Ononin

CAS# 486-62-4

Ononin

2D Structure

Catalog No. BCN5926----Order now to get a substantial discount!

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3D structure

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Ononin

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Chemical Properties of Ononin

Cas No. 486-62-4 SDF Download SDF
PubChem ID 442813 Appearance White powder
Formula C22H22O9 M.Wt 430.4
Type of Compound Flavonoids Storage Desiccate at -20°C
Synonyms Ononoside; Formononetin 7-O-β-D-glucopyranoside
Solubility DMSO : ≥ 32 mg/mL (74.35 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name 3-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O
Standard InChIKey MGJLSBDCWOSMHL-MIUGBVLSSA-N
Standard InChI InChI=1S/C22H22O9/c1-28-12-4-2-11(3-5-12)15-10-29-16-8-13(6-7-14(16)18(15)24)30-22-21(27)20(26)19(25)17(9-23)31-22/h2-8,10,17,19-23,25-27H,9H2,1H3/t17-,19-,20+,21-,22-/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.

Source of Ononin

The herb of Ononis natrix L.

Biological Activity of Ononin

DescriptionOnonin is an additional growth inhibitor in soils associated with the weed, Pluchea lanceolata, it can significantly inhibit root and shoot growth of mustard at 1×10(-4) M, 5×10(-4) M, and 1×10(-3)M , and inhibit the growth of pathogen such as Enterococcus sp., Enterobacter sp. and can promote the growth of probiotics such as Bifidobacteria sp. and Lactobacilli sp. Ononin has weak DPPH·free radical and the superoxide anion free radical scavenging capacity.
TargetsHIF | Antifection
In vitro

The interaction between ononin and human intestinal bacteria[Pubmed: 25322559]

Yao Xue Xue Bao. 2014 Aug;49(8):1162-8.


METHODS AND RESULTS:
The study aims to screen the ability of the bacteria to metabolize Ononin and assess the effect of Ononin on the intestinal bacteria. Fresh human fecal sample was obtained from a healthy volunteer, diluted serially in sterile water and sixty-nine different bacterial colonies were picked out ultimately. UPLC-Q-TOF/MS with automated data analysis software (MetaboLynx) was applied to fast analysis of Ononin metabolites. Furthermore, an E(max) precision microplate reader was employed to determine the growth situation of Enterococcous sp., Enterobacter sp., Lactobacilli sp., and Bifidobacteria sp. Results indicated that hydrogenation, demethylation, hydroxylation and deglycosylation were the major metabolic pathways of Ononin by human intestinal bacteria in vitro. Ononin can inhibit the growth of pathogen such as Enterococcus sp., Enterobacter sp. and can promote the growth of probiotics such as Bifidobacteria sp. and Lactobacilli sp.
CONCLUSIONS:
This study suggested that intestinal bacteria have the metabolic effects of Ononin and the biotransformation was completed by different bacteria. And Ononin can affect the balance of intestinal flora and the degree of influence varies depending on the bacterial species and the concentration of Ononin.

Formononetin 7-O-glucoside (ononin), an additional growth inhibitor in soils associated with the weed,Pluchea lanceolata (DC) C.B. Clarke (Asteraceae).[Pubmed: 24253965 ]

J Chem Ecol. 1992 May;18(5):713-8.

Formononetin 7-O-glucoside (Ononin), an isoflavonoid, was isolated from the soils of cultivated areas associated with the perennial weed,Pluchea lanceolata. Aqueous solutions of this compound inhibited significantly root and shoot growth of mustard at 1×10(-4) M, 5×10(-4) M, and 1×10(-3)M. The level of inhibition was similar to that of hesperidin and taxifolin 3-arabinoside, as reported earlier. The potential allelopathic effect of this compound under field conditions is discussed.

Free radical scavenging capacities of isoflavonoid glycosides isolated from Pueraria Radix.[Reference: WebLink]

J. Anhui Agricul. Universit., 2011, 38(2):151-5.


METHODS AND RESULTS:
Crude total isoflavonoids extracted from Pueraria Radix were partitioned by different organic solvents,then isolated and purified by several column chromatographic techniques and four isoflavonoid gly-cosides were obtained.On basis of the NMR and ESI-MS spectra,these four compounds can be identified as pu-erarin,daidzin,Ononin,and genistin,respectively.Using an organic free radical system of 1,1-diphenyl-2-picrylhydrazyl(DPPH·) and an inorganic free radical system of superoxide anion free radical,the free radical scavenging capacities and antioxidant activities of these four isoflavonoid glycosides were examined in vitro.The results showed that all the four isoflavonoid glycosides were discovered to possess the scavenging capacities of the DPPH·free radical and superoxide anion radical.Meanwhile,there was a significantly positive correlation between the two free radical scavenging capacities and the treated concentrations of the four isoflavonoid gly-cosides.Genistin showed the highest DPPH·free radical scavenging capacity,followed by daidzin and puerarin,and Ononin was the lowest among them.
CONCLUSIONS:
However,the superoxide anion free radical scavenging capacities of the four isoflavonoid glycosides were different from the former.Puerarin was discovered to be the strongest among them,followed by daidzin,genistin and Ononin.

Protocol of Ononin

Cell Research

Effect of 7 Kinds of Active Constituents from Astragalus membranaceus on the Expression of HIF-1[Reference: WebLink]

China Pharmacy, 2010(47):4422-4.

To explore the effect of formononetin,Ononin,calycosin-O-β-D-glucoside,calycosin,acetylastragalosideⅠ,astragalosideⅡ, astragaloside Ⅳ from Astragalus membranaceus on the expression of hypoxia-induced factor-1(HIF-1).
METHODS AND RESULTS:
The HRE, derived from EPO containing a highly conserved HIF-1 binding site, were cloned into pBI-GL vectors that contained luciferase reporter genes. The HEK-293T cells were transfected cDNA constructs by calcium phosphate precipitation methods. The activity of luciferase was determined after 48 h treatment. The expression of HIF-1 was evaluated using luciferase report gene system. 10 μmol·L-1 formononetin promote expression of HIF-1.Ononin had an effect on the expression of HIF-1 in a concentration-dependent manner. Low concentration could elevate the expression of HIF-1 while high concentration down-regulated the expression. Other 5 monomers had no obvious effect on the expression of HIF-1.
CONCLUSIONS:
The study provide reference for the anti-tumor effect of A. membranaceus and therapeutic effect of it for other disease.

Ononin Dilution Calculator

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Preparing Stock Solutions of Ononin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3234 mL 11.6171 mL 23.2342 mL 46.4684 mL 58.0855 mL
5 mM 0.4647 mL 2.3234 mL 4.6468 mL 9.2937 mL 11.6171 mL
10 mM 0.2323 mL 1.1617 mL 2.3234 mL 4.6468 mL 5.8086 mL
50 mM 0.0465 mL 0.2323 mL 0.4647 mL 0.9294 mL 1.1617 mL
100 mM 0.0232 mL 0.1162 mL 0.2323 mL 0.4647 mL 0.5809 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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Background on Ononin

Ononin is an isoflavonoid, is an additional growth inhibitor in soils associated with the weed, Pluchea lanceolata.

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References on Ononin

[The interaction between ononin and human intestinal bacteria].[Pubmed:25322559]

Yao Xue Xue Bao. 2014 Aug;49(8):1162-8.

The study aims to screen the ability of the bacteria to metabolize Ononin and assess the effect of Ononin on the intestinal bacteria. Fresh human fecal sample was obtained from a healthy volunteer, diluted serially in sterile water and sixty-nine different bacterial colonies were picked out ultimately. UPLC-Q-TOF/MS with automated data analysis software (MetaboLynx) was applied to fast analysis of Ononin metabolites. Furthermore, an E(max) precision microplate reader was employed to determine the growth situation of Enterococcous sp., Enterobacter sp., Lactobacilli sp., and Bifidobacteria sp. Results indicated that hydrogenation, demethylation, hydroxylation and deglycosylation were the major metabolic pathways of Ononin by human intestinal bacteria in vitro. Ononin can inhibit the growth of pathogen such as Enterococcus sp., Enterobacter sp. and can promote the growth of probiotics such as Bifidobacteria sp. and Lactobacilli sp. This study suggested that intestinal bacteria have the metabolic effects of Ononin and the biotransformation was completed by different bacteria. And Ononin can affect the balance of intestinal flora and the degree of influence varies depending on the bacterial species and the concentration of Ononin.

Formononetin 7-O-glucoside (ononin), an additional growth inhibitor in soils associated with the weed,Pluchea lanceolata (DC) C.B. Clarke (Asteraceae).[Pubmed:24253965]

J Chem Ecol. 1992 May;18(5):713-8.

Formononetin 7-O-glucoside (Ononin), an isoflavonoid, was isolated from the soils of cultivated areas associated with the perennial weed,Pluchea lanceolata. Aqueous solutions of this compound inhibited significantly root and shoot growth of mustard at 1x10(-4) M, 5x10(-4) M, and 1x10(-3)M. The level of inhibition was similar to that of hesperidin and taxifolin 3-arabinoside, as reported earlier. The potential allelopathic effect of this compound under field conditions is discussed.

Description

Ononin is an isoflavonoid, is an additional growth inhibitor in soils associated with the weed, Pluchea lanceolata.

Keywords:

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