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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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H Kawai et al.
Kansenshogaku zasshi. The Journal of the Japanese Association for Infectious Diseases, 68(11), 1324-1329 (1994-11-01)
Although erythromycin estolate has been fully assessed for pertussis treatment, the evaluation of erythromycin ethylsuccinate and stearate, the main erythromycin preparations used in Japan and the US, is inadequate. We evaluated these preparations to establish an appropriate treatment for pertussis
M V Martin et al.
British dental journal, 183(4), 135-137 (1997-08-23)
To evaluate shortened courses of antibiotics in the management of dentoalveolar abscesses. Prospective clinical study over a 3-year period. Examinations department of the Liverpool University Dental Hospital. 759 patients, with acute dentoalveolar abscesses associated with swelling, and an elevation of
E Kita et al.
The Journal of antimicrobial chemotherapy, 27(3), 273-284 (1991-03-01)
The effects of erythromycin stearate over a concentration range of 0.1-10 mg/l on production of elastase, protease and leucocidin by clinical isolates of Pseudomonas aeruginosa were investigated. Growth of P. aeruginosa N42 in broth was not affected significantly during 24
O Paulsen et al.
Scandinavian journal of infectious diseases, 24(2), 219-225 (1992-01-01)
The efficacy and tolerance of roxithromycin 150 mg b.i.d. were compared with those of erythromycin stearate 500 mg b.i.d. in patients with lower respiratory tract infections. Out of 86 patients recruited for the study, 79 were evaluable for tolerance and
A S Amin et al.
Journal of pharmaceutical and biomedical analysis, 14(11), 1625-1629 (1996-08-01)
A simple and selective method for the determination of erythromycin and its stearate and succinate esters in their pure forms and in pharmaceutical formulations is described. The procedure is based on the formation of a blue-coloured (lambda max = 633
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