Isobonducellin

CAS# 610778-85-3

Isobonducellin

2D Structure

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3D structure

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Isobonducellin

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Chemical Properties of Isobonducellin

Cas No. 610778-85-3 SDF Download SDF
PubChem ID 10423880 Appearance Yellow powder
Formula C17H14O4 M.Wt 282.3
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3Z)-7-hydroxy-3-[(4-methoxyphenyl)methylidene]chromen-4-one
SMILES COC1=CC=C(C=C1)C=C2COC3=C(C2=O)C=CC(=C3)O
Standard InChIKey DLQSYZMPSWHYMW-WQLSENKSSA-N
Standard InChI InChI=1S/C17H14O4/c1-20-14-5-2-11(3-6-14)8-12-10-21-16-9-13(18)4-7-15(16)17(12)19/h2-9,18H,10H2,1H3/b12-8-
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 Isobonducellin

The roots of Ophiopogon japonicus

Biological Activity of Isobonducellin

Description1. Isobonducellin exhibits potent cytotoxic activity in Jurkat and HepG2 cells, while moderate growth inhibition against Colon205 cells.
TargetsAntifection

Isobonducellin Dilution Calculator

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Isobonducellin Molarity Calculator

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Preparing Stock Solutions of Isobonducellin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.5423 mL 17.7117 mL 35.4233 mL 70.8466 mL 88.5583 mL
5 mM 0.7085 mL 3.5423 mL 7.0847 mL 14.1693 mL 17.7117 mL
10 mM 0.3542 mL 1.7712 mL 3.5423 mL 7.0847 mL 8.8558 mL
50 mM 0.0708 mL 0.3542 mL 0.7085 mL 1.4169 mL 1.7712 mL
100 mM 0.0354 mL 0.1771 mL 0.3542 mL 0.7085 mL 0.8856 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 Isobonducellin

Stimulating the production of homoisoflavonoids in cell suspension cultures of Caesalpinia pulcherrima using cork tissue.[Pubmed:15381409]

Phytochemistry. 2004 Sep;65(17):2455-61.

It has previously been demonstrated that cork tissue increases the efficiency of the production of lipophilic secondary metabolites in diverse plant cell suspension cultures. In the present study, three new homoisoflavonoids--named dihydrobonducellin, 2'-methoxydihydrobonducellin, and 2'-methoxybonducellin--and bonducellin and Isobonducellin were isolated from Caesalpinia pulcherrima cultured cells coincubated with cork tissue. Cork tissue increased the production of 2'-methoxybonducellin by about 7-fold relative to control cells, and more than 80% of the product was recoverable from the cork tissue. When cork tissue and methyl jasmonate or yeast extract were added simultaneously to the medium, the amount of 2'-methoxybonducellin produced increased further. The production of the other four homoisoflavonoids was enhanced by variable amounts. Our results indicate that the addition of cork tissue would be an effective technique for investigating formation of secondary metabolites that usually accumulate only in trace amounts.

Antioxidant and cytotoxic activities of naturally occurring phenolic and related compounds: a comparative study.[Pubmed:17475387]

Food Chem Toxicol. 2007 Sep;45(9):1770-6.

The antioxidant (DPPH radical and superoxide anion scavenging activities), and cytotoxic (in tumor, Jurkat, PC-3, Colon 205, HepG2, and normal PBMCs cells) activities of 16 plant phenolic or related compounds were evaluated in vitro. Different categories compounds corresponding to 10 flavonoids, three lignans, two phenolic acids, and a catechin showed significant mean differences in antioxidant and cytotoxic activities. Particularly, the flavonols, quercetin (3) and tiliroside (11) possess significant antioxidant activity, as well as cytotoxic activity against Jurkat; and Jurkat and HepG2 cells, respectively. In contrast, the flavanone, 5,7-dimethoxy-3',4'-methylenedioxyflavanone (7), and homoisoflavonoid, Isobonducellin (10) shown to have no significant antioxidant activity, but exhibited potent cytotoxic activity in Jurkat and HepG2 cells, while moderate growth inhibition against Colon205 cells. Interestingly, none of these derivatives shown to have toxicity toward normal peripheral blood mononuclear cells, over the concentration range tested (5-200 microM). Cytotoxic activities of some natural flavonoids identified in the medicinal plants were evaluated for the first time.

Flavanoids from Caesalpinia pulcherrima.[Pubmed:12877920]

Phytochemistry. 2003 Aug;63(7):789-93.

Two new flavanoids, 5,7-dimethoxy-3',4'-methylenedioxyflavanone and Isobonducellin along with 2'-hydroxy-2,3,4',6'-tetramethoxychalcone, 5,7-dimethoxyflavone and bonducellin were isolated from the aerial parts of Caesalpinia pulcherrima. The structures of the compounds were settled mainly by interpretation of their 1D and 2D NMR spectra. Isobonducellin was found to be a homoisoflavanoid containing a cis (Z)-double bond. Antimicrobial activity of the new compounds was evaluated.

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