Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Variamycin
RN: 12677-11-1
InChIKey: NKGFIFLSQXHQOK-UHFFFAOYSA-N

Note

  • New glycoside antibiotic from aureolic acid group; disrupts RNA synthesis in Staph aureus, HeLa cells; complexes DNA; russian drug.

Molecular Formula

  • C52-H76-O24

Molecular Weight

  • 1085.15
 
* denotes mobile formatted website

Links to Resources

NLM Resources (File Locators)

Other Resources (Internet Locators)


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Variamycin

Synonyms

  • Antibiotic 6604-9A
  • Mithramycin, 3-C-demethyl-4-C-methyl-
  • NSC 269146
  • Varamycin
  • Variamitsin
  • Variamycin
  • Variamycin glycoside

Systematic Names

  • 3(C)-Demethyl-4(C)-O-methylmithramycin
  • Mithramycin, 3(sup C)-demethyl-4(sup C)-O-methyl-
  • Mithramycin, 3E-demethyl-4E-O-methyl-, (4AR,4DS)-

Registry Numbers

CAS Registry Number

  • 12677-11-1

System Generated Number

  • 0012677111

Structure Descriptors

InChI

1S/C52H76O24/c1-18-30(72-36-15-31(44(59)21(4)68-36)73-34-13-28(54)43(58)20(3)67-34)12-26-10-25-11-27(51(66-9)49(64)42(57)19(2)53)52(48(63)40(25)47(62)39(26)41(18)56)76-38-17-33(46(61)23(6)70-38)75-37-16-32(45(60)22(5)69-37)74-35-14-29(55)50(65-8)24(7)71-35/h10,12,19-24,27-29,31-38,42-46,50-62H,11,13-17H2,1-9H3

InChIKey

NKGFIFLSQXHQOK-UHFFFAOYSA-N

Smiles

c12C([C@@H](O[C@@H]3O[C@@H]([C@@H](O)[C@@H](C3)O[C@@H]3O[C@@H]([C@@H](O)[C@@H](C3)O[C@@H]3O[C@@H](C)[C@@H]([C@@H](C3)O)OC)C)C)[C@@H](Cc2cc2c(c1O)c(c(c(O[C@@H]1O[C@@H]([C@@H](O)[C@@H](C1)O[C@@H]1O[C@@H](C)[C@@H]([C@@H](C1)O)O)C)c2)C)O)[C@@H](C([C@@H]([C@@H](O)C)O)=O)OC)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2550ug/kg (2.55mg/kg)   Antibiotiki. Vol. 21, Pg. 258, 1976.
mouse LD50 intravenous 1550ug/kg (1.55mg/kg)   Antibiotiki. Vol. 21, Pg. 258, 1976.
mouse LD50 subcutaneous 5800ug/kg (5.8mg/kg)   Antibiotiki. Vol. 21, Pg. 258, 1976.
rabbit LD50 intravenous 120ug/kg (0.12mg/kg)   Antibiotiki. Vol. 21, Pg. 258, 1976.
rat LD50 intravenous 1610ug/kg (1.61mg/kg)   Antibiotiki. Vol. 21, Pg. 258, 1976.
rat LD50 subcutaneous 2700ug/kg (2.7mg/kg)   Antibiotiki. Vol. 21, Pg. 258, 1976.