Colistin sulfate | CAS#1264-72-8 | NADH quinone oxidoreductase inhibitor

MedKoo Cat#: 540087 | Name: Colistin sulfate

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Description:

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

Colistin sulfate is a NADH quinone oxidoreductase inhibitor that induces formation of pores in membranes of gram negative bacteria. It is highly neurotoxic and nephrotoxic.

Chemical Structure

Colistin sulfate

CAS#1264-72-8 (sulfate)

Theoretical Analysis

MedKoo Cat#: 540087

Name: Colistin sulfate

CAS#: 1264-72-8 (sulfate)

Chemical Formula: C53H102N16O17S

Exact Mass: 1266.7330

Molecular Weight: 1267.55

Elemental Analysis: C, 50.22; H, 8.11; N, 17.68; O, 21.46; S, 2.53

Price and Availability

Size	Price	Availability
1g	USD 350.00	2 Weeks
2g	USD 450.00	2 Weeks
5g	USD 750.00	2 Weeks
10g	USD 1,250.00	2 Weeks

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Related CAS #

1066-17-7 (free base) 1264-72-8 (sulfate)

Synonym

Belcomycin; Polymixin E; Colistin sulfate; Polymyxin E2 sulfate; Colistin B sulphate

IUPAC/Chemical Name

(R)-N-((S)-4-amino-1-(((2S,3R)-1-(((S)-4-amino-1-oxo-1-(((3S,6S,9S,12S,15R,18S,21S)-6,9,18-tris(2-aminoethyl)-3-((R)-1-hydroxyethyl)-12,15-diisobutyl-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclotricosan-21-yl)amino)butan-2-yl)amino)-3-hydroxy-1-oxobutan-2-yl)amino)-1-oxobutan-2-yl)-6-methyloctanamide sulfate

InChi Key

ZJIWRHLZXQPFAD-FPSDIOKYSA-N

InChi Code

InChI=1S/C53H100N16O13.H2O4S/c1-9-30(6)12-10-11-13-41(72)60-33(14-20-54)48(77)69-43(32(8)71)53(82)65-36(17-23-57)45(74)64-38-19-25-59-52(81)42(31(7)70)68-49(78)37(18-24-58)62-44(73)34(15-21-55)63-50(79)39(26-28(2)3)67-51(80)40(27-29(4)5)66-46(75)35(16-22-56)61-47(38)76;1-5(2,3)4/h28-40,42-43,70-71H,9-27,54-58H2,1-8H3,(H,59,81)(H,60,72)(H,61,76)(H,62,73)(H,63,79)(H,64,74)(H,65,82)(H,66,75)(H,67,80)(H,68,78)(H,69,77);(H2,1,2,3,4)/t30-,31-,32-,33+,34+,35+,36+,37+,38+,39+,40-,42+,43+;/m1./s1

SMILES Code

O=C(N[C@@H](CCN)C(N[C@H](CC(C)C)C(N[C@@H](CC(C)C)C(N[C@@H](CCN)C(N[C@H]1CCN)=O)=O)=O)=O)[C@@H](NC([C@H](CCN)NC([C@@H](NC([C@H](CCN)NC(CCCC[C@H](C)CC)=O)=O)[C@@H](C)O)=O)=O)CCNC([C@H]([C@@H](C)O)NC1=O)=O.OS(O)(=O)=O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,267.55 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: Pfeifer C, Fassauer G, Gerecke H, Jira T, Remane Y, Frontini R, Byrne J, Reinhardt R. Purity determination of amphotericin B, colistin sulfate and tobramycin sulfate in a hydrophilic suspension by HPLC. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 May 15;990:7-14. doi: 10.1016/j.jchromb.2015.02.043. Epub 2015 Mar 7. PubMed PMID: 25828728. 2: Cai Y, Lee W, Kwa AL. Polymyxin B versus colistin: an update. Expert Rev Anti Infect Ther. 2015;13(12):1481-97. doi: 10.1586/14787210.2015.1093933. Epub 2015 Oct 21. Review. PubMed PMID: 26488563. 3: Bialvaei AZ, Samadi Kafil H. Colistin, mechanisms and prevalence of resistance. Curr Med Res Opin. 2015 Apr;31(4):707-21. doi: 10.1185/03007995.2015.1018989. Epub 2015 Mar 19. Review. PubMed PMID: 25697677. 4: Nation RL, Velkov T, Li J. Colistin and polymyxin B: peas in a pod, or chalk and cheese? Clin Infect Dis. 2014 Jul 1;59(1):88-94. doi: 10.1093/cid/ciu213. Epub 2014 Apr 3. Review. PubMed PMID: 24700659; PubMed Central PMCID: PMC4305129. 5: Ku YH, Lee MF, Chuang YC, Chen CC, Yu WL. In vitro activity of colistin sulfate against Enterobacteriaceae producing extended-spectrum β-lactamases. J Microbiol Immunol Infect. 2015 Dec;48(6):699-702. doi: 10.1016/j.jmii.2013.11.005. Epub 2013 Dec 30. PubMed PMID: 24388585. 6: Ortwine JK, Kaye KS, Li J, Pogue JM. Colistin: understanding and applying recent pharmacokinetic advances. Pharmacotherapy. 2015 Jan;35(1):11-6. doi: 10.1002/phar.1484. Epub 2014 Sep 3. Review. PubMed PMID: 25187500. 7: Dijkmans AC, Wilms EB, Kamerling IM, Birkhoff W, van Nieuwkoop C, Verbrugh HA, Touw DJ. [Practical guideline for the use of colistin]. Ned Tijdschr Geneeskd. 2014;158:A7445. Review. Dutch. PubMed PMID: 25322351. 8: Liu Y, Dai C, Gao R, Li J. Ascorbic acid protects against colistin sulfate-induced neurotoxicity in PC12 cells. Toxicol Mech Methods. 2013 Oct;23(8):584-90. doi: 10.3109/15376516.2013.807532. Epub 2013 Jun 26. PubMed PMID: 23692127. 9: Loho T, Dharmayanti A. Colistin: an antibiotic and its role in multiresistant Gram-negative infections. Acta Med Indones. 2015 Apr;47(2):157-68. Review. PubMed PMID: 26260559. 10: Jiang GZ, Li JC. Protective effects of ginsenoside Rg1 against colistin sulfate-induced neurotoxicity in PC12 cells. Cell Mol Neurobiol. 2014 Mar;34(2):167-72. doi: 10.1007/s10571-013-9998-4. Epub 2013 Oct 30. PubMed PMID: 24170279. 11: Nanjo Y, Ishii Y, Kimura S, Fukami T, Mizoguchi M, Suzuki T, Tomono K, Akasaka Y, Ishii T, Takahashi K, Tateda K, Yamaguchi K. Effects of slow-releasing colistin microspheres on endotoxin-induced sepsis. J Infect Chemother. 2013 Aug;19(4):683-90. doi: 10.1007/s10156-012-0544-y. Epub 2013 Jan 25. PubMed PMID: 23354935. 12: Dijkmans AC, Wilms EB, Kamerling IM, Birkhoff W, Ortiz-Zacarías NV, van Nieuwkoop C, Verbrugh HA, Touw DJ. Colistin: Revival of an Old Polymyxin Antibiotic. Ther Drug Monit. 2015 Aug;37(4):419-27. doi: 10.1097/FTD.0000000000000172. Review. PubMed PMID: 25549206. 13: Ma Y, Peng JJ, Chen JJ, Fan TL, Sun YX. [Effects of colistin sulfate residue on soil microbial community structure]. Ying Yong Sheng Tai Xue Bao. 2014 Jun;25(6):1780-4. Chinese. PubMed PMID: 25223038. 14: Shahbazi F, Dashti-Khavidaki S. Colistin: efficacy and safety in different populations. Expert Rev Clin Pharmacol. 2015;8(4):423-48. doi: 10.1586/17512433.2015.1053390. Epub 2015 Jun 3. Review. PubMed PMID: 26041134. 15: Riemenschneider C, Zerr W, Vater N, Brunn H, Mohring SA, Hamscher G. Analysis and behavior of colistin during anaerobic fermentation. Bioresour Technol. 2014 Oct;170:303-9. doi: 10.1016/j.biortech.2014.07.100. Epub 2014 Aug 1. PubMed PMID: 25151074. 16: Ferguson EL, Azzopardi E, Roberts JL, Walsh TR, Thomas DW. Dextrin-colistin conjugates as a model bioresponsive treatment for multidrug resistant bacterial infections. Mol Pharm. 2014 Dec 1;11(12):4437-47. doi: 10.1021/mp500584u. Epub 2014 Nov 17. PubMed PMID: 25360900. 17: Rhouma M, Beaudry F, Thériault W, Bergeron N, Laurent-Lewandowski S, Fairbrother JM, Letellier A. Gastric stability and oral bioavailability of colistin sulfate in pigs challenged or not with Escherichia coli O149: F4 (K88). Res Vet Sci. 2015 Oct;102:173-81. doi: 10.1016/j.rvsc.2015.08.005. Epub 2015 Aug 9. PubMed PMID: 26412539. 18: Alfahad WA, Omrani AS. Update on colistin in clinical practice. Saudi Med J. 2014 Jan;35(1):9-19. Review. PubMed PMID: 24445885. 19: Biswas S, Brunel JM, Dubus JC, Reynaud-Gaubert M, Rolain JM. Colistin: an update on the antibiotic of the 21st century. Expert Rev Anti Infect Ther. 2012 Aug;10(8):917-34. doi: 10.1586/eri.12.78. Review. PubMed PMID: 23030331. 20: Yen HC, Lai WK, Lin CS, Chiang SH. Medium-chain triglyceride as an alternative of in-feed colistin sulfate to improve growth performance and intestinal microbial environment in newly weaned pigs. Anim Sci J. 2015 Jan;86(1):99-104. doi: 10.1111/asj.12248. Epub 2014 Jul 12. PubMed PMID: 25039368.

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TG11-77 HCl