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MedKoo Cat#: 571204 | Name: Eremomycin

Description:

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

Eremomycin is an antibiotic that can be used intramuscularly due to low toxicity.

Chemical Structure

Eremomycin
Eremomycin
CAS#110865-90-2

Theoretical Analysis

MedKoo Cat#: 571204

Name: Eremomycin

CAS#: 110865-90-2

Chemical Formula: C73H91ClN10O26

Exact Mass: 1558.5795

Molecular Weight: 1560.03

Elemental Analysis: C, 56.20; H, 5.88; Cl, 2.27; N, 8.98; O, 26.66

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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Related CAS #
No Data
Synonym
Eremomycin; A 82846A; A-82846A; A82846A
IUPAC/Chemical Name
N/A
InChi Key
PIWVMEWFXSNVJF-CNGRXGFKSA-N
InChi Code
InChI=1S/C73H91ClN10O26/c1-27(2)16-39(78-7)64(95)83-54-56(90)32-11-15-43(38(74)18-32)106-45-20-33-19-44(60(45)110-71-61(58(92)57(91)46(26-85)107-71)109-49-25-73(6,77)63(94)29(4)104-49)105-35-12-8-30(9-13-35)59(108-48-24-72(5,76)62(93)28(3)103-48)55-69(100)82-53(70(101)102)37-21-34(86)22-42(88)50(37)36-17-31(10-14-41(36)87)51(66(97)84-55)81-67(98)52(33)80-65(96)40(23-47(75)89)79-68(54)99/h8,10-12,14-15,17-22,27-29,39-40,46,48-49,51-59,61-63,71,78,85-88,90-94H,9,13,16,23-26,76-77H2,1-7H3,(H2,75,89)(H,79,99)(H,80,96)(H,81,98)(H,82,100)(H,83,95)(H,84,97)(H,101,102)/t28-,29-,39+,40-,46+,48-,49-,51-,52+,53-,54+,55-,56+,57+,58-,59+,61+,62-,63-,71-,72-,73-/m0/s1
SMILES Code
OC1=CC=C([C@@H]2NC([C@@H]3NC([C@H](CC(N)=O)NC([C@@H]([C@@H](C4=CC(Cl)=C(C=C4)OC5=CC3=CC(OC6=CC=C(CC6)[C@H]7O[C@H]8C[C@@](N)(C)[C@H]([C@H](C)O8)O)=C5O[C@H]9[C@H](O[C@H]%10C[C@@](N)(C)[C@H]([C@H](C)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)O)NC([C@H](NC)CC(C)C)=O)=O)=O)=O)C=C1C(C([C@@H](C(O)=O)NC([C@H]7NC2=O)=O)=CC(O)=C%11)=C%11O
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

Preparing Stock Solutions

The following data is based on the product molecular weight 1,560.03 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: Bychkova EN, Korolev AM, Olsufyeva EN, Mirchink EP, Isakova EB. [Design of Novel Carboxamides of Eremomycin and Vancomycin with 4- or 3-Amino Methyl Phenyl Boric Acid and Their Investigation]. Antibiot Khimioter. 2015;60(9-10):7-11. Russian. PubMed PMID: 27141632. 2: Nikitina YK, Ali I, Asnin LD. Adsorption of aqueous organic mixtures on a chiral stationary phase with bound antibiotic eremomycin. J Chromatogr A. 2014 Oct 10;1363:71-8. doi: 10.1016/j.chroma.2014.08.062. Epub 2014 Aug 26. PubMed PMID: 25182859. 3: Chang J, Zhou H, Preobrazhenskaya M, Tao P, Kim SJ. The Carboxyl Terminus of Eremomycin Facilitates Binding to the Non-d-Ala-d-Ala Segment of the Peptidoglycan Pentapeptide Stem. Biochemistry. 2016 Jun 21;55(24):3383-91. doi: 10.1021/acs.biochem.6b00188. Epub 2016 Jun 7. PubMed PMID: 27243469. 4: Miroshnikova OV, Berdnikova TF, Olsufyeva EN, Pavlov AY, Reznikova MI, Preobrazhenskaya MN, Ciabatti R, Malabarba A, Colombo L. A modification of the N-terminal amino acid in the eremomycin aglycone. J Antibiot (Tokyo). 1996 Nov;49(11):1157-61. PubMed PMID: 8982345. 5: Prokhorova AF, Shapovalova EN, Shpak AV, Staroverov SM, Shpigun OA. Enantiorecognition of profens by capillary electrophoresis using a novel chiral selector eremomycin. J Chromatogr A. 2009 Apr 24;1216(17):3674-7. doi: 10.1016/j.chroma.2009.02.017. Epub 2009 Feb 11. PubMed PMID: 19264314. 6: Filippos'iants ST, Malkova IV. [Pharmacokinetic study of eremomycin in an experiment]. Antibiot Med Biotekhnol. 1987 Jul;32(7):511-6. Russian. PubMed PMID: 3118795. 7: Prokhorova AF, Larin VA, Mikhalyuk AN, Staroverov SM, Shapovalova EN, Shpigun OA. Enantioseparation of organic acids of pharmaceutical interest using eremomycin as a chiral selector. Electrophoresis. 2011 Oct;32(19):2663-8. doi: 10.1002/elps.201000636. Epub 2011 Sep 8. PubMed PMID: 21905045. 8: Printsevskaya SS, Pavlov AY, Olsufyeva EN, Mirchink EP, Isakova EB, Reznikova MI, Goldman RC, Branstrom AA, Baizman ER, Longley CB, Sztaricskai F, Batta G, Preobrazhenskaya MN. Synthesis and mode of action of hydrophobic derivatives of the glycopeptide antibiotic eremomycin and des-(N-methyl-D-leucyl)eremomycin against glycopeptide-sensitive and -resistant bacteria. J Med Chem. 2002 Mar 14;45(6):1340-7. PubMed PMID: 11882003. 9: Solov'eva SE, Printsevskaia SS, Olsuf'eva EN, Batta G, Preobrazhenskaia MN. [New derivatives of eremomycin containing (15)n or f atoms for NMR study]. Bioorg Khim. 2008 Nov-Dec;34(6):831-9. Russian. PubMed PMID: 19088759. 10: Gol'dberg LE, Stepanova ES, Vertogradova TP, Shevniuk LA, Shepelevtseva NG. [Preclinical toxicological study of the new antibiotic eremomycin. Its acute toxicity for laboratory animals]. Antibiot Med Biotekhnol. 1987 Dec;32(12):910-5. Russian. PubMed PMID: 2830839. 11: Filippos'iants ST, Malkova IV, Gol'dberg LE. [Glycopeptide antibiotics: eremomycin, vancomycin, and teicoplanin. Comparison of several parameters of pharmacokinetics and antimicrobial activity]. Antibiot Khimioter. 1989 Jul;34(7):523-6. Russian. PubMed PMID: 2530944. 12: Berdnikova TF, Shashkov AS, Katrukha GS, Lapchinskaia OA, Iurkevich NV, Grachev AA, Nifant'ev NE. [The structure of antibiotic eremomycin B]. Bioorg Khim. 2009 Jul-Aug;35(4):550-6. Russian. PubMed PMID: 19928058. 13: Gauze GF, Brazhnikova MG, Laĭko AV, Sveshnikova MA, Preobrazhenskaia TP. [Eremomycin--a new antibiotic from the cyclic glycopeptide group]. Antibiot Med Biotekhnol. 1987 Aug;32(8):571-6. Russian. PubMed PMID: 3674837. 14: Plattner JJ, Chu D, Mirchink EP, Isakova EB, Preobrazhenskaya MN, Olsufyeva EN, Miroshnikova OV, Printsevskaya SS. N'-(alpha-aminoacyl)- and N'-alpha-(N-alkylamino)acyl derivatives of vancomycin and eremomycin. II. Antibacterial activity of N'-(alpha-aminoacyl)- and N'-alpha-(N-alkylamino)acyl derivatives of vancomycin and eremomycin. J Antibiot (Tokyo). 2007 Apr;60(4):245-50. PubMed PMID: 17456974. 15: Rukhlina AA. [Comparative study of the therapeutic effect of the glycopeptide antibiotics eremomycin, vancomycin and ristomycin in a model of antibiotic-associated colitis in golden hamsters]. Antibiot Khimioter. 1992 Nov;37(11):32-5. Russian. PubMed PMID: 1338681. 16: Burkin MA, Burkin AA. [Enzyme immunoassay for the determination of the glycopeptide antibiotic eremomycin]. Prikl Biokhim Mikrobiol. 2009 Mar-Apr;45(2):232-6. Russian. PubMed PMID: 19382713. 17: Chang J, Zhou H, Preobrazhenskaya M, Tao P, Kim SJ. Correction to The Carboxyl Terminus of Eremomycin Facilitates Binding to the Non-d-Ala-d-Ala Segment of the Peptidoglycan Pentapeptide Stem. Biochemistry. 2016 Jul 19;55(28):4003. doi: 10.1021/acs.biochem.6b00643. Epub 2016 Jul 6. PubMed PMID: 27383460. 18: Printsevskaya SS, Solovieva SE, Olsufyeva EN, Mirchink EP, Isakova EB, De Clercq E, Balzarini J, Preobrazhenskaya MN. Structure-activity relationship studies of a series of antiviral and antibacterial aglycon derivatives of the glycopeptide antibiotics vancomycin, eremomycin, and dechloroeremomycin. J Med Chem. 2005 Jun 2;48(11):3885-90. PubMed PMID: 15916441. 19: Gauze GF, Brazhnikova MG, Lomakina NN, Gol'dberg LE, Laĭko AV. [Eremomycin--a new antibiotic of the polycyclic glycopeptide group]. Antibiot Khimioter. 1989 May;34(5):348-52. Russian. PubMed PMID: 2742419. 20: Pavlov AY, Berdnikova TF, Olsufyeva EN, Miroshnikova OV, Filipposyanz ST, Preobrazhenskaya MN, Sottani C, Columbo L, Goldstein BP. Carboxamides and hydrazide of glycopeptide antibiotic eremomycin. Synthesis and antibacterial activity. J Antibiot (Tokyo). 1996 Feb;49(2):194-8. PubMed PMID: 8621361.