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Substance Name: Isepamicin [USAN:INN:BAN]
RN: 58152-03-7
UNII: G7K224460P
InChIKey: UDIIBEDMEYAVNG-ZKFPOVNWSA-N

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial (Aminoglycoside)
  • Drug / Therapeutic Agent

Molecular Formula

  • C22-H43-N5-O12

Molecular Weight

  • 569.6047
 
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Names and Synonyms

Name of Substance

  • Isepamicin
  • Isepamicin [USAN:INN:BAN]

Synonyms

  • BRN 4896716
  • CCRIS 1919
  • D-Streptamine, O-6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-N(sup 1)-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-
  • EINECS 261-143-4
  • HAPA-B
  • HAPA-gentamycin B
  • Isepamicin
  • Isepamicina
  • Isepamicina [Spanish]
  • Isepamicine
  • Isepamicine [French]
  • Isepamicinum
  • Isepamicinum [Latin]
  • O-6-Amino-6-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-2-deoxy-N(sup 1)-((S)-isoseryl)-D-streptamine
  • O-6-Amino-6-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1->6))-2-deoxy-N(sup 1)-((S)-isoseryl)-D-streptamine
  • Sch 21420
  • UNII-G7K224460P

Systematic Names

  • (S)-O-6-Amino-6-deoxy-alpha-D-glucopyranosyl-(1.4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1.6))-1,3-diamino-N1-(3-aminolactoyl)-1,2,3-trideoxy-D-scyllo-inositol
  • D-Streptamine, O-6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-N1-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-
  • D-Streptamine, O-6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1->6))-N(sup 1)-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-
  • Isepamicin

Registry Numbers

CAS Registry Number

  • 58152-03-7

FDA UNII

  • G7K224460P

System Generated Number

  • 0058152037

Structure Descriptors

InChI

1S/C22H43N5O12/c1-22(35)6-36-20(15(33)18(22)26-2)39-17-8(27-19(34)9(28)4-23)3-7(25)16(14(17)32)38-21-13(31)12(30)11(29)10(5-24)37-21/h7-18,20-21,26,28-33,35H,3-6,23-25H2,1-2H3,(H,27,34)/t7-,8+,9-,10+,11+,12-,13+,14-,15+,16+,17-,18+,20+,21+,22-/m0/s1

InChIKey

UDIIBEDMEYAVNG-ZKFPOVNWSA-N

Smiles

CN[C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](CN)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](N)C[C@H]2NC(=O)[C@@H](O)CN)OC[C@]1(C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 330mg/kg (330mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 29, Pg. 543, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -7.170 (none)   EST
Atmospheric OH Rate Constant 4.38E-10 cm3/molecule-sec 25 EST

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