21-hydroxy Oligomycin A

- Overview
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    Background
    
    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].
    
    [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.
- Properties
  - Categories
    
    antibiotic
    
    Alternative Name
    
    (1R,2'S,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-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-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27
    
    CAS Number
    
    102042-09-1
    
    Molecular Formula
    
    C45H74O12
    
    Molecular Weight
    
    807.1
    
    Appearance
    
    A lyophilisate
    
    Purity
    
    Purity ≥95.00%
    
    Solubility
    
    Soluble in DMSO
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    O=C([[email protected]@H](C)[[email protected]](O)[[email protected]@H](C)/C=C/1)[[email protected]](C)[[email protected]@H](O)[[email protected]](C)C([[email protected]@](O)(C)[[email protected]@H](O)[[email protected]](C)C/C=C/C=C/[[email protected]](CC)[[email protected]](O)C[[email protected]@]2([H])[[email protected]@H](C)[[email protected]@]([[email protected]](C)[[email protected]@]3(CC[[email protected]](C)[[email protected]@](C[[email protected]](O)C)([H])O3)O2)([H])OC1=O)=O
    
    * For Research Use Only