1242000
USP
Erythromycin
United States Pharmacopeia (USP) Reference Standard
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About This Item
Empirical Formula (Hill Notation):
C37H67NO13
CAS Number:
Molecular Weight:
733.93
Beilstein/REAXYS Number:
75279
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
grade
pharmaceutical primary standard
API family
erythromycin
manufacturer/tradename
USP
application(s)
pharmaceutical (small molecule)
format
neat
storage temp.
−20°C
SMILES string
CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O
InChI
1S/C37H67NO13/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/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1
InChI key
ULGZDMOVFRHVEP-RWJQBGPGSA-N
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General description
Erythromycin is an antibiotic produced by growth of certain strains of Streptomyces erythreus. Erythromycin, a bacteriostatic antibiotic, inhibits the growth of bacteria instead of killing them directly. It functions as a cytochrome P-450 inhibitor and is primarily excreted through bile. Erythromycin consists primarily of erythromycin A (C37H67NO13). The sum of the percentages of erythromycin A, erythromycin B, and erythromycin C is NLT 85.0% and NMT 100.5%, calculated on the anhydrous basis. Erythromycin demonstrates activity against both gram-positive and gram-negative bacteria, as well as other organisms. Erythromycin has been used as a motilin receptor agonist, to block respiratory glycoconjugate secretion in human airways in vitro, and for selecting plasmid-cured and recombinant lactococcus lactis MG1363 strains.
Erythromycin USP reference standard is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including MSDS and any product information leaflets, have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.
Erythromycin USP reference standard is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including MSDS and any product information leaflets, have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.
Application
Erythromycin USP reference standard is used in specified quality tests and assays. It is also used to prepare the standard solution for spectroscopic identification tests, assays, and organic impurities analysis. It is also used in the preparation of standard solution as described in the United States Pharmacopeia (USP) monographs for identification, assay, and dissolution tests using thin-layer chromatography in:
- Erythromycin Pledgets
- Erythromycin Ophthalmic Ointment
- Erythromycin Topical Solution
- Erythromycin Delayed-Release Tablets
Biochem/physiol Actions
Mode of Action: Erythromycin acts by inhibiting elongation at the transpeptidation step, specifically aminoacyl translocation from the A-site to P-site by binding to the 50s subunit of the bacterial 70s rRNA complex.
Antimicrobial Spectrum: This product acts against both gram-negative and gram-positive bacteria.
Antimicrobial Spectrum: This product acts against both gram-negative and gram-positive bacteria.
Caution
This product is stable in solution at 37°C for 3 days. Stock solutions should be stored at 2-8°C.
Preparation Note
This product is soluble in water at 2 mg/mL, with a 0.067% solution in water yielding a pH of 8.0-10.5. It is also soluble in ethanol at 50 mg/mL, yielding a clear, colorless to faint yellow solution. It is freely soluble in alcohol, acetone, chloroform, acetonitrile and ethyl acetate but forms salts with acids. All solutions should be protected from light.
Other Notes
This product is part of the USP Biologics program.
Legal Information
This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.
related product
Product No.
Description
Pricing
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Erythromycin A, the first macrolide, was introduced in the 1950s and after years of clinical experience it still remains a commonly relied upon antibiotic. In the past, pharmacodynamic characteristics of macrolides beyond antimicrobial action such as anti-inflammatory and immune-modulating properties
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