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Substance Name: Lincomycin hydrochloride anhydrous
RN: 859-18-7
UNII: GCW8Y9936L
InChIKey: POUMFISTNHIPTI-BOMBIWCESA-N

Note

  • An antibiotic produced by Streptomyces lincolnensis var. lincolnensis. It has been used in the treatment of staphylococcal, streptococcal, and Bacteroides fragilis infections.

Molecular Formula

  • C18-H34-N2-O6-S.Cl-H

Molecular Weight

  • 443.0015
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent
  • Protein Synthesis Inhibitors
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Names and Synonyms

Name of Substance

  • Lincomycin hydrochloride anhydrous

Synonyms

  • Antibiotic 124a, hydrochloride
  • EC 212-726-7
  • EINECS 212-726-7
  • Frademicina
  • Lincocin
  • Lincogap
  • Lincolnensin, hydrochloride
  • Lincomix
  • Lincomix 20
  • Lincomycin HCl
  • Lincomycin hydrochloride
  • Mycivin
  • Pura Ject 100
  • U 10149a
  • UNII-GCW8Y9936L

Systematic Names

  • D-erythro-alpha-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-((((2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, monohydrochloride
  • D-erythro-alpha-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, monohydrochloride, (2S-trans)- (9CI)
  • D-erythro-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-, monohydrochloride, trans-alpha-
  • Methyl (2S-trans)-6,8-dideoxy-6-(((1-methyl-4-propylpyrrolidin-2-yl)carbonyl)amino)-1-thio-D-erythro-alpha-D-galacto-octopyranoside monohydrochloride

Registry Numbers

CAS Registry Number

  • 859-18-7

FDA UNII

  • GCW8Y9936L

Other Registry Numbers

  • 17431-82-2
  • 59112-35-5
  • 8000-45-1

Related Registry Number

  • 154-21-2 (Parent)

System Generated Number

  • 0000859187

Molecular Formulas

Molecular Formula

  • C18-H34-N2-O6-S.Cl-H

Molecular Formula Fragments

  • C18-H34-N2-O6-S
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C18H34N2O6S.ClH/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4;/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25);1H/t9-,10-,11+,12-,13+,14-,15-,16-,18-;/m1./s1

InChIKey

POUMFISTNHIPTI-BOMBIWCESA-N

Smiles

CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@@H](C)O.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 300mg/kg (300mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 476, 1964.
guinea pig LD50 intraperitoneal 732mg/kg (732mg/kg)   Bulletin of the Faculty of Pharmacy Vol. 18, Pg. 131, 1979.
monkey LD oral > 300mg/kg (300mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 476, 1964.
mouse LD50 intramuscular > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. -, Pg. 1260, 1990.
mouse LD50 intraperitoneal 750mg/kg (750mg/kg)   Bulletin of the Faculty of Pharmacy Vol. 18, Pg. 131, 1979.
mouse LD50 intravenous 214mg/kg (214mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 476, 1964.
mouse LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. -, Pg. 1260, 1990.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. -, Pg. 1260, 1990.
rat LD50 intravenous 342mg/kg (342mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 476, 1964.
rat LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. -, Pg. 1260, 1990.
rat LD50 subcutaneous 9778mg/kg (9778mg/kg)   Toxicology and Applied Pharmacology. Vol. 9, Pg. 445, 1966.