Synonym
Monensin methyl ester
IUPAC/Chemical Name
methyl (2R,3S,4R)-4-((2R,5R,7S,8R,9S)-2-((2S,2'S,3'R,5R,5'S)-2-ethyl-5'-((2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl)-3'-methyloctahydro-[2,2'-bifuran]-5-yl)-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl)-3-methoxy-2-methylpentanoate
InChi Key
PFRZSHIENRKVSE-RJTHVKINSA-N
InChi Code
InChI=1S/C37H64O11/c1-11-35(32-21(3)17-27(44-32)29-20(2)16-22(4)37(41,19-38)47-29)13-12-28(45-35)34(8)14-15-36(48-34)18-26(39)23(5)31(46-36)24(6)30(42-9)25(7)33(40)43-10/h20-32,38-39,41H,11-19H2,1-10H3/t20-,21+,22+,23+,24+,25+,26-,27-,28+,29-,30-,31-,32-,34+,35-,36+,37-/m0/s1
SMILES Code
CC[C@@]1([C@@H]2[C@H](C)C[C@@H]([C@@H]3[C@@H](C)C[C@@H](C)[C@@](CO)(O)O3)O2)CC[C@H]([C@@]4(C)CC[C@]5(C[C@H](O)[C@@H](C)[C@@H]([C@@H]([C@H](OC)[C@H](C(OC)=O)C)C)O5)O4)O1
Purity
>97% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
684.91
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Zahran EM, Gavalas V, Valiente M, Bachas LG. Can temperature be used to tune the selectivity of membrane ion-selective electrodes? Anal Chem. 2010 May 1;82(9):3622-8. doi: 10.1021/ac902867d. Erratum in: Anal Chem. 2011 Jul 1;83(13):5467. PMID: 20364837.
2: Sousa JN Jr, Gates PJ, Lopes NP. Fragmentation studies of monensin A and B in negative electrospray and nanospray tandem mass spectrometry. Eur J Mass Spectrom (Chichester). 2007;13(3):191-8. doi: 10.1255/ejms.874. PMID: 17881786.
3: Huczyñski A, Przybylski P, Brzezinski B, Bartl F. Spectroscopic and semiempirical studies of a proton channel formed by the methyl ester of monensin A. J Phys Chem B. 2006 Aug 10;110(31):15615-23. doi: 10.1021/jp062160o. PMID: 16884286.
4: Lee DK, Lee HJ, Cha GS, Nam H, Paeng KJ. Ion chromatography detector based on solid-state ion-selective electrode array. J Chromatogr A. 2000 Dec 15;902(2):337-43. doi: 10.1016/s0021-9673(00)00844-x. PMID: 11192166.
5: Schindler JG, Schindler MM. Monensin, ein elektrisch geladener Karboxyl- Ionophor, und sein neutraler Methylester als ionenaktive Komponenten für Na+-selektive Disk-Elektroden [Monensin, an electrically charged carboxyl ionophor, and its neutral methylester as ion active components for Na+ selective disk electrodes]. Biomed Tech (Berl). 1987 Jan-Feb;32(1-2):22-4. German. doi: 10.1515/bmte.1987.32.1-2.22. PMID: 3567283.
6: Takatsuki K, Suzuki S, Ushizawa I. Liquid chromatographic determination of monensin in chicken tissues with fluorometric detection and confirmation by gas chromatography-mass spectrometry. J Assoc Off Anal Chem. 1986 May- Jun;69(3):443-8. PMID: 3722091.
