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Substance Name: Rutamycin [USAN:INN]
RN: 1404-59-7
UNII: 4736R46V0G
InChIKey: LVWVMRBMGDJZLM-BONFEJLISA-N

Note

  • A macrolide antibiotic of the oligomycin group, obtained from Streptomyces rutgersensis. It is used in cytochemistry as a tool to inhibit various ATPases and to uncouple oxidative phosphorylation from electron transport and also clinically as an antifungal agent.

Molecular Formula

  • C44-H72-O11

Molecular Weight

  • 777.0418
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antifungal
  • Antifungal Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Natural Product
  • Uncoupling Agents
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Names and Synonyms

Name of Substance

  • Oligomycin D
  • Rutamycin
  • Rutamycin [USAN:INN]

MeSH Heading

  • Rutamycin

Synonyms

  • 26-Demethyloligomycin A
  • A 272
  • A-272
  • Antibiotic A 272
  • Oligomycin D
  • RR 32705
  • RR No. 32705
  • Rutamicina
  • Rutamicina [INN-Spanish]
  • Rutamycin
  • Rutamycin (Oligomycin D)
  • Rutamycine
  • Rutamycine [INN-French]
  • Rutamycinum
  • Rutamycinum [INN-Latin]
  • UNII-4736R46V0G

Systematic Names

  • Oligomycin A, 26-demethyl- (9CI)
  • Rutamycin

Registry Numbers

CAS Registry Number

  • 1404-59-7

FDA UNII

  • 4736R46V0G

System Generated Number

  • 0001404597

Structure Descriptors

InChI

1S/C44H72O11/c1-11-33-16-14-12-13-15-27(4)41(50)43(10,52)42(51)32(9)40(49)31(8)39(48)30(7)38(47)26(3)17-20-37(46)53-36-24-44(54-34(19-18-33)29(36)6)22-21-25(2)35(55-44)23-28(5)45/h12-14,16-17,20,25-36,38,40-41,45,47,49-50,52H,11,15,18-19,21-24H2,1-10H3/b13-12+,16-14+,20-17+/t25-,26-,27+,28+,29+,30-,31-,32-,33-,34-,35-,36-,38+,40+,41-,43+,44-/m0/s1

InChIKey

LVWVMRBMGDJZLM-BONFEJLISA-N

Smiles

CC[C@@H]1CC[C@@H]2O[C@]3(CC[C@H](C)[C@H](C[C@@H](C)O)O3)C[C@H](OC(=O)\C=C\[C@H](C)[C@@H](O)[C@H](C)C(=O)[C@H](C)[C@@H](O)[C@H](C)C(=O)[C@](C)(O)[C@@H](O)[C@H](C)C\C=C\C=C\1)[C@@H]2C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 18mg/kg (18mg/kg)   Antimicrobial Agents and Chemotherapy Vol. -, Pg. 474, 1961.
mouse LD50 oral 800mg/kg (800mg/kg)   Antimicrobial Agents and Chemotherapy Vol. -, Pg. 474, 1961.