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Substance Name: Olivomycin [INN]
RN: 11006-70-5
UNII: 44003517D1
InChIKey: CZDBNBLGZNWKMC-MWQNXGTOSA-N

Note

  • A mixture of several closely related glycosidic antibiotics obtained from Actinomyces (or Streptomyces) olivoreticuli. They are used as fluorescent dyes that bind to DNA and prevent both RNA and protein synthesis and are also used as antineoplastic agents.

Molecular Weight

  • 940.9796
 

Classification Codes

  • Antibiotics, Antineoplastic
  • Antineoplastic Agents
  • Coloring Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Fluorescent Dyes
  • Indicators and Reagents
  • Luminescent Agents
  • Mutation Data
  • Natural Product
  • Protein Synthesis Inhibitors
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Names and Synonyms

Name of Substance

  • Olivomycin [INN]

MeSH Heading

  • Olivomycins

Synonyms

  • CCRIS 5630
  • Oligomycin A, mixt. with oligomycin B
  • Oligomycin B, mixt. with oligomycin A
  • Olivomicina
  • Olivomicina [INN-Spanish]
  • Olivomycin
  • Olivomycine
  • Olivomycine [INN-French]
  • Olivomycinum
  • Olivomycinum [INN-Latin]
  • Toyomycin R
  • UNII-44003517D1

Systematic Names

  • Antibiotic obtained from cultures of Actinomyces olivoreticuli, or the same substance obtained by any other means
  • Olivomycin

Registry Numbers

CAS Registry Number

  • 11006-70-5

FDA UNII

  • 44003517D1

System Generated Number

  • 0011006705

Structure Descriptors

InChI

1S/C45H64O21/c1-16(46)36(50)42(56)44(58-7)24-10-22-8-21-9-23(63-32-14-28(38(52)18(3)60-32)65-31-13-27(49)43(57-6)20(5)62-31)11-25(47)34(21)40(54)35(22)41(55)45(24)66-33-15-29(39(53)19(4)61-33)64-30-12-26(48)37(51)17(2)59-30/h8-9,11,16-20,24,26-33,36-39,43-54H,10,12-15H2,1-7H3/t16-,17+,18-,19+,20+,24+,26+,27+,28-,29+,30?,31+,32+,33-,36+,37+,38+,39+,43-,44+,45+/m1/s1

InChIKey

CZDBNBLGZNWKMC-MWQNXGTOSA-N

Smiles

CO[C@@H]([C@@H]1Cc2cc3cc(O[C@H]4C[C@@H](O[C@H]5C[C@H](O)[C@H](OC)[C@H](C)O5)[C@@H](O)[C@@H](C)O4)cc(O)c3c(O)c2C(=O)[C@H]1O[C@@H]6C[C@H](OC7C[C@H](O)[C@@H](O)[C@H](C)O7)[C@@H](O)[C@H](C)O6)C(=O)[C@@H](O)[C@@H](C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 5100ug/kg (5.1mg/kg)   Antibiotiki. Vol. 21, Pg. 258, 1976.
mouse LD50 intravenous 5mg/kg (5mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1322, 1978.
mouse LD50 subcutaneous 8400ug/kg (8.4mg/kg)   Antibiotiki. Vol. 21, Pg. 258, 1976.
rabbit LD50 intravenous 1850ug/kg (1.85mg/kg)   Antibiotiki. Vol. 21, Pg. 258, 1976.
rat LD50 intraperitoneal 6600ug/kg (6.6mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" Antibiotiki. Vol. 24, Pg. 120, 1979.
rat LD50 intravenous 1900ug/kg (1.9mg/kg)   Antibiotiki. Vol. 21, Pg. 258, 1976.
rat LD50 subcutaneous 1700ug/kg (1.7mg/kg)   Antibiotiki. Vol. 21, Pg. 258, 1976.