Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Apramycin [USAN:INN:BAN]
RN: 37321-09-8
UNII: 388K3TR36Z
InChIKey: XZNUGFQTQHRASN-XQENGBIVSA-N

Note

  • Most complex of the nebramycin factors.

Molecular Formula

  • C21-H41-N5-O11

Molecular Weight

  • 539.5789
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Apramycin
  • Apramycin [USAN:INN:BAN]

Synonyms

  • 4-O-((8R)-2-Amino-8-O-(4-amino-4-deoxy-alpha-D-glucopyranosyl)-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octodialdo-1,5:8,4-dipyranos-1-yl)-2-deoxy-D-streptamine
  • 4-O-(3alpha-Amino-6alpha-((4-amino-4-deoxy-alpha-D-glucopyranosyl)oxy)-2,3,4,5abeta,6,7,8,8aalpha-octahydro-8beta-hydroxy-7beta-(methylamino)pyrano(3,2-b)pyran-2alpha-yl)-2-deoxy-D-streptamine
  • 47657
  • Ambylan
  • Apralan
  • Apramicina
  • Apramicina [INN-Spanish]
  • Apramycin
  • Apramycine
  • Apramycine [INN-French]
  • Apramycinum
  • Apramycinum [INN-Latin]
  • D-Streptamine, 4-O-((8R)-2-amino-8-O-(4-amino-4-deoxy-alpha-D-glucopyranosyl)-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octodialdo-1,5:8,4-dipyranos-1-yl)-2-deoxy-
  • EINECS 253-460-1
  • EL 857
  • EL-857
  • EL-857/820
  • Nebramycin factor 2
  • Nebramycin II
  • UNII-388K3TR36Z

Systematic Names

  • Apramycin
  • D-Streptamine, 4-O-((8R)-2-amino-8-O-(4-amino-4-deoxy-alpha-D-glucopyranosyl)-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octodialdo-1,5:8,4-dipyranos-1-yl)-2-deoxy-
  • D-Streptamine, O-4-amino-4-deoxy-alpha-D-glucopyranosyl-(1-8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octadialdo-1,5:8,4-dipyranosyl-(1-4)-2-deoxy-
  • D-Streptamine, O-4-amino-4-deoxy-alpha-D-glucopyranosyl-(1.fwdarw.8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octodialdo-1,5:8,4-dipyranosyl-(1.fwdarw.4)-2-deoxy-

Registry Numbers

CAS Registry Number

  • 37321-09-8

FDA UNII

  • 388K3TR36Z

Related Registry Number

  • 65710-07-8 (unspecified sulfate)

System Generated Number

  • 0037321098

Structure Descriptors

InChI

1S/C21H41N5O11/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31/h5-21,26-32H,2-4,22-25H2,1H3/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-/m1/s1

InChIKey

XZNUGFQTQHRASN-XQENGBIVSA-N

Smiles

CN[C@H]1[C@H]([C@@H]2[C@H](C[C@H]([C@H](O2)O[C@@H]3[C@H](C[C@H]([C@@H]([C@H]3O)O)N)N)N)O[C@@H]1O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)N)O)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 280mg/kg (280mg/kg)   "Structure-Activity Relationship among the Semisynthetic Antibiotics," Perlman, D., ed., New York, Academic Press, 1977Vol. -, Pg. 239, 1977.

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 8.5 (none)   EXP
log P (octanol-water) -8.120 (none)   EST
Atmospheric OH Rate Constant 4.42E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.