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Substance Name: Monensin sodium [USP]
RN: 22373-78-0
UNII: 1GS872GAFV
InChIKey: XOIQMTLWECTKJL-PDHYURILSA-M

Note

  • An antiprotozoal agent produced by Streptomyces cinnamonensis. It exerts its effect during the development of first-generation trophozoites into first-generation schizonts within the intestinal epithelial cells. It does not interfere with hosts' development of acquired immunity to the majority of coccidial species. Monensin is a sodium and proton selective ionophore and is widely used as such in biochemical studies.

Molecular Formulas

  • C36-H61-Na-O11
  • C36-H61-O11.Na
  • C36-H62-O11.Na

Molecular Weight

  • 692.857
 

Classification Codes

  • Antibacterial
  • Antifungal
  • Antiprotozoal
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Names and Synonyms

Name of Substance

  • Monensin sodium [USP]

Synonyms

  • AI3-29797
  • Coban
  • Coban 45
  • EINECS 244-941-7
  • Monensin sodium
  • Monensin sodium salt
  • NSC 343257
  • Rumensin
  • Sodium monensin
  • Stereoisomer of 2-(2-ethyloctahydro-3'-methyl-5'-(tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl)(2,2'-bifuran-5-yl))-9-hydroxy-beta-methoxy-alpha,gamma,2,8-tetramethyl-1,6-dioxaspiro(4.5)decan-7-butanoic acid sodium salt
  • UNII-1GS872GAFV

Systematic Names

  • 1,6-Dioxaspiro(4.5)decane-7-butyric acid, 2-(5-ethyltetrahydro-5-(tetrahydro-3-methyl-5-(tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl)-2-furyl)-2-furyl)-9-hydroxy-beta-methoxy-alpha,gamma,2,8-tetramethyl-, monosodium salt
  • Monensin, monosodium salt
  • Monensin, sodium salt

Registry Numbers

CAS Registry Number

  • 22373-78-0

FDA UNII

  • 1GS872GAFV

Other Registry Number

  • 22136-43-2

Related Registry Number

  • 17090-79-8 (Parent)

System Generated Number

  • 0022373780

Molecular Formulas

Molecular Formulas

  • C36-H61-Na-O11
  • C36-H61-O11.Na
  • C36-H62-O11.Na

Molecular Formula Fragments

  • C36-H61-O11
  • C36-H62-O11
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C36H62O11.Na/c1-10-34(31-20(3)16-26(43-31)28-19(2)15-21(4)36(41,18-37)46-28)12-11-27(44-34)33(8)13-14-35(47-33)17-25(38)22(5)30(45-35)23(6)29(42-9)24(7)32(39)40;/h19-31,37-38,41H,10-18H2,1-9H3,(H,39,40);/q;+1/p-1/t19-,20+,21+,22+,23+,24+,25-,26-,27+,28-,29-,30-,31-,33+,34-,35+,36-;/m0./s1

InChIKey

XOIQMTLWECTKJL-PDHYURILSA-M

Smiles

O1[C@]2(O[C@H]([C@@H]([C@@H]([C@H](C([O-])=O)C)OC)C)[C@H](C)[C@H](C2)O)CC[C@@]1([C@@H]1O[C@@]([C@H]2O[C@H]([C@H]3O[C@]([C@H](C)C[C@@H]3C)(CO)O)C[C@H]2C)(CC)CC1)C.[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cattle LD50 oral 26mg/kg (26mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: ATAXIA
Journal of Animal Science. Vol. 58, Pg. 1512, 1984.
chicken LD50 oral 145mg/kg (145mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: MUSCLE WEAKNESS

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE
MBI, Mediko Biologicheskaya Informatsiya. Medical-Biological Information. Vol. (3), Pg. 3, 1984.
dog LD50 oral > 10mg/kg (10mg/kg)   Journal of Animal Science. Vol. 58, Pg. 1512, 1984.
dog LD50 oral > 10mg/kg (10mg/kg) BEHAVIORAL: ATAXIA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Journal of Animal Science. Vol. 58, Pg. 1512, 1984.
horse/donkey LD50 oral 2mg/kg (2mg/kg)   Journal of Animal Science. Vol. 58, Pg. 1512, 1984.
horse/donkey LD50 oral 2mg/kg (2mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: ATAXIA
Journal of Animal Science. Vol. 58, Pg. 1512, 1984.
monkey LD50 oral > 160mg/kg (160mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: ATAXIA
Journal of Animal Science. Vol. 58, Pg. 1512, 1984.
mouse LD50 oral 44mg/kg (44mg/kg)   Journal of Antibiotics. Vol. 36, Pg. 1195, 1983.
pig LD50 oral 17mg/kg (17mg/kg)   Journal of Animal Science. Vol. 58, Pg. 1512, 1984.
pig LD50 oral 17mg/kg (17mg/kg) BEHAVIORAL: ATAXIA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Journal of Animal Science. Vol. 58, Pg. 1512, 1984.
rabbit LD50 oral 42mg/kg (42mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: ATAXIA
Journal of Animal Science. Vol. 58, Pg. 1512, 1984.
rat LD50 oral 29mg/kg (29mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: ATAXIA
Journal of Animal Science. Vol. 58, Pg. 1512, 1984.