. A significant decrease in sperm head area was observed post-activation in seawater. There was a notable reduction in sperm motility when sodium was removed from the seminal plasma, but not when it was removed from the activation media. Sodium removal was also linked to a significant reduction in sperm head area in comparison to the controls.
2.Meta-analysis of the effects of laidlomycin propionate, fed alone or in combination with chlortetracycline, compared with monensin sodium, fed alone or in combination with tylosin, on growth performance, health, and carcass outcomes in finishing steers in North America.
Cernicchiaro N, Corbin M, Quinn M, Prouty F, Branine M, Renter DG. J Anim Sci. 2016 Apr;94(4):1662-76. doi: 10.2527/jas.2015-0086.
The objective of this research was to use data from multiple studies to comprehensively quantify the effects of feeding 1) laidlomycin propionate (LP), alone and/or in combination with chlortetracycline, compared with 2) monensin sodium (MS), alone and/or in combination with tylosin, at commercially approved dosages, on ADG, DMI, feed efficiency (FE), mortality, and carcass characteristics (HCW and liver abscesses). A secondary objective was to explore potential sources of heterogeneity among the comparative effectiveness studies. A systematic review of peer-reviewed literature and industry reports was used to identify studies that included direct comparisons of these treatments in finishing steers in North America. Random-effects meta-analysis models of performance, carcass, and health-related outcomes were fitted with extracted data, consisting of a total of 17 data sets comprising a total of 135 pens and 13,603 steers. Results showed that pens of steers fed LP had increased ADG (live and carcass adjusted), DMI, and HCW compared with those fed monensin ( < 0.
3.The effects of increasing garlic powder and monensin supplementation on feed intake, nutrient digestibility, growth performance and blood parameters of growing calves.
Gholipour A1, Foroozandeh Shahraki AD1, Tabeidian SA1, Nasrollahi SM2, Yang WZ3. J Anim Physiol Anim Nutr (Berl). 2015 Nov 26. doi: 10.1111/jpn.12402. [Epub ahead of print]
The objective of this study was to evaluate the effects of increasing garlic powder and monensin supplementation on feed intake, nutrient digestibility, growth performance and blood metabolites of growing calves. Forty Holstein calves (BW = 100 ± 11 kg) were randomly assigned to four dietary treatments (n = 10) in a complete randomized design. Experimental treatments consisted of the following: (i) basal diet (control), (ii) basal diet supplemented with 0.0003% of dietary dry matter (DM) sodium monensin, (iii) low level of garlic powder (Low-GAR; 0.5% of dietary DM) and (iv) high level of garlic powder (High-GAR; 1% of dietary DM). DM intake (DMI) and DM digestibility were (p < 0.05) decreased by High-GAR. However, calves supplemented with Low-GAR had a similar DMI to the control calves and similar DM digestibility to the control and monensin groups. The digestibility of other nutrients were not affected by the treatments. Although supplementing monensin relative to Low-GAR increased the DMI (p < 0.
4.Effect of anticoccidial monensin with oregano essential oil on broilers experimentally challenged with mixed Eimeria spp.
Bozkurt M1, Ege G2, Aysul N3, Akşit H4, Tüzün AE5, Küçükyılmaz K6, Borum AE7, Uygun M5, Akşit D8, Aypak S3, Şimşek E9, Seyrek K10, Koçer B2, Bintaş E2, Orojpour A6. Poult Sci. 2016 Mar 14. pii: pew077. [Epub ahead of print]
Essential oil of oregano ( OEO: ) has proven to be a potential candidate for controlling chicken coccidiosis. The aim of the current study is to determine whether OEO and an approved anticoccidial, monensin sodium ( MON: ), as in-feed supplements could create a synergism when combined at low dosages. Day-old broiler chickens were separated into six equal groups with six replicate pens of 36 birds. One of the groups was given a basal diet and served as the control ( CNT: ). The remaining groups received the basal diet supplemented with 100 mg/kg MON, 50 mg/kg MON, 24 mg/kg OEO, 12 mg/kg OEO, or 50 mg/kg MON + 12 mg/kg OEO. All of the chickens were challenged with field-type mixed Eimeria species at 12 d of age. Following the infection (i.e., d 13 to 42), the greatest growth gains and lowest feed conversion ratio values were recorded for the group of birds fed 100 mg/kg MON (P < 0.05), whereas results for the CNT treatment were inferior.

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