Daphnodorin BCAS# 95733-02-1 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 95733-02-1 | SDF | Download SDF |
| PubChem ID | 72427 | Appearance | Powder |
| Formula | C30H22O10 | M.Wt | 542.49 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [(2R,3S)-3,5-dihydroxy-2,8-bis(4-hydroxyphenyl)-3,4-dihydro-2H-furo[2,3-h]chromen-9-yl]-(2,4,6-trihydroxyphenyl)methanone | ||
| SMILES | C1C(C(OC2=C3C(=CC(=C21)O)OC(=C3C(=O)C4=C(C=C(C=C4O)O)O)C5=CC=C(C=C5)O)C6=CC=C(C=C6)O)O | ||
| Standard InChIKey | JBNFGJOTOPTIDE-RBISFHTESA-N | ||
| Standard InChI | InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)28-22(37)11-18-19(34)12-23-25(30(18)40-28)26(29(39-23)14-3-7-16(32)8-4-14)27(38)24-20(35)9-17(33)10-21(24)36/h1-10,12,22,28,31-37H,11H2/t22-,28+/m0/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. |
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| 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. |
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| 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. | ||
| Description | 1. Daphnodorin B shows inhibitory effects of human chymase. 2. Daphnodorin B inhibited tumor growth and metastasis by protecting host immunocyte viability and proliferation potential, and selectively inhibiting tumor cell proliferation. 3. Daphnodorin B has antifungal, antimitotic and anti-HIV-1 activity, it induced morphological deformation of P. oryzae mycelia with MMDC values of 73.7 +/- 1.6 microM, it showed moderate activity against microtubule polymerization with IC50 values of 142 +/- 2 microM in vitro, and it moderately active against HIV-1 in vitro. |
| Targets | HIV | Antifection |
Daphnodorin B Dilution Calculator
Daphnodorin B Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.8434 mL | 9.2168 mL | 18.4335 mL | 36.867 mL | 46.0838 mL |
| 5 mM | 0.3687 mL | 1.8434 mL | 3.6867 mL | 7.3734 mL | 9.2168 mL |
| 10 mM | 0.1843 mL | 0.9217 mL | 1.8434 mL | 3.6867 mL | 4.6084 mL |
| 50 mM | 0.0369 mL | 0.1843 mL | 0.3687 mL | 0.7373 mL | 0.9217 mL |
| 100 mM | 0.0184 mL | 0.0922 mL | 0.1843 mL | 0.3687 mL | 0.4608 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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Phytotoxic flavonoids from roots of Stellera chamaejasme L. (Thymelaeaceae).[Pubmed:25096753]
Phytochemistry. 2014 Oct;106:61-68.
Allelopathy, the negative effect on plants of chemicals released to the surroundings by a neighboring plant, is an important factor which contributes to the spread of some weeds in plant communities. In this field, Stellera chamaejasme L. (Thymelaeaceae) is one of the most toxic and ecologically-threatening weeds in some of the grasslands of north and west China. Bioassay-guided fractionation of root extracts of this plant led to the isolation of eight flavonoids 1-8, whose structures were elucidated by spectroscopic analysis. All compounds obtained, except 7-methoxylneochaejasmin A (4) and (+)-epiafzelechin (5), showed strong phytotoxic activity against Arabidopsis thaliana seedlings. Seedling growth was reduced by neochamaejasmin B (1), mesoneochamaejasmin A (2), chamaejasmenin C (3), genkwanol A (6), Daphnodorin B (7) and dihydroDaphnodorin B (8) with IC50 values of 6.9, 12.1, 43.2, 74.8, 7.1 and 27.3mug/mL, respectively, and all of these compounds disrupted root development. Endogenous auxin levels at the root tips of the A. thaliana DR5::GUS transgenic line were largely reduced by compounds 1, 2 and 6-8, and were increased by compound 4. Moreover, the inhibition rate of A. thaliana auxin transport mutants pin2 and aux1-7 by compounds 1-8 were all lower than the wild type (Col-0). The influence of these compounds on endogenous auxin distribution is thus proposed as a critical factor for the phytotoxic effect. Compounds 1, 2, 4 and 8 were found in soils associated with S. chamaejasme, and these flavonoids also showed phytotoxicity to Clinelymus nutans L., an associated weed of S. chamaejasme. These results indicated that some phytotoxic compounds from roots of S. chamaejasme may be involved in the potential allelopathic behavior of this widespread weed.
Antifungal, antimitotic and anti-HIV-1 agents from the roots of Wikstroemia indica.[Pubmed:10985087]
Planta Med. 2000 Aug;66(6):564-7.
With guidance of Pyricularia oryzae bioassay, daphnoretin (1), (+)-nortrachelogenin (2), genkwanol A (3), wikstrol A (4), wikstrol B (5) and Daphnodorin B (6) were isolated from the roots of Wikstroemia indica. Compounds 1-6 induced morphological deformation of P. oryzae mycelia with MMDC values of 68.4 +/- 1.3, 31.3 +/- 1.8, 45.8 +/- 0.5, 70.1 +/- 2.4, 52.3 +/- 0.9 and 73.7 +/- 1.6 microM, respectively. Compounds 3-6 showed moderate activity against microtubule polymerization with IC50 values of 112 +/- 4, 131 +/- 3, 184 +/- 6 and 142 +/- 2 microM in vitro, respectively. Compounds 2, 3, 5 and 6 were moderately active against HIV-1 in vitro. The findings of bioactivity of 1-6 support the antifungus, antimitosis and anti-HIV-1 uses for W. indica roots.
Inhibitory mechanism of daphnodorins for human chymase.[Pubmed:11350059]
Biochem Biophys Res Commun. 2001 May 18;283(4):831-6.
We investigated the inhibitory mechanisms of daphnodorins for human chymase using three-dimensional molecular modeling. In daphnodorin A-human chymase complex, daphnodorin A was fixed to the active site via hydrogen bonds with Ala177, Phe29, and Gly199 in human chymase, and it formed hydrogen bonds with Ser182 and Gly180, and this complex was formed stably. In Daphnodorin B-human chymase complex, Daphnodorin B formed hydrogen bonds with Lys28 and Phe29 in human chymase, but it could not form hydrogen bonds with Gly199, Ala177, and Lys179. The phenyl group of Daphnodorin B shifted from the P1 hole in human chymase in comparison with that of daphnodorin A. For the inhibition of human chymase by daphnodorins, we indicated that it was significant whether daphnodorins formed hydrogen bonds with Ala177 located in the P1 hole, Ser182 located in the active site, Gly180 located in the anion hole, and with Gly199, Phe29, and Lys28 in human chymase.
Antitumor activity of daphnodorins from Daphne genkwa roots.[Pubmed:17178378]
Int Immunopharmacol. 2007 Feb;7(2):128-34.
Daphne genkwa root has been traditionally used as an effective remedy to treat various tumors. However, the active constituents for its antitumor potency have not been well documented. During the screening for antitumor constituents, it was found that daphnodorins were responsible for the inhibition of tumor growth and metastasis. In this study, six daphnodorins including daphnodorins B (1), G (2), H (3), H-3''-methylether (4), H-3-methylether (5) and G-3''-methylether (6) were investigated for the protection against LLC-induced reduction of lymphoid organs and peripheral lymphocytes, and for the activities against tumor growth and metastasis. The six daphnodorins showed selective cytotoxicity to a number of tumor cell lines. Treatment of LLC-bearing mice with Daphnodorin B and/or daphnodorin complex evidently protected peripheral lymphocytes from tumor-induced reduction, increased lymphocyte proliferation potential and inhibited tumor progression and metastasis at doses of 40 and 80 mg/kg. These results indicated that Daphnodorin B or daphnodorin complex inhibited tumor growth and metastasis by protecting host immunocyte viability and proliferation potential, and selectively inhibiting tumor cell proliferation.
