PinobanksinCAS# 548-82-3 |
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Cas No. | 548-82-3 | SDF | Download SDF |
PubChem ID | 73202 | Appearance | Powder |
Formula | C15H12O5 | M.Wt | 272.3 |
Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
Synonyms | Pinobaksin; 3,5,7-Trihydroxyflavanone; (2R,3R)-Pinobanksin | ||
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
Chemical Name | (2R,3R)-3,5,7-trihydroxy-2-phenyl-2,3-dihydrochromen-4-one | ||
SMILES | C1=CC=C(C=C1)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O | ||
Standard InChIKey | SUYJZKRQHBQNCA-LSDHHAIUSA-N | ||
Standard InChI | InChI=1S/C15H12O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,14-17,19H/t14-,15+/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. Pinobanksin possesses considerable antimutagenic properties against ofloxacin-induced bleaching of E. gracilis. 2. Pinobanksin and some of its ester derivatives from Sonoran propolis have apoptotic induction in a B-cell lymphoma cell line. 3. Pinobanksin inhibits peroxidation of low density lipoprotein and it has electron donor properties reducing alpha-tocopherol radicals. |
Pinobanksin Dilution Calculator
Pinobanksin Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 3.6724 mL | 18.3621 mL | 36.7242 mL | 73.4484 mL | 91.8105 mL |
5 mM | 0.7345 mL | 3.6724 mL | 7.3448 mL | 14.6897 mL | 18.3621 mL |
10 mM | 0.3672 mL | 1.8362 mL | 3.6724 mL | 7.3448 mL | 9.1811 mL |
50 mM | 0.0734 mL | 0.3672 mL | 0.7345 mL | 1.469 mL | 1.8362 mL |
100 mM | 0.0367 mL | 0.1836 mL | 0.3672 mL | 0.7345 mL | 0.9181 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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Apoptotic induction by pinobanksin and some of its ester derivatives from Sonoran propolis in a B-cell lymphoma cell line.[Pubmed:26367700]
Chem Biol Interact. 2015 Dec 5;242:35-44.
Propolis is a resinous substance produced by honeybees (Apis mellifera) from the selective collection of exudates and bud secretions from several plants. In previous works, we reported the antiproliferative activity of Sonoran propolis (SP) on cancer cells; in addition we suggested the induction of apoptosis after treatment with SP due to the presence of morphological changes and a characteristic DNA fragmentation pattern. Herein, in this study we demonstrated that the antiproliferative effect of SP is induced through apoptosis in a B-cell lymphoma cancer cell line, M12.C3.F6, by an annexin V-FITC/Propidium iodide double labeling. This apoptotic effect of SP resulted to be mediated by modulations in the loss of mitochondrial membrane potential (DeltaPsim) and through activation of caspases signaling pathway (3, 8 and 9). Afterward, in order to characterize the chemical constituents of SP that induce apoptosis in cancer cells, an HPLC-PDA-ESI-MS/MS method followed by a preparative isolation procedure and NMR spectroscopy analysis have been used. Eighteen flavonoids, commonly described in propolis from temperate regions, were characterized. Chrysin, pinocembrin, Pinobanksin and its ester derivatives are the main constituents of SP and some of them have never been reported in SP. In addition, two esters of Pinobanksin (8 and 13) are described by first time in propolis samples in general. The antiproliferative activity on M12.C3.F6 cells through apoptosis induction was exhibited by Pinobanksin (4), Pinobanksin-3-O-propanoate (14), Pinobanksin-3-O-butyrate (16), Pinobanksin-3-O-pentanoate (17), and the already reported galangin (11), chrysin (9) and CAPE. To our knowledge this is the first report of bioactivity of Pinobanksin and some of its ester derivatives as apoptosis inducers. Further studies are needed to advance in the understanding of the molecular basis of apoptosis induction by SP and its constituents, as well as the structure-activity relationship of them.
The effect of flavonoids on ofloxacin-induced mutagenicity in Euglena gracilis.[Pubmed:9725994]
Mutat Res. 1998 Aug 7;416(1-2):85-92.
The antimutagenicity of 14 naturally occurring flavonoids (20 mumol/l) on ofloxacin (43 mumol/l and 86 mumol/l)-induced bleaching (mutagenicity) was studied in Euglena gracilis. The flavonoids chrysin, techtochrysin, chrysin-5-methylether galangin, galangin-5-methylether, pinocembrin and Pinobanksin possess considerable antimutagenic properties against ofloxacin-induced bleaching of E. gracilis. Apigenin and isalpinin had only weak antimutagenic potency. Pinobanksin-5-methylether and Pinobanksin-3-acetate showed very weak or no antimutagenic effect. However, kempferol, quercetin-3-methylether and quercetin-3,3'-dimethylether showed co-mutagenic or no antimutagenic effect depending on the concentration of ofloxacin. Two possible modes of action of the flavonoids on ofloxacin-induced bleaching of E. gracilis are discussed.