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Substance Name: Clindamycin [USAN:INN:BAN]
RN: 18323-44-9
UNII: 3U02EL437C
InChIKey: KDLRVYVGXIQJDK-AWPVFWJPSA-N

Note

  • An antibacterial agent that is a semisynthetic analog of LINCOMYCIN.

Molecular Formula

  • C18-H33-Cl-N2-O5-S

Molecular Weight

  • 424.9867
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Protein Synthesis Inhibitors

Names and Synonyms

Name of Substance

  • Clindamycin
  • Clindamycin [USAN:INN:BAN]

MeSH Heading

  • Clindamycin

Synonyms

  • 7(S)-Chloro-7-deoxylincomycin
  • 7-CDL
  • 7-Chloro-7-deoxylincomycin
  • 7-Chlorolincomycin
  • 7-Deoxy-7(S)-chlorolincomycin
  • Antirobe
  • Chlolincocin
  • Cleocin
  • ClindaDerm
  • Clindamicina
  • Clindamicina [INN-Spanish]
  • Clindamycin
  • Clindamycine
  • Clindamycine [French]
  • Clindamycine [INN-French]
  • Clindamycinum
  • Clindamycinum [INN-Latin]
  • Clinimycin
  • Dalacin C
  • Dalacine
  • EINECS 242-209-1
  • HSDB 3037
  • Klimicin
  • Klindan 300
  • Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-L-threo-alpha-D-galacto-octopyranoside
  • Sobelin
  • U 21251
  • U-21,251
  • UNII-3U02EL437C

Systematic Names

  • Clindamycin
  • L-threo-alpha-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-((((2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-
  • L-threo-alpha-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, (2S-trans)-
  • L-threo-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-, trans-alpha-

Registry Numbers

CAS Registry Number

  • 18323-44-9

FDA UNII

  • 3U02EL437C

Other Registry Numbers

  • 13441-63-9
  • 16669-21-9
  • 24620-78-8
  • 24696-19-3

Related Registry Numbers

  • 21462-39-5 (mono-hydrochloride)
  • 58207-19-5 (mono-HCl, mono-hydrate)

System Generated Number

  • 0018323449

Structure Descriptors

InChI

1S/C18H33ClN2O5S/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25)/t9-,10+,11-,12+,13-,14+,15+,16+,18+/m0/s1

InChIKey

KDLRVYVGXIQJDK-AWPVFWJPSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
hamster LDLo oral 1mg/kg (1mg/kg) GASTROINTESTINAL: OTHER CHANGES Arzneimittel-Forschung. Drug Research. Vol. 34, Pg. 794, 1984.
rabbit LDLo oral 1mg/kg (1mg/kg)   Recueil de Medecine Veterinaire. Vol. 156, Pg. 915, 1980.
rat LD50 subcutaneous 2618mg/kg (2618mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 2.16 (none)   EXP
Water Solubility 30.6 mg/L 25 EST
Vapor Pressure 5.28E-17 mm Hg 25 EST
Henry's Law Constant 2.89E-22 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.63E-10 cm3/molecule-sec 25 EST

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