MedKoo Cat#: 597114 | Name: Erythromycin glutamate

Description:

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

Erythromycin glutamate is a macrolide bacteriostatic antibiotic often used in Serbia, especially in the treatment of respiratory infections. This antibiotic is metabolized through the liver and inhibits cytochrome enzyme P450A (CYP) 3A41.

Chemical Structure

Erythromycin glutamate
Erythromycin glutamate
CAS#16667-03-1 (glutamate)

Theoretical Analysis

MedKoo Cat#: 597114

Name: Erythromycin glutamate

CAS#: 16667-03-1 (glutamate)

Chemical Formula: C42H76N2O17

Exact Mass: 880.5144

Molecular Weight: 881.06

Elemental Analysis: C, 57.26; H, 8.69; N, 3.18; O, 30.87

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
Erythromycin glutamate; L-Glutamic acid, compound with erythromycin (1:1)
IUPAC/Chemical Name
(3R,4S,5S,6R,7R,9R,11R,12R,13S)-6-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-ethyl-7,12,13-trihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione L-glutamate
InChi Key
KNOXLRZTEFJWPE-OFWBJVIESA-N
InChi Code
InChI=1S/C37H67NO13.C5H9NO4/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26;6-3(5(9)10)1-2-4(7)8/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3;3H,1-2,6H2,(H,7,8)(H,9,10)/t18-,19-,20+,21+,22-,23+,24+,25?,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-;3-/m10/s1
SMILES Code
CCC1[C@@](C)(O)[C@H](O)[C@@H](C)C([C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@H](O)[C@@H](N(C)C)C[C@@H](C)O2)[C@@H](C)[C@H](O[C@H]3C[C@@](C)(OC)[C@@H](O)[C@H](C)O3)[C@@H](C)C(O1)=O)=O.O=C(O)CC[C@H](N)C(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

Preparing Stock Solutions

The following data is based on the product molecular weight 881.06 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
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PubMed PMID: 28831226; PubMed Central PMCID: PMC5553151. 4: Devi M, Dutta JB, Rajkhowa S, Kalita D, Saikia GK, Das BC, Hazarika RA, Mahato G. Prevalence of multiple drug resistant Streptococcus suis in and around Guwahati, India. Vet World. 2017 May;10(5):556-561. doi: 10.14202/vetworld.2017.556-561. Epub 2017 May 28. PubMed PMID: 28620262; PubMed Central PMCID: PMC5465772. 5: Jia N, Ding MZ, Luo H, Gao F, Yuan YJ. Complete genome sequencing and antibiotics biosynthesis pathways analysis of Streptomyces lydicus 103. Sci Rep. 2017 Mar 20;7:44786. doi: 10.1038/srep44786. PubMed PMID: 28317865; PubMed Central PMCID: PMC5357945. 6: Rawat A, Dubey D, Guleria A, Kumar U, Keshari AK, Chaturvedi S, Prakash A, Saha S, Kumar D. (1)H NMR-based serum metabolomics reveals erythromycin-induced liver toxicity in albino Wistar rats. J Pharm Bioallied Sci. 2016 Oct-Dec;8(4):327-334. doi: 10.4103/0975-7406.199339. 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Arch Med Res. 2014 Oct;45(7):540-6. doi: 10.1016/j.arcmed.2014.09.001. Epub 2014 Sep 18. PubMed PMID: 25240315. 10: Yao LL, Liao CH, Huang G, Zhou Y, Rigali S, Zhang B, Ye BC. GlnR-mediated regulation of nitrogen metabolism in the actinomycete Saccharopolyspora erythraea. Appl Microbiol Biotechnol. 2014 Sep;98(18):7935-48. doi: 10.1007/s00253-014-5878-1. Epub 2014 Jun 17. PubMed PMID: 24931311. 11: Cai C, Qiu G, Gong X, Chen Y, Zhao H. Effects of erythromycin on γ-glutamyl cysteine synthetase and interleukin-1β in hyperoxia-exposed lung tissue of premature newborn rats. J Pediatr (Rio J). 2014 Sep-Oct;90(5):493-9. doi: 10.1016/j.jped.2014.01.013. Epub 2014 May 27. PubMed PMID: 24878007. 12: Sen K, Thiel W. Role of two alternate water networks in Compound I formation in P450eryF. J Phys Chem B. 2014 Mar 20;118(11):2810-20. doi: 10.1021/jp411272h. Epub 2014 Mar 6. PubMed PMID: 24564366. 13: Tian XJ, Dong YQ, Dong XP, Li JY, Li D, Jiang Y, Xin DL. P1 gene of Mycoplasma pneumoniae in clinical isolates collected in Beijing in 2010 and relationship between genotyping and macrolide resistance. Chin Med J (Engl). 2013 Oct;126(20):3944-8. PubMed PMID: 24157163. 14: Chang SM, Yan TR. Genetic engineering techniques for lactic acid bacteria: construction of a stable shuttle vector and expression vector for β-glucuronidase. Biotechnol Lett. 2014 Feb;36(2):327-35. doi: 10.1007/s10529-013-1363-7. Epub 2013 Oct 8. PubMed PMID: 24101246. 15: Zou X, Li WJ, Zeng W, Hang HF, Chu J, Zhuang YP, Zhang SL. Biochemical parameters of Saccharopolyspora erythraea during feeding ammonium sulphate in erythromycin biosynthesis phase. Prikl Biokhim Mikrobiol. 2013 Mar-Apr;49(2):190-6. PubMed PMID: 23795479. 16: Negari SB, Aouizerat T, Tenenbaum A, Cohen-Cymberknoh M, Shoseyov D, Kerem E, Saada A. Mitochondrial OXPHOS function is unaffected by chronic azithromycin treatment. J Cyst Fibros. 2013 Dec;12(6):682-7. doi: 10.1016/j.jcf.2013.04.006. 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