Oligomycin D

SKU
O-2547
  • CAS:1404-59-7
  • Formula:C44H72O11
  • MW:777.0 Da
  • Appearance:White Lyophilisate
  • Purity:>95% by HPLC
Product Name Qty
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Description

Oligomycin D (rutamycin) is macrocyclic lactone belonging to the oligomycin class but identified from different species of Streptomyces in 1961. Like oligomycin A, oligomycin D inhibits mitochondrial F1F0-ATPase and is an important bioprobe to study the organisation of ATPase on the mitochondrial membrane.

Oligomycin D exhibits a broad biological profile including antifungal, antitumor and nematocidal activities.

Isolated from Streptomyces sp.

References

Antifungal antibiotic rutamycin and process for the production thereof. Thompson R.Q. US Patent 3,310,468,
1967.
Assembly of the mitochondrial system. Purification of a mitochondrial product of the ATPase. Sierra M.F. &
Tzagoloff A. Proc. Natl. Acad. Sci. U.S.A. 1973, 70, 3155.

Not for human therapeutic use or for medicinal purposes. For research applications only.

More Information
Alternate Name/Synonyms
Rutamycin; 26-demethyloligomycin A; A 272; RR 32705; Rutamycin A
SKU
O-2547
CAS #
1404-59-7
Chemical Name
(1R,4E,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,27S,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3,9,13-trione
Chemical Formula
C44H72O11
Molecular Weight
777.0 Da
Appearance
White Lyophilisate
Purity
>95% by HPLC
Solubility
Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility.
Storage Temp
-20°C
THERAPEUTIC AREA
Infectious Diseases
USE
Oligomycin D exhibits a broad biological profile including antifungal, antitumor and nematocidal activities.
MDL NUMBER
MFCD01939952
INCHI
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-/m1/s1
SMILES
CC[C@H]\1CC[C@@H]2[C@@H]([C@@H](C[C@@]3(O2)CC[C@H]([C@H](O3)C[C@H](C)O)C)OC(=O)/C=C/[C@H]([C@@H]([C@H](C(=O)[C@H]([C@@H]([C@H](C(=O)[C@@]([C@@H]([C@H](C/C=C/C=C1)C)O)(C)O)C)O)C)C)O)C)C
Handling
Handle in accordance with good industrial hygiene and safety practice.
Handling Handle in accordance with good industrial hygiene and safety practice.
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