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Substance Name: Neomycin [INN:BAN]
RN: 1404-04-2
UNII: I16QD7X297
InChIKey: PGBHMTALBVVCIT-VCIWKGPPSA-N

Note

  • Antibiotic complex produced by Streptomyces fradiae. It is composed of neomycins A, B, and C. It acts by inhibiting translation during protein synthesis.

Molecular Formula

  • Unspecified

Molecular Weight

  • 614.645
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Mutation Data
  • Natural Product
  • Protein Synthesis Inhibitors

Names and Synonyms

Name of Substance

  • Neomycin
  • Neomycin [INN:BAN]

MeSH Heading

  • Neomycin

Synonyms

  • Bycomycin
  • Caswell No. 595
  • CCRIS 5462
  • EINECS 215-766-3
  • EPA Pesticide Chemical Code 006303
  • Fradiomycin
  • Fradiomycinum
  • HSDB 3242
  • Jernadex
  • Myacyne
  • Mycifradin
  • Neolate
  • Neomas
  • Neomcin
  • Neomicina
  • Neomicina [DCIT]
  • Neomin
  • Neomycin
  • Neomycine
  • Neomycine [INN-French]
  • Neomycinum
  • Neomycinum [INN-Latin]
  • Nivemycin
  • Pimavecort
  • UNII-I16QD7X297
  • Vonamycin powder V

Systematic Name

  • Neomycin

Registry Numbers

CAS Registry Number

  • 1404-04-2

FDA UNII

  • I16QD7X297

Other Registry Number

  • 11013-50-6

Related Registry Number

  • 1405-10-3 (sulfate (salt))

System Generated Number

  • 0001404042

Structure Descriptors

InChI

1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1

InChIKey

PGBHMTALBVVCIT-VCIWKGPPSA-N

Smiles

O1[C@H](O[C@H]2[C@H](O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]3[C@@H]([C@H]([C@@H]([C@@H](O3)CN)O)O)N)O)[C@H]([C@@H](C[C@@H]2N)N)O)[C@@H]([C@H]([C@@H](O)[C@H]1CN)O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo unreported 57mg/kg (57mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHANGES IN COCHLEAR STRUCTURE OR FUNCTION: EAR

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
Annals of Internal Medicine. Vol. 66, Pg. 1052, 1967.
mouse LD50 intraperitoneal 116mg/kg (116mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 664, 1978.
mouse LD50 intravenous 27600ug/kg (27.6mg/kg)   Antibiotiki. Vol. 21, Pg. 532, 1976.
mouse LD50 oral 2880mg/kg (2880mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 664, 1978.
mouse LD50 subcutaneous 275mg/kg (275mg/kg)   Antibiotiki. Vol. 17, Pg. 522, 1972.
rat LD50 oral 2750mg/kg (2750mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 subcutaneous 633mg/kg (633mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 176, Pg. 59, 1968.
women TDLo oral 220mg/kg/2D (220mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

SENSE ORGANS AND SPECIAL SENSES: CHANGE IN ACUITY: EAR

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
Laryngoscope. Vol. 78, Pg. 1734, 1968.