MedKoo Cat#: 597974 | Name: Colistin A

Description:

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

Colistin A is an antibiotic produced by certain strains of the bacteria Paenibacillus polymyxa. Colistin is a mixture of the cyclic polypeptides colistin A and B and belongs to the class of polypeptide antibiotics known as polymyxins. Colistin is effective against most Gram-negative bacilli.

Chemical Structure

Colistin A
CAS#7722-44-3

Theoretical Analysis

MedKoo Cat#: 597974

Name: Colistin A

CAS#: 7722-44-3

Chemical Formula: C53H100N16O13

Exact Mass: 1168.7656

Molecular Weight: 1169.48

Elemental Analysis: C, 54.43; H, 8.62; N, 19.16; O, 17.78

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Colistin A; Colistin IV; Polymixin E1; Polymyxin E1;
IUPAC/Chemical Name
(S)-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
InChi Key
XDJYMJULXQKGMM-HHAJOKTESA-N
InChi Code
InChI=1S/C53H100N16O13/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/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)/t30-,31+,32+,33-,34-,35-,36-,37-,38-,39-,40+,42-,43-/m0/s1
SMILES Code
CC[C@@H](CCCCC(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H]1CCNC([C@H]([C@H](O)C)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](NC([C@@H](NC1=O)CCN)=O)CC(C)C)=O)CC(C)C)=O)CCN)=O)CCN)=O)=O)=O)CCN)=O)[C@H](O)C)=O)CCN)=O)C
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
>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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,169.48 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
1: Antonucci E, Taccone FS, Regolisti G, Cabassi A, Morabito S, Pistolesi V, Di Motta T, Fiaccadori E. [Colistin: a review]. G Ital Nefrol. 2014 Nov-Dec;31(6). pii: gin/31.6.5. Review. Italian. PubMed PMID: 25504163. 2: 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. 3: Karaiskos I, Friberg LE, Pontikis K, Ioannidis K, Tsagkari V, Galani L, Kostakou E, Baziaka F, Paskalis C, Koutsoukou A, Giamarellou H. Colistin Population Pharmacokinetics after Application of a Loading Dose of 9 MU Colistin Methanesulfonate in Critically Ill Patients. Antimicrob Agents Chemother. 2015 Dec;59(12):7240-8. doi: 10.1128/AAC.00554-15. Epub 2015 Sep 14. PubMed PMID: 26369974; PubMed Central PMCID: PMC4649253. 4: Valachis A, Samonis G, Kofteridis DP. The role of aerosolized colistin in the treatment of ventilator-associated pneumonia: a systematic review and metaanalysis. Crit Care Med. 2015 Mar;43(3):527-33. doi: 10.1097/CCM.0000000000000771. Review. PubMed PMID: 25493971. 5: 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. 6: Karbuz A, Özdemir H, Yaman A, Kocabaş BA, Odek Ç, Güriz H, Aysev AD, Çiftçi E, Kendirli T, Ateş C, İnce E. The use of colistin in critically ill children in a pediatric intensive care unit. Pediatr Infect Dis J. 2014 Jan;33(1):e19-24. doi: 10.1097/INF.0000000000000117. PubMed PMID: 24346607. 7: 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. 8: 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. 9: Samonis G, Korbila IP, Maraki S, Michailidou I, Vardakas KZ, Kofteridis D, Dimopoulou D, Gkogkozotou VK, Falagas ME. Trends of isolation of intrinsically resistant to colistin Enterobacteriaceae and association with colistin use in a tertiary hospital. Eur J Clin Microbiol Infect Dis. 2014 Sep;33(9):1505-10. doi: 10.1007/s10096-014-2097-8. Epub 2014 Apr 15. PubMed PMID: 24798249. 10: Mohamed AF, Cars O, Friberg LE. A pharmacokinetic/pharmacodynamic model developed for the effect of colistin on Pseudomonas aeruginosa in vitro with evaluation of population pharmacokinetic variability on simulated bacterial killing. J Antimicrob Chemother. 2014 May;69(5):1350-61. doi: 10.1093/jac/dkt520. Epub 2014 Jan 27. PubMed PMID: 24474432. 11: 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. 12: Nakwan N, Lertpichaluk P, Chokephaibulkit K, Villani P, Regazzi M, Imberti R. Pulmonary and Systemic Pharmacokinetics of Colistin Following a Single Dose of Nebulized Colistimethate in Mechanically Ventilated Neonates. Pediatr Infect Dis J. 2015 Sep;34(9):961-3. doi: 10.1097/INF.0000000000000775. PubMed PMID: 26065861. 13: Binh NG, Hayakawa K, Co DX, Tuan ND, Anh NH, Thuy NT, Phuong DM, Huong NT, Thuy PT, Chau NQ, Nhung PH, Gam do TH, Hai DT, Huong TT, Van Anh L, Takeshita N, Ohmagari N. The efficacy and nephrotoxicity associated with colistin use in an intensive care unit in Vietnam: Use of colistin in a population of lower body weight. Int J Infect Dis. 2015 Jun;35:18-23. doi: 10.1016/j.ijid.2015.03.020. Epub 2015 Mar 30. PubMed PMID: 25835100. 14: Tanita MT, Carrilho CM, Garcia JP, Festti J, Cardoso LT, Grion CM. Parenteral colistin for the treatment of severe infections: a single center experience. Rev Bras Ter Intensiva. 2013 Oct-Dec;25(4):297-305. doi: 10.5935/0103-507X.20130051. English, Portuguese. PubMed PMID: 24553511; PubMed Central PMCID: PMC4031873. 15: Yamada T, Ishiguro N, Oku K, Higuchi I, Nakagawa I, Noguchi A, Yasuda S, Fukumoto T, Iwasaki S, Akizawa K, Furugen A, Yamaguchi H, Iseki K. Successful Colistin Treatment of Multidrug-Resistant Pseudomonas aeruginosa Infection Using a Rapid Method for Determination of Colistin in Plasma: Usefulness of Therapeutic Drug Monitoring. Biol Pharm Bull. 2015;38(9):1430-3. doi: 10.1248/bpb.b15-00323. Epub 2015 Jul 9. PubMed PMID: 26155936. 16: Chen Z, Chen Y, Fang Y, Wang X, Chen Y, Qi Q, Huang F, Xiao X. Meta-analysis of colistin for the treatment of Acinetobacter baumannii infection. Sci Rep. 2015 Nov 24;5:17091. doi: 10.1038/srep17091. PubMed PMID: 26597507; PubMed Central PMCID: PMC4657015. 17: 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. 18: 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. 19: Azzopardi EA, Ferguson EL, Thomas DW. Colistin past and future: a bibliographic analysis. J Crit Care. 2013 Apr;28(2):219.e13-9. doi: 10.1016/j.jcrc.2012.04.008. Epub 2012 Jul 2. PubMed PMID: 22762926. 20: Alfahad WA, Omrani AS. Update on colistin in clinical practice. Saudi Med J. 2014 Jan;35(1):9-19. Review. PubMed PMID: 24445885.