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Substance Name: Showdomycin
RN: 16755-07-0
UNII: E1V8315QHY
InChIKey: FFLUMYXAPXARJP-JBBNEOJLSA-N

Note

  • 3-beta-D-Ribofuranosylmaleimide. Antineoplastic antibiotic isolated from Streptomyces showdoensis. It is possibly active also as a sulfhydryl reagent.

Molecular Formula

  • C9-H11-N-O6

Molecular Weight

  • 229.1869
 

Classification Codes

  • Antibiotics, Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Indicators and Reagents
  • Natural Product
  • Sulfhydryl Reagents
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Names and Synonyms

Name of Substance

  • Showdomycin

MeSH Heading

  • Showdomycin

Synonyms

  • 2-beta-D-Ribofuranosylmaleimide
  • 3-beta-D-Ribofuranosyl-1H-pyrrole-2,5-dione
  • BRN 0538225
  • D-Showdomycin
  • NSC 93047
  • Showdomycin
  • UNII-E1V8315QHY

Systematic Names

  • 1H-Pyrrole-2,5-dione, 3-beta-D-ribofuranosyl- (9CI)
  • Maleimide, 2-beta-D-ribofuranosyl-

Registry Numbers

CAS Registry Number

  • 16755-07-0

FDA UNII

  • E1V8315QHY

Other Registry Numbers

  • 11006-95-4
  • 23393-83-1
  • 76025-10-0

System Generated Number

  • 0016755070

Structure Descriptors

InChI

1S/C9H11NO6/c11-2-4-6(13)7(14)8(16-4)3-1-5(12)10-9(3)15/h1,4,6-8,11,13-14H,2H2,(H,10,12,15)/t4-,6-,7-,8+/m1/s1

InChIKey

FFLUMYXAPXARJP-JBBNEOJLSA-N

Smiles

C1=C(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   Journal of Antibiotics, Series A. Vol. 17, Pg. 148, 1964.
mouse LD50 intravenous 110mg/kg (110mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1443, 1978.
mouse LD50 subcutaneous 18mg/kg (18mg/kg)   Journal of Antibiotics, Series A. Vol. 17, Pg. 148, 1964.