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E9256

Sigma-Aldrich

Erythromycin stearate

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About This Item

Empirical Formula (Hill Notation):
C37H67NO13 · C18H36O2
CAS Number:
643-22-1
Molecular Weight:
1018.40
EC Number:
211-396-1
MDL number:
MFCD00084690
UNSPSC Code:
41116107
PubChem Substance ID:
24894693

biological source

synthetic

form

solid

color

white to off-white

solubility

ethanol: 50 mg/mL, clear to very slightly hazy, colorless

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCCCCCCC(O)=O.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(C)[C@@H](O)[C@]1(C)O

InChI

1S/C37H67NO13.C18H36O2/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;1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3;2-17H2,1H3,(H,19,20)/t18-,19+,20?,21+,22-,23-,24-,25-,26-,28+,29+,30+,31-,32-,34-,35-,36+,37?;/m0./s1

InChI key

YAVZHCFFUATPRK-JGJPHTNUSA-N

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General description

Chemical structure: macrolide

Application

Erythromycin stearate is used to study leucocyte motility and transformation and on release in vitro of prostaglandin E2 by stimulated leucocytes[1]. It is also used to study abnormal polymorphonuclear leucocyte migration and chemotaxis[2][3].

Biochem/physiol Actions

Erythromycin inhibits protein synthesis (elongation) at the level of transpeptidation (aminoacyl translocation A-site to P-site) by binding to the 50s subunit of the bacterial 70s rRNA complex.
Erythromycin inhibits protein synthesis (elongation) at the level of transpeptidation (aminoacyl translocation A-site to P-site).

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLBF3737V
SLBD5124V
108H1435
096K1801
038F0133

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P Aho et al.
The Journal of antimicrobial chemotherapy, 21 Suppl D, 29-32 (1988-06-01)
The effect of erythromycin, doxycycline and phenoxymethylpenicillin on human polymorphonuclear leucocyte (PMNL) chemotaxis was studied in vitro with Boyden's filter technique. Both erythromycin base and 2'-acetyl erythromycin stearate increased the PMNL chemotaxis significantly at concentrations greater than or equal to
Erythromycin deafness and cimetidine treatment.
N Mogford et al.
BMJ (Clinical research ed.), 309(6969), 1620-1620 (1994-12-17)
G A Kunkle et al.
Journal of the American Animal Hospital Association, 31(1), 46-55 (1995-01-01)
This epidemiologic study surveyed pet owners for observations of adverse reactions to oral antibacterials which were prescribed to outpatients at a university teaching hospital. Multiple questions were asked of all clients whose dog or cat was treated during the 18-month
W A Coulter et al.
Oral surgery, oral medicine, oral pathology, oral radiology, and endodontics, 80(6), 660-665 (1995-12-01)
Erythromycin stearate is an acid labile antibiotic, therefore fear and apprehension, which are known to affect gastric motility, may produce erratic absorption resulting in lower serum levels. The mean (SD) serum erythromycin concentration 75 minutes after a 1.5 gm oral
G J Ras et al.
The Journal of antimicrobial chemotherapy, 17(2), 185-193 (1986-02-01)
The effects of administration for four days of co-trimoxazole (2 X 500 mg tablets daily) and erythromycin stearate (3 X 500 mg tablets daily) on persistently abnormal polymorphonuclear leucocyte (PMNL) migration in six individuals with a history of chronic or
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