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1242021

USP

Erythromycin C

Name: Erythromycin C
Brand: USP

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

3″-O-Demethylerythromycin

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About This Item

Empirical Formula (Hill Notation):

C₃₆H₆₅NO₁₃

CAS Number:

1675-02-1

Molecular Weight:

719.90

MDL number:

MFCD22666225

UNSPSC Code:

41116107

NACRES:

NA.24

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Properties

grade

pharmaceutical primary standard

API family

erythromycin

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

SMILES string

N([C@@H]1[C@H]([C@@H](O[C@@H](C1)C)O[C@@H]2[C@H]([C@@H]([C@H](C(=O)O[C@@H]([C@]([C@@H]([C@H](C(=O)[C@@H](C[C@]2(O)C)C)C)O)(O)C)CC)C)O[C@@H]3O[C@H]([C@@H]([C@@](C3)(O)C)O)C)C)O)(C)C

InChI

1S/C36H65NO13/c1-13-24-36(10,45)29(40)19(4)26(38)17(2)15-35(9,44)31(50-33-27(39)23(37(11)12)14-18(3)46-33)20(5)28(21(6)32(42)48-24)49-25-16-34(8,43)30(41)22(7)47-25/h17-25,27-31,33,39-41,43-45H,13-16H2,1-12H3/t17-,18-,19+,20+,21-,22+,23+,24-,25+,27-,28+,29-,30+,31-,33+,34-,35-,36-/m1/s1

InChI key

MWFRKHPRXPSWNT-QNPWSHAKSA-N

Description

Application

Erythromycin is an antibiotic produced by growth of certain strains of Streptomyces erythreus. This product is composed largely of erythromycin A with small amounts of erythromycins B and C and is recommended for concentration at 100 mg/L. Concentrations between 50 and 200 mg/L have also proven effective in controlling bacterial growth. 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.

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.

Antimicrobial Spectrum: This product acts against both gram-negative and gram-positive bacteria.

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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.

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.

Disclaimer

This product is stable in solution at 37°C for 3 days. Stock solutions should be stored at 2-8°C.

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品

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Tadeusz Korzybski, Zuzanna Kowszyk-Gindifer, Wlodzimierz Kurylowicz;

Antibiotics: origin, nature, and properties, 182-182 (2013)

Global Trade Item Number

SKU	GTIN
1242021-50MG	04061833850091