Combretol

CAS# 5084-19-5

Combretol

2D Structure

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3D structure

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Combretol

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Chemical Properties of Combretol

Cas No. 5084-19-5 SDF Download SDF
PubChem ID 12303802 Appearance Powder
Formula C20H20O8 M.Wt 388.4
Type of Compound Flavonoids Storage Desiccate at -20°C
Synonyms 5-Hydroxy-3,3',4',5',7-pentamethoxyflavone
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-hydroxy-3,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
SMILES COC1=CC(=C2C(=C1)OC(=C(C2=O)OC)C3=CC(=C(C(=C3)OC)OC)OC)O
Standard InChIKey SUNUQCQIFHHEOW-UHFFFAOYSA-N
Standard InChI InChI=1S/C20H20O8/c1-23-11-8-12(21)16-13(9-11)28-18(20(27-5)17(16)22)10-6-14(24-2)19(26-4)15(7-10)25-3/h6-9,21H,1-5H3
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 Combretol

The bark of Eucalyptus globulus Labill.

Biological Activity of Combretol

DescriptionCombretol has leishmanicidal activity, it showed moderate activity (growth inhibition 87.3 and 73.0 %, respectively, at 50 µM) against a multidrug-resistant L. tropica line. Combretol also shows weakly active cytotoxic activity.
TargetsAntifection
In vitro

Leishmanicidal and reversal multidrug resistance constituents from Aeonium lindleyi.[Pubmed: 20665372 ]

Planta Med. 2011 Jan;77(1):77-80.


METHODS AND RESULTS:
A new bicyclic diterpene with a labdane skeleton, 7-oxo-labd-8-en-15-ol ( 1), along with two known diterpenes and ten flavonoids were isolated from the leaves of Aeonium lindleyi (Crassulaceae). Their structures were elucidated on the basis of spectroscopic data, including 1D and 2D NMR experiments, and comparison with spectroscopic data reported in the literature.
CONCLUSIONS:
Labdan-8 α,15-diol (2) and labd-8(17)-en-3 β,15-diol (3) showed leishmanicidal activity against Leishmania tropica (IC (50) = 77.0 µM) and Leishmania braziliensis (IC (50) = 68.0 µM) similar to ketoconazole used as positive control. 5,3'-Dihydroxy-3,7,4',5'-tetramethoxyflavone (8) and Combretol (9) showed moderate activity (growth inhibition 87.3 and 73.0 %, respectively, at 50 µM) against a multidrug-resistant L. tropica line.

Cytotoxic diterpenes from Cassipourea madagascariensis from the Madagascar rainforest.[Pubmed: 16499334 ]

J Nat Prod. 2006 Feb;69(2):287-9.


METHODS AND RESULTS:
Bioassay-directed fractionation of ethanol extracts of the roots and leaves of the plant Cassipourea madagascariensis resulted in the isolation of the two new terpenoids cassipourol (1) and cassipouryl acetate (2) in addition to the three known compounds, 3beta,30-dihydroxylup-20(29)-ene (3), 30-hydroxylup-20(29)-en-3-one (4), and Combretol (5). The structures of the two new compounds were established on the basis of 1D and 2D NMR spectroscopic data and chemical conversion.
CONCLUSIONS:
All the isolated compounds were tested against the A2780 human ovarian cancer cell line; the two diterpenes (1 and 2) showed moderate cytotoxic activity, while the three known compounds (3-5) were weakly active.

Combretol Dilution Calculator

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Preparing Stock Solutions of Combretol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.5747 mL 12.8733 mL 25.7467 mL 51.4933 mL 64.3666 mL
5 mM 0.5149 mL 2.5747 mL 5.1493 mL 10.2987 mL 12.8733 mL
10 mM 0.2575 mL 1.2873 mL 2.5747 mL 5.1493 mL 6.4367 mL
50 mM 0.0515 mL 0.2575 mL 0.5149 mL 1.0299 mL 1.2873 mL
100 mM 0.0257 mL 0.1287 mL 0.2575 mL 0.5149 mL 0.6437 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 Combretol

Five new diarylpropan-1-ols from Combretum yunnanense.[Pubmed:21674439]

Planta Med. 2011 Nov;77(16):1841-4.

Five new 1,3-diarylpropan-1-ols, Combretol A-E (1- 5), together with one known coumarin (6) and ten known triterpenes (7-16), were isolated from Combretum yunnanense. Their structures were determined by spectroscopic investigation, including (1)H and (1)(3)C NMR, NOESY, HSQC, HMBC, and HRESIMS analyses. This is the first report on the occurrence of 1,3-diarylpropan-1-ols and coumarin in the Combretum genus including C. yunnanense. Also, to the best of our knowledge, 1,3-diarylpropan-1-ols are rare in nature.

Leishmanicidal and reversal multidrug resistance constituents from Aeonium lindleyi.[Pubmed:20665372]

Planta Med. 2011 Jan;77(1):77-80.

A new bicyclic diterpene with a labdane skeleton, 7-oxo-labd-8-en-15-ol ( 1), along with two known diterpenes and ten flavonoids were isolated from the leaves of Aeonium lindleyi (Crassulaceae). Their structures were elucidated on the basis of spectroscopic data, including 1D and 2D NMR experiments, and comparison with spectroscopic data reported in the literature. Labdan-8 alpha,15-diol (2) and labd-8(17)-en-3 beta,15-diol (3) showed leishmanicidal activity against Leishmania tropica (IC (50) = 77.0 microM) and Leishmania braziliensis (IC (50) = 68.0 microM) similar to ketoconazole used as positive control. 5,3'-Dihydroxy-3,7,4',5'-tetramethoxyflavone (8) and Combretol (9) showed moderate activity (growth inhibition 87.3 and 73.0 %, respectively, at 50 microM) against a multidrug-resistant L. tropica line.

Cytotoxic diterpenes from Cassipourea madagascariensis from the Madagascar rainforest.[Pubmed:16499334]

J Nat Prod. 2006 Feb;69(2):287-9.

Bioassay-directed fractionation of ethanol extracts of the roots and leaves of the plant Cassipourea madagascariensis resulted in the isolation of the two new terpenoids cassipourol (1) and cassipouryl acetate (2) in addition to the three known compounds, 3beta,30-dihydroxylup-20(29)-ene (3), 30-hydroxylup-20(29)-en-3-one (4), and Combretol (5). The structures of the two new compounds were established on the basis of 1D and 2D NMR spectroscopic data and chemical conversion. All the isolated compounds were tested against the A2780 human ovarian cancer cell line; the two diterpenes (1 and 2) showed moderate cytotoxic activity, while the three known compounds (3-5) were weakly active.

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