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Substance Name: Erythromycin stearate [USP:BAN:JAN]
RN: 643-22-1
UNII: LXW024X05M
InChIKey: YAVZHCFFUATPRK-YZPBMOCRSA-N

Note

  • A bacteriostatic antibiotic macrolide produced by Streptomyces erythreus. Erythromycin A is considered its major active component. In sensitive organisms, it inhibits protein synthesis by binding to 50S ribosomal subunits. This binding process inhibits peptidyl transferase activity and interferes with translocation of amino acids during translation and assembly of proteins.

Molecular Formula

  • C37-H67-N-O13.C18-H36-O2

Molecular Weight

  • 1018.4107
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Gastrointestinal Agents
  • Human Data
  • Tumor Data
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Names and Synonyms

Name of Substance

  • Erythromycin stearate
  • Erythromycin stearate [USP:BAN:JAN]

Synonyms

  • Abboticine
  • Bristamycin
  • CCRIS 1504
  • Dowmycin E
  • EINECS 211-396-1
  • Eratrex
  • Erypar
  • Erythrocin
  • Erythrocin stearate
  • Erythromycin stearate
  • Erythromycin stearate (salt)
  • Erythromycin steraric acid salt
  • Ethril
  • Ethril 250
  • Ethril 500
  • Gallimycin
  • HSDB 4178
  • Meberyt
  • NCI-C55674
  • Octadecanoic acid, compd. with erythromycin (1:1)
  • OE 7
  • Pfizer-E
  • Qidmycin
  • Stearic acid, compd. with erythromycin (1:1)
  • UNII-LXW024X05M
  • Wyamycin S

Systematic Names

  • Erythromycin octadecanoate (salt)
  • Erythromycin stearate
  • Erythromycin, stearate (salt)

Superlist Name

  • Erythromycin stearate

Registry Numbers

CAS Registry Number

  • 643-22-1

FDA UNII

  • LXW024X05M

System Generated Number

  • 0000643221

Molecular Formulas

Molecular Formula

  • C37-H67-N-O13.C18-H36-O2

Molecular Formula Fragments

  • C18-H36-O2
  • C37-H67-N-O13
  • COMPONENT

Structure Descriptors

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-;/m1./s1

InChIKey

YAVZHCFFUATPRK-YZPBMOCRSA-N

Smiles

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@H](C)[C@@H](O)[C@]1(C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 413mg/kg (413mg/kg)   Drugs in Japan Vol. -, Pg. 211, 1990.
mouse LD50 oral 3112mg/kg (3112mg/kg)   Drugs in Japan Vol. -, Pg. 211, 1990.
mouse LD50 subcutaneous > 2500mg/kg (2500mg/kg)   Drugs in Japan Vol. -, Pg. 211, 1990.
women TDLo oral 60mg/kg (60mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS
Journal of Toxicology, Clinical Toxicology. Vol. 34, Pg. 93, 1996.