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Substance Name: Negamycin
RN: 33404-78-3
UNII: B15L87Q2HQ
InChIKey: IKHFJPZQZVMLRH-RNFRBKRXSA-N

Note

  • Broad spectrum hydrazide antibiotic obtained from Streptomyces species; action seems to be due to its binding to ribosomes & interference with amino coding in protein synthesis; precursor is probably leucyl-negamycin.

Molecular Formula

  • C9-H20-N4-O4

Molecular Weight

  • 248.281
 

Classification Code

  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Negamycin

Synonyms

  • BRN 4687658
  • L-threo-Hexonic acid, 3,6-diamino-2,3,4,6-tetradeoxy-, 2-(carboxymethyl)-2-methylhydrazide
  • Negamycin
  • UNII-B15L87Q2HQ

Systematic Name

  • Acetic acid, (2-(3,6-diamino-5-hydroxyhexanoyl)-1-methylhydrazino)-

Registry Numbers

CAS Registry Number

  • 33404-78-3

FDA UNII

  • B15L87Q2HQ

System Generated Number

  • 0033404783

Structure Descriptors

InChI

1S/C9H20N4O4/c1-13(5-9(16)17)12-8(15)3-6(11)2-7(14)4-10/h6-7,14H,2-5,10-11H2,1H3,(H,12,15)(H,16,17)/t6-,7-/m1/s1

InChIKey

IKHFJPZQZVMLRH-RNFRBKRXSA-N

Smiles

CN(CC(=O)O)NC(=O)C[C@H](N)C[C@@H](O)CN

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 400mg/kg (400mg/kg)   Journal of Antibiotics. Vol. 23, Pg. 170, 1970.