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Substance Name: Sparsomycin [USAN:INN]
RN: 1404-64-4
UNII: 6C940P63E7
InChIKey: XKLZIVIOZDNKEQ-RVUDUMFNSA-N

Note

  • An antitumor antibiotic produced by Streptomyces sparsogenes. It inhibits protein synthesis in 70S and 80S ribosomal systems.

Molecular Formula

  • C13-H19-N3-O5-S2

Molecular Weight

  • 361.4411
 

Classification Codes

  • Antibiotics, Antineoplastic
  • Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Mutation Data
  • Natural Product
  • Protein Synthesis Inhibitors
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Names and Synonyms

Name of Substance

  • Sparsomycin
  • Sparsomycin [USAN:INN]

MeSH Heading

  • Sparsomycin

Synonyms

  • 2-Propenamide, N-(1-(hydroxymethyl)-2-(((methylthio)methyl)sulfinyl)ethyl)-3-(1,2,3,4-tetrahydro-6-methyl-2,4-dioxo-5-pyrimidinyl)-, (S-(E))-
  • Antibiotic from Streptomyces Sparsogenes
  • B 120121L19
  • Esparsomicina
  • Esparsomicina [INN-Spanish]
  • NSC 59729
  • SKI 28430
  • Sparsomycin
  • Sparsomycine
  • Sparsomycine [INN-French]
  • Sparsomycinum
  • Sparsomycinum [INN-Latin]
  • Sparsomysin
  • U 19183
  • U-19183
  • UNII-6C940P63E7
  • Upjohn Antibiotic 155b1t

Systematic Names

  • 2-Propenamide, N-(1-(hydroxymethyl)-2-(((methylthio)methyl)sulfinyl)ethyl)-3-(1,2,3,4-tetrahydro-6-methyl-2,4-dioxo-5-pyrimidinyl)-, (S-(E))-
  • 5-Pyrimidineacrylamide, 1,2,3,4-tetrahydro-N-(1-(hydroxymethyl)-2-(((methylthio)methyl)sulfinyl)ethyl)-6-methyl-2,4-dioxo-, (E)-, (1S)- (8CI)
  • Sparsomycin

Registry Numbers

CAS Registry Number

  • 1404-64-4

FDA UNII

  • 6C940P63E7

System Generated Number

  • 0001404644

Structure Descriptors

InChI

1S/C13H19N3O5S2/c1-8-10(12(19)16-13(20)14-8)3-4-11(18)15-9(5-17)6-23(21)7-22-2/h3-4,9,17H,5-7H2,1-2H3,(H,15,18)(H2,14,16,19,20)/b4-3+/t9-,23?/m0/s1

InChIKey

XKLZIVIOZDNKEQ-RVUDUMFNSA-N

Smiles

CSC[S+]([O-])C[C@H](CO)NC(=O)\C=C\C1=C(C)NC(=O)NC1=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 1mg/kg (1mg/kg)   "Compounds Available for Fundamental Research, Volume II-6, Antibiotics, A Program of Upjohn Company Research Laboratory." Vol. 2(6), Pg. -, 1971.
mouse LD50 intraperitoneal 2400ug/kg (2.4mg/kg)   Cancer Chemotherapy Reports. Vol. 30, Pg. 9, 1963.
mouse LD50 intravenous 4mg/kg (4mg/kg)   "Compounds Available for Fundamental Research, Volume II-6, Antibiotics, A Program of Upjohn Company Research Laboratory." Vol. 2(6), Pg. -, 1971.
mouse LD50 oral 22mg/kg (22mg/kg)   "Compounds Available for Fundamental Research, Volume II-6, Antibiotics, A Program of Upjohn Company Research Laboratory." Vol. 2(6), Pg. -, 1971.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -1.71E+00 (none)   EXP
Water Solubility 7470 mg/L 25 EST
Vapor Pressure 2.10E-20 mm Hg 25 EST
Henry's Law Constant 1.67E-29 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.71E-10 cm3/molecule-sec 25 EST

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