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8-Benzoyl-5,7-dihydroxy-2,2-dimethylchromane

CAS# 63565-07-1

8-Benzoyl-5,7-dihydroxy-2,2-dimethylchromane

2D Structure

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8-Benzoyl-5,7-dihydroxy-2,2-dimethylchromane: 5mg $748 In Stock
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Quality Control of 8-Benzoyl-5,7-dihydroxy-2,2-dimethylchromane

3D structure

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8-Benzoyl-5,7-dihydroxy-2,2-dimethylchromane

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Chemical Properties of 8-Benzoyl-5,7-dihydroxy-2,2-dimethylchromane

Cas No. 63565-07-1 SDF Download SDF
PubChem ID 12367437 Appearance Yellow powder
Formula C18H18O4 M.Wt 298.3
Type of Compound Xanthones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (5,7-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-8-yl)-phenylmethanone
SMILES CC1(CCC2=C(C=C(C(=C2O1)C(=O)C3=CC=CC=C3)O)O)C
Standard InChIKey QEIRIDQYHRTGBH-UHFFFAOYSA-N
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 8-Benzoyl-5,7-dihydroxy-2,2-dimethylchromane

The herbs of Garcinia cowa

8-Benzoyl-5,7-dihydroxy-2,2-dimethylchromane Dilution Calculator

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8-Benzoyl-5,7-dihydroxy-2,2-dimethylchromane Molarity Calculator

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Preparing Stock Solutions of 8-Benzoyl-5,7-dihydroxy-2,2-dimethylchromane

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3523 mL 16.7616 mL 33.5233 mL 67.0466 mL 83.8082 mL
5 mM 0.6705 mL 3.3523 mL 6.7047 mL 13.4093 mL 16.7616 mL
10 mM 0.3352 mL 1.6762 mL 3.3523 mL 6.7047 mL 8.3808 mL
50 mM 0.067 mL 0.3352 mL 0.6705 mL 1.3409 mL 1.6762 mL
100 mM 0.0335 mL 0.1676 mL 0.3352 mL 0.6705 mL 0.8381 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 8-Benzoyl-5,7-dihydroxy-2,2-dimethylchromane

5,7-dihydroxy-2-(3-hydroxy-4, 5-dimethoxy-phenyl)-chromen-4-one-a flavone from Bruguiera gymnorrhiza displaying anti-inflammatory properties.[Pubmed:27298502]

Indian J Pharmacol. 2016 May-Jun;48(3):304-11.

OBJECTIVE: Bruguiera gymnorrhiza (BRG) (L.) Lamk (Rhizophoraceae), a mangrove species, is widely distributed in the Pacific region, eastern Africa, Indian subcontinent, and subtropical Australia. The leaves of this plant are traditionally used for treating burns and inflammatory lesions. This study isolates the bioactive compound from the methanol extract of BRG leaves and evaluates the possible mechanisms of anti-inflammatory activity involved. MATERIALS AND METHODS: Bioassay-guided fractionation of BRG was performed to identify the bioactive fraction (displaying inhibition of cyclooxygenase 2 [COX2] - 5-lipoxygenase (5-LOX) activities and tumor necrosis factor-alpha (TNF-alpha) production at the tested concentrations of 100 and 10 mug/ml). The fractionation was performed by solvent extraction and preparative high-performance liquid chromatography. The bioactive compound was characterized by ultraviolet-visible, liquid chromatography-mass spectrometry and nuclear magnetic resonance spectroscopy. The antioxidant potential was evaluated by electron spin resonance spectrum of 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical at 250 muM. The effect of the compound was also studied on TNF-alpha converting enzyme and nuclear factor kappa B (NF-kappaB) activities at the concentrations 100, 10 and 1 mug/ml. RESULTS: Bioassay-guided purification of BRG revealed the presence of a flavone (5,7-dihydroxy-2- [3-hydroxy-4,5-dimethoxy-phenyl]-chromen-4-one) of molecular weight 330Da. It demonstrated more than 80% inhibition against COX2, 5-LOX activities and TNF-alpha production at 100 mug/ml. It also displayed 40% inhibition against DPPH radical at the tested concentration along with 23.1% inhibition of NF-kappaB activity at 100 mug/ml. CONCLUSIONS: The isolated methoxy-flavone may play a predominant role in the anti-inflammatory properties displayed by BRG leaves. Such activity may involve multiple mechanisms, namely (a) modulation of oxidative stress (b) inhibition of arachidonic acid metabolism and (c) downregulation of pro-inflammatory cytokines probably through NF-kappaB inhibition.

Tautomerism and behavior of 3-hydroxy-2-phenyl-4H-chromen-4-ones (flavonols) and 3,7-dihydroxy-2,8-diphenyl-4H,6H-pyrano[3,2-g]chromene-4,6-diones (diflavonols) in basic media: spectroscopic and computational investigations.[Pubmed:23987792]

J Phys Chem A. 2013 Sep 26;117(38):9156-67.

Absorption and emission spectroscopic investigations and computational predictions have shown that neutral molecules of flavonols and diflavonols can exist in the ground and excited states in one or two tautomeric forms stabilized by intramolecular (in aprotic media) or intermolecular (with solvent molecule(s), in protic media) hydrogen bonds. Electronic excitation creates conditions for the transformation of tautomeric forms, accompanied by proton transfer, reflected in fluorescence spectra. Proton transfer is also probable in monoanions of diflavonols in protic media. The OH groups involved in hydrogen bonds exhibit a proton-donating ability characterized by the respective acidity constants. The electronically excited diflavonols are relatively strong acids if they lose one proton. With increasing basicity of the medium, anionic forms occur, which exhibit spectral characteristics and emission abilities different from those of neutral molecules. These features open up possibilities for the analytical use of these compounds as spectral probes sensitive to the properties of liquid phases--from neutral to strongly basic. The less intensively studied diflavonols seem to be more promising than flavonols for these purposes, since they are more lipophilic, polarizable, polar, and sensitive to basic features of the environment.

Spectral and acid-base features of 3,7-dihydroxy-2,8-diphenyl-4H,6H-pyrano[3,2-g]chromene-4,6-dione (diflavonol)--a potential probe for monitoring the properties of liquid phases.[Pubmed:12868918]

J Org Chem. 2003 Jul 25;68(15):5860-9.

Diflavonol is a molecule that can exist in neutral or anionic form and in several tautomeric forms in ground and excited states. Absorption and emission spectroscopy combined with theoretical calculations have shown that only one tautomer of neutral diflavonol exists in the ground state, but two exist in the excited state. In the latter case, one is the tautomer originating from the ground state tautomer, which exists in strongly protic solvents, the other is the phototautomer occurring in weakly protic or aprotic solvents as a result of the intramolecular transfer of one proton. The OH groups present in diflavonol and involved in weak intramolecular hydrogen bonds exhibit a proton-donating ability reflected by the experimental values of acidity constants or theoretical enthalpies and free energies of proton detachment. The electronically excited molecule is a relatively strong acid when it loses one proton. With increasing basicity of the medium, monoanionic and dianionic forms occur which exhibit spectral characteristics and an emission ability different from those of neutral diflavonol. These interesting features of diflavonol open up possibilities for the analytical use of the compound and its application as a spectral probe sensitive to the properties of liquid phases.

2,3,4-Trimethyl-5,7-dihydroxy-2,3-dihydrobenzofuran, a novel antioxidant, from Penicillium citrinum F5.[Pubmed:12027755]

J Nat Prod. 2002 May;65(5):740-1.

Bioassy-directed fractionation of a culture broth of Penicillium citrinum F5 led to the isolation of a novel antioxidant 2,3,4-trimethyl-5,7-dihydroxy-2,3-dihydrobenzofuran (1), together with gentisic acid (2), and their structures were determined on the basis of spectroscopic data. In the 1,1-diphenyl-picryl-hydrazyl (DPPH) assay system, compounds 1 and 2 showed free radical scavenging activity with IC(20) values of 10.39 and 4.26 microM, respectively.

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