MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 571099 | Name: Monensin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Monensin is an antiprotozoal agent produced by Streptomyces cinnamonensis. Monensin is a sodium and proton selective ionophore and is widely used as such in biochemical studies, particularly as an anti-tumor agent. It has an inhibitory effect on the Wnt/β-catenin signaling cascade, which may be useful when the cascade is aberrantly activated in cancer cells. Monensin is a prospective anticancer drug for therapy of neoplasia with deregulated Wnt signaling.

Chemical Structure

Monensin
Monensin
CAS#17090-79-8

Theoretical Analysis

MedKoo Cat#: 571099

Name: Monensin

CAS#: 17090-79-8

Chemical Formula: C36H62O11

Exact Mass: 670.4292

Molecular Weight: 670.88

Elemental Analysis: C, 64.45; H, 9.32; O, 26.23

Price and Availability

Size Price Availability Quantity
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Monensin; Elancoban; Rumensin
IUPAC/Chemical 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-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-methylpentanoic acid
InChi Key
GAOZTHIDHYLHMS-KEOBGNEYSA-N
InChi Code
InChI=1S/C36H62O11/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)/t19-,20-,21+,22+,23-,24-,25-,26+,27+,28-,29+,30-,31+,33-,34-,35+,36-/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(O)=O)C)C)O5)O4)O1
Appearance
Solid powder
Purity
>98% (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
>2 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
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Monensin is an antiprotozoal agent produced by Streptomyces cinnamonensis.
In vitro activity:
Monensin (10 nM) induced apoptosis, cell cycle arrest, and an increase in reactive oxygen species (ROS) production in TEM 4-18 cells. In addition, monensin rapidly induced swelling of Golgi apparatus and perturbed mitochondrial function. Reference: Sci Rep. 2019 Feb 4;9(1):1200. https://pubmed.ncbi.nlm.nih.gov/30718715/
In vivo activity:
Accordingly, the anticancer effects of monensin on the establishment and progression of ovarian cancer was explored in vivo. SK-OV-3 ovarian cancer cells were injected subcutaneously into the flanks of nude mice. The tumor masses were retrieved on day 20, and the control group had significantly larger individual tumors and higher average tumor volume compared with monensin-treated groups (Fig. 5A and B). Besides, MEK1 SUMOylation was strengthened with increased monensin dosage in vivo, consistent with the data in vitro (Figs. 5C and 4D). Together, monensin effectively inhibited tumor growth in ovarian cancer xenograft model by MEK1 SUMOylation reinforcement. Reference: Exp Ther Med. 2021 Dec;22(6):1390. https://pubmed.ncbi.nlm.nih.gov/34650638/

Preparing Stock Solutions

The following data is based on the product molecular weight 670.88 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.

Recalculate based on batch purity %
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
Formulation protocol:
1. Zhou Y, Deng Y, Wang J, Yan Z, Wei Q, Ye J, Zhang J, He TC, Qiao M. Effect of antibiotic monensin on cell proliferation and IGF1R signaling pathway in human colorectal cancer cells. Ann Med. 2023 Dec;55(1):954-964. doi: 10.1080/07853890.2023.2166980. PMID: 36896461. 2. Vanneste M, Huang Q, Li M, Moose D, Zhao L, Stamnes MA, Schultz M, Wu M, Henry MD. High content screening identifies monensin as an EMT-selective cytotoxic compound. Sci Rep. 2019 Feb 4;9(1):1200. doi: 10.1038/s41598-018-38019-y. PMID: 30718715; PMCID: PMC6361972. 3. Yao S, Wang W, Zhou B, Cui X, Yang H, Zhang S. Monensin suppresses cell proliferation and invasion in ovarian cancer by enhancing MEK1 SUMOylation. Exp Ther Med. 2021 Dec;22(6):1390. doi: 10.3892/etm.2021.10826. Epub 2021 Sep 30. PMID: 34650638; PMCID: PMC8506924. 4. Xin H, Li J, Zhang H, Li Y, Zeng S, Wang Z, Zhang Z, Deng F. Monensin may inhibit melanoma by regulating the selection between differentiation and stemness of melanoma stem cells. PeerJ. 2019 Jul 25;7:e7354. doi: 10.7717/peerj.7354. PMID: 31380151; PMCID: PMC6661142.
In vitro protocol:
1. Zhou Y, Deng Y, Wang J, Yan Z, Wei Q, Ye J, Zhang J, He TC, Qiao M. Effect of antibiotic monensin on cell proliferation and IGF1R signaling pathway in human colorectal cancer cells. Ann Med. 2023 Dec;55(1):954-964. doi: 10.1080/07853890.2023.2166980. PMID: 36896461. 2. Vanneste M, Huang Q, Li M, Moose D, Zhao L, Stamnes MA, Schultz M, Wu M, Henry MD. High content screening identifies monensin as an EMT-selective cytotoxic compound. Sci Rep. 2019 Feb 4;9(1):1200. doi: 10.1038/s41598-018-38019-y. PMID: 30718715; PMCID: PMC6361972.
In vivo protocol:
1. Yao S, Wang W, Zhou B, Cui X, Yang H, Zhang S. Monensin suppresses cell proliferation and invasion in ovarian cancer by enhancing MEK1 SUMOylation. Exp Ther Med. 2021 Dec;22(6):1390. doi: 10.3892/etm.2021.10826. Epub 2021 Sep 30. PMID: 34650638; PMCID: PMC8506924. 2. Xin H, Li J, Zhang H, Li Y, Zeng S, Wang Z, Zhang Z, Deng F. Monensin may inhibit melanoma by regulating the selection between differentiation and stemness of melanoma stem cells. PeerJ. 2019 Jul 25;7:e7354. doi: 10.7717/peerj.7354. PMID: 31380151; PMCID: PMC6661142.
1: Abrar A, Tsukahara T, Kondo M, Ban-Tokuda T, Chao W, Matsui H. Effect of monensin withdrawal on rumen fermentation, methanogenesis and microbial populations in cattle. Anim Sci J. 2015 Sep;86(9):849-54. doi: 10.1111/asj.12368. Epub 2015 Mar 17. PubMed PMID: 25782058. 2: Linneen SK, McGee AL, Cole JR, Jennings JS, Stein DR, Horn GW, Lalman DL. Supplementation of monensin and Optimase to beef cows consuming low-quality forage during late gestation and early lactation. J Anim Sci. 2015 Jun;93(6):3076-83. doi: 10.2527/jas.2014-8406. PubMed PMID: 26115293. 3: Antonenko YN, Rokitskaya TI, Huczyński A. Electrogenic and nonelectrogenic ion fluxes across lipid and mitochondrial membranes mediated by monensin and monensin ethyl ester. Biochim Biophys Acta. 2015 Apr;1848(4):995-1004. doi: 10.1016/j.bbamem.2015.01.005. Epub 2015 Jan 17. PubMed PMID: 25600660. 4: Rocha BA, de Oliveira AR, Pazin M, Dorta DJ, Rodrigues AP, Berretta AA, Peti AP, de Moraes LA, Lopes NP, Pospíšil S, Gates PJ, Assis Md. Jacobsen catalyst as a cytochrome P450 biomimetic model for the metabolism of monensin A. Biomed Res Int. 2014;2014:152102. doi: 10.1155/2014/152102. Epub 2014 May 28. PubMed PMID: 24987668; PubMed Central PMCID: PMC4058456. 5: Rajendran V, Rohra S, Raza M, Hasan GM, Dutt S, Ghosh PC. Stearylamine Liposomal Delivery of Monensin in Combination with Free Artemisinin Eliminates Blood Stages of Plasmodium falciparum in Culture and P. berghei Infection in Murine Malaria. Antimicrob Agents Chemother. 2015 Dec 14;60(3):1304-18. doi: 10.1128/AAC.01796-15. PubMed PMID: 26666937; PubMed Central PMCID: PMC4775978. 6: Tumova L, Pombinho AR, Vojtechova M, Stancikova J, Gradl D, Krausova M, Sloncova E, Horazna M, Kriz V, Machonova O, Jindrich J, Zdrahal Z, Bartunek P, Korinek V. Monensin inhibits canonical Wnt signaling in human colorectal cancer cells and suppresses tumor growth in multiple intestinal neoplasia mice. Mol Cancer Ther. 2014 Apr;13(4):812-22. doi: 10.1158/1535-7163.MCT-13-0625. Epub 2014 Feb 19. PubMed PMID: 24552772. 7: Dayekh K, Johnson-Obaseki S, Corsten M, Villeneuve PJ, Sekhon HS, Weberpals JI, Dimitroulakos J. Monensin inhibits epidermal growth factor receptor trafficking and activation: synergistic cytotoxicity in combination with EGFR inhibitors. Mol Cancer Ther. 2014 Nov;13(11):2559-71. doi: 10.1158/1535-7163.MCT-13-1086. Epub 2014 Sep 4. PubMed PMID: 25189541. 8: Singh M, Kalla NR, Sanyal SN. Testicular effects of monensin, a golgi interfering agent in male rats. Drug Chem Toxicol. 2014 Oct;37(4):384-90. doi: 10.3109/01480545.2013.866955. Epub 2013 Dec 16. PubMed PMID: 24341700. 9: Aowicki D, Huczyński A. Structure and antimicrobial properties of monensin A and its derivatives: summary of the achievements. Biomed Res Int. 2013;2013:742149. doi: 10.1155/2013/742149. Epub 2013 Feb 13. Review. PubMed PMID: 23509771; PubMed Central PMCID: PMC3586448. 10: Appuhamy JA, Strathe AB, Jayasundara S, Wagner-Riddle C, Dijkstra J, France J, Kebreab E. Anti-methanogenic effects of monensin in dairy and beef cattle: a meta-analysis. J Dairy Sci. 2013 Aug;96(8):5161-73. doi: 10.3168/jds.2012-5923. Epub 2013 Jun 13. PubMed PMID: 23769353. 11: Wischer G, Boguhn J, Steingaß H, Schollenberger M, Hartung K, Rodehutscord M. Effect of monensin on in vitro fermentation of silages and microbial protein synthesis. Arch Anim Nutr. 2013 Jun;67(3):219-34. doi: 10.1080/1745039X.2013.793050. Epub 2013 May 16. PubMed PMID: 23679006. 12: Huczyński A, Klejborowska G, Antoszczak M, Maj E, Wietrzyk J. Anti-proliferative activity of Monensin and its tertiary amide derivatives. Bioorg Med Chem Lett. 2015 Oct 15;25(20):4539-43. doi: 10.1016/j.bmcl.2015.08.067. Epub 2015 Aug 28. PubMed PMID: 26338363. 13: Xu L, Jin Y, He ML, Li C, Beauchemin KA, Yang WZ. Effects of increasing levels of corn dried distillers grains with solubles and monensin on ruminal biohydrogenation and duodenal flows of fatty acids in beef heifers fed high-grain diets. J Anim Sci. 2014 Mar;92(3):1089-98. doi: 10.2527/jas.2013-6668. Epub 2014 Feb 3. PubMed PMID: 24492547. 14: Compton CW, Young L, McDougall S. Efficacy of controlled-release capsules containing monensin for the prevention of subclinical ketosis in pasture-fed dairy cows. N Z Vet J. 2015 Sep;63(5):249-53. doi: 10.1080/00480169.2014.999842. Epub 2015 Jun 18. PubMed PMID: 25578365. 15: ElSayed EM, Prasher SO. Fate and transport of monensin in the presence of nonionic surfactant Brij35 in soil. Sci Total Environ. 2014 Aug 15;490:629-38. doi: 10.1016/j.scitotenv.2014.05.029. Epub 2014 Jun 2. PubMed PMID: 24887190. 16: Warnock V. Monensin toxicity in dogs. Vet Rec. 2016 Jun 4;178(23):588. doi: 10.1136/vr.i3091. PubMed PMID: 27256263. 17: Antoszczak M, Klejborowska G, Kruszyk M, Maj E, Wietrzyk J, Huczyński A. Synthesis and Antiproliferative Activity of Silybin Conjugates with Salinomycin and Monensin. Chem Biol Drug Des. 2015 Dec;86(6):1378-86. doi: 10.1111/cbdd.12602. Epub 2015 Jul 22. PubMed PMID: 26058448. 18: Wood KM, Pinto AC, Millen DD, Kanafany Guzman R, Penner GB. The effect of monensin concentration on dry matter intake, ruminal fermentation, short-chain fatty acid absorption, total tract digestibility, and total gastrointestinal barrier function in beef heifers. J Anim Sci. 2016 Jun;94(6):2471-8. doi: 10.2527/jas.2016-0356. PubMed PMID: 27285923. 19: Bates N, Edwards N. Monensin toxicity in dogs. Vet Rec. 2016 Jun 18;178(25):638-9. doi: 10.1136/vr.i3347. PubMed PMID: 27313256. 20: Pirali Kheirabadi K, Kaboutari Katadj J, Bahadoran S, Teixeira da Silva JA, Dehghani Samani A, Cheraghchi Bashi M. Comparison of the anticoccidial effect of granulated extract of Artemisia sieberi with monensin in experimental coccidiosis in broiler chickens. Exp Parasitol. 2014 Jun;141:129-33. doi: 10.1016/j.exppara.2014.03.022. Epub 2014 Apr 2. PubMed PMID: 24703975.