Oleficin

CAS# 12764-54-4

Oleficin

Catalog No. BCN1848----Order now to get a substantial discount!

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Quality Control of Oleficin

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Chemical structure

Oleficin

3D structure

Chemical Properties of Oleficin

Cas No. 12764-54-4 SDF Download SDF
PubChem ID 54724553 Appearance Red powder
Formula C34H47NO9 M.Wt 613.74
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3-[(4Z)-4-[(2E,4E,6E,8E,10E,12E)-15-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-12,14,16-trimethylheptadeca-2,4,6,8,10,12-hexaenylidene]-1-methyl-3,5-dioxopyrrolidin-2-yl]propanoic acid
SMILES CC1C(C(CC(O1)OC(C(C)C)C(C)C=C(C)C=CC=CC=CC=CC=CC(=C2C(=O)C(N(C2=O)C)CCC(=O)O)O)O)O
Standard InChIKey UZDYIIINJYOXLQ-MKKOTRJMSA-N
Standard InChI InChI=1S/C34H47NO9/c1-21(2)33(44-29-20-27(37)31(40)24(5)43-29)23(4)19-22(3)15-13-11-9-7-8-10-12-14-16-26(36)30-32(41)25(17-18-28(38)39)35(6)34(30)42/h7-16,19,21,23-25,27,29,31,33,36-37,40H,17-18,20H2,1-6H3,(H,38,39)/b8-7+,11-9+,12-10+,15-13+,16-14+,22-19+,30-26-/t23?,24-,25?,27+,29-,31-,33?/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Oleficin

Description1. Oleficin, a polyene antibiotic, it is active against Grampositive bacteria and has no effect upon the growth of fungi and yeasts. 2. Oleficin has effects on mitochondrial functions can be explained on the basis of an increase of the inner membrane permeability as the consequence of the depletion of Mg2+ from mitochondria caused by the antibiotic. 3. Oleficin could as an ionophore of Mg2+ in isolated rat liver mitochondria, preferentially inhibit growth of the yeast Saccharomyces cerevisiae on non-fermentable substrates.
TargetsSodium Channel | ATPase | Potassium Channel | Antifection

Oleficin Dilution Calculator

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Oleficin Molarity Calculator

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Preparing Stock Solutions of Oleficin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.6294 mL 8.1468 mL 16.2935 mL 32.5871 mL 40.7339 mL
5 mM 0.3259 mL 1.6294 mL 3.2587 mL 6.5174 mL 8.1468 mL
10 mM 0.1629 mL 0.8147 mL 1.6294 mL 3.2587 mL 4.0734 mL
50 mM 0.0326 mL 0.1629 mL 0.3259 mL 0.6517 mL 0.8147 mL
100 mM 0.0163 mL 0.0815 mL 0.1629 mL 0.3259 mL 0.4073 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Oleficin

Ionophores and intact cells. II. Oleficin acts on mitochondria and induces disintegration of the mitochondrial genome in yeast Saccharomyces cerevisiae.[Pubmed:6818995]

Biochim Biophys Acta. 1982 Dec 30;721(4):349-56.

The non-macrolid polyene antibiotic Oleficin, which has been shown to function as an ionophore of Mg2+ in isolated rat liver mitochondria, preferentially inhibited growth of the yeast Saccharomyces cerevisiae on non-fermentable substrates. It uncoupled and inhibited respiration of intact cells and converted both growing and resting cells into respiration-deficient mutants. The mutants arose as a result of fragmentation of the mitochondrial genome. Another antibiotic known to be an ionophore of divalent cations, A23187, also selectively inhibited growth of the yeast on non-fermentable substrates, but did not produce the respiration-deficient mutants, neither antibiotic inhibited the energy-dependent uptake of divalent cations by yeast cells nor opened the plasma membrane for these cations. The results indicate that in Saccharomyces cerevisiae both Oleficin and A23187 preferentially affected the mitochondrial membrane without acting as ionophores in the plasma membrane.

Interaction of oleficin with the inner membrane of rat liver mitochondria.[Pubmed:6448831]

J Antibiot (Tokyo). 1980 May;33(5):494-500.

The effects of Oleficin, a polyene antibiotic of the nonmacrolide type, on isolated rat liver mitochondria were studied. Oleficin at a concentration of about 10 nmoles/mg protein increases both the rate of state 4 respiration and the "basal" ATPase activity of mitochondria. In contrast to this it inhibits the rate of both state 3 and uncoupled respiration and the DNP-stimulated ATPase activity. These inhibitions can be prevented by low concentrations (2 approximately 5 mM) of magnesium ions. Oleficin induces a high amplitude swelling of non-respiring mitochondria in the isoosmotic nitrate and chloride solutions of K+, Na+, Tris+, Tea+ or Mg2+. In contrast to that it does not induce swelling of mitochondria treated with ruthenium red in isoosmotic calcium acetate. Indirect evidence suggests that Oleficin increases also the proton permeability of the inner membrane. The swelling observed in the isoosmotic solutions of monovalent cations can be prevented by low concentration (2 approximately 5 mM) of Mg2+. In the presence of the antibiotic Mg2+ and Ca2+ but not K+ and Na+, are transferred from an aqueous phase into a butanol-toluene bulk phase. Oleficin depletes Mg2+ and Ca2+ from mitochondria in a concentration dependent manner. Complete depletion of Mg2+ occurs only in the presence of EDTA, while that of Ca2+ does not need the chelator. It is concluded that the effects of Oleficin on mitochondrial functions can be explained on the basis of an increase of the inner membrane permeability as the consequence of the depletion of Mg2+ from mitochondria caused by the antibiotic.

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