Basic information Safety Supplier Related

21-hydroxyoligomycin A

Basic information Safety Supplier Related

21-hydroxyoligomycin A Basic information

Product Name:
21-hydroxyoligomycin A
Synonyms:
  • 21-hydroxyoligomycin A
  • HydroxyoligoMycin A, 21-
  • NeMadectin oMega, LL-F28249 oMega
  • Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione,22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15,23-pentahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-,(1R,2'S,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-
CAS:
102042-09-1
MF:
C45H74O12
MW:
807.06
Product Categories:
  • Antibiotic
Mol File:
102042-09-1.mol
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21-hydroxyoligomycin A Chemical Properties

Boiling point:
916.6±65.0 °C(Predicted)
Density 
1.17±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
White to off-white powder.
pka
12.52±0.70(Predicted)
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Safety Information

HS Code 
29419000
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21-hydroxyoligomycin A Usage And Synthesis

Uses

21-Hydroxyoligomycin A is a rare member of the oligomycin class isolated as a co-metabolite of nemadectin, hence its original naming as nemadectin omega. Only limited literature references to this metabolite are available. However, in-house testing suggests that 21-hydroxyoligomycin has a more selective action against mammalian tumour cell lines than oligomycin A, exhibiting only weak antifungal and nematocidal activity.

Uses

21-Hydroxyoligomycin A is an oligomycin antibiotic coisolated with nemadectins.

Biological Activity

21-hydroxy oligomycin a is an antibiotic which was first isolated from s. cyaneogriseus ssp.noncyanogenus [1]. 21-hydroxy oligomycin a functions as μm inhibitor of the multidrug efflux pump p-gp, and low nm inhibitors of k-ras pm localization [1].cancer cell viability screening confirmed that 21-hydroxy oligomycin a was cytotoxic to human colorectal carcinoma cells (ic50 > 3 μm), and was inhibitor of the abc transporter efflux pump p-glyco-protein (p-gp). significantly, 21-hydroxy oligomycin a was exceptionally potent inhibitor of k-ras pm localisation with emax of 0.67–0.75 and an ic50 of 1.5–14 nm [1]. 21-hydroxy oligomycin a was inhibitor of k-ras pm localisation in mdck cell with an ic50 of 4.82 ± 0.70 nm. 21-hydroxy oligomycin a was moderately cytotoxic towards both sw620 and sw620 ad300 cells with the ic50 of 14.4 ± 0.6 and 11.8 ± 3.1 μm, respectively. in the flow cytometry assay, 21-hydroxy oligomycin a (20 μm) increased intracellular calcein fluorescence significantly when compared with the negative control [1].

References

[1] salim a a, tan l, huang x c, et al. oligomycins as inhibitors of k-ras plasma membrane localisation[j]. organic & biomolecular chemistry, 2016, 14(2): 711-715.

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