PinocembrosideCAS# 75829-43-5 |
Quality Control & MSDS
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| Cas No. | 75829-43-5 | SDF | Download SDF |
| PubChem ID | 74819354 | Appearance | White powder |
| Formula | C21H22O9 | M.Wt | 418.4 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Synonyms | 5,7-Dihydroxyflavanone 7-glucoside; Pinocembrin 7-glucoside | ||
| Solubility | Soluble in acetonitrile | ||
| Chemical Name | 5-hydroxy-2-phenyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one | ||
| SMILES | C1C(OC2=CC(=CC(=C2C1=O)O)OC3C(C(C(C(O3)CO)O)O)O)C4=CC=CC=C4 | ||
| Standard InChIKey | GPGFGFUBECSNTG-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C21H22O9/c22-9-16-18(25)19(26)20(27)21(30-16)28-11-6-12(23)17-13(24)8-14(29-15(17)7-11)10-4-2-1-3-5-10/h1-7,14,16,18-23,25-27H,8-9H2 | ||
| 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. | ||
Pinocembroside Dilution Calculator
Pinocembroside Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.3901 mL | 11.9503 mL | 23.9006 mL | 47.8011 mL | 59.7514 mL |
| 5 mM | 0.478 mL | 2.3901 mL | 4.7801 mL | 9.5602 mL | 11.9503 mL |
| 10 mM | 0.239 mL | 1.195 mL | 2.3901 mL | 4.7801 mL | 5.9751 mL |
| 50 mM | 0.0478 mL | 0.239 mL | 0.478 mL | 0.956 mL | 1.195 mL |
| 100 mM | 0.0239 mL | 0.1195 mL | 0.239 mL | 0.478 mL | 0.5975 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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A flavonone pinocembroside inhibits Penicillium italicum growth and blue mold development in 'Newhall' navel oranges by targeting membrane damage mechanism.[Pubmed:32359555]
Pestic Biochem Physiol. 2020 May;165:104505.
Blue mold caused by Penicillium italicum is an important postharvest disease of citrus fruit. The antifungal activity of a flavonone Pinocembroside compound obtained from the fruit of Ficus hirta Vahl., was evaluated against P. italicum. Pinocembroside showed antifungal activity against in vitro mycelial growth of P. italicum, with the minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) of 200 and 800 mg/L, respectively. The blue mold development on 'Newhall' navel oranges was inhibited by Pinocembroside in a dose-dependent manner. Moreover, Pinocembroside might exert its antifungal activity via membrane-targeted mechanism with increasing membrane permeability, reduction of antioxidant enzyme activity and acceleration of lipid peroxidation in the pathogen. This pioneering study suggested that Pinocembroside suppressed postharvest blue mold by direct inhibition of P. italicum mycelial growth via membrane-targeting mechanism, thus providing a novel mode of action against traditional fungicides for controlling blue mold of citrus fruit.
UHPLC-Q-TOF/MS-Based Metabolomics Approach Reveals the Antifungal Potential of Pinocembroside against Citrus Green Mold Phytopathogen.[Pubmed:31877872]
Plants (Basel). 2019 Dec 22;9(1). pii: plants9010017.
Pinocembroside (PiCB) isolated from Ficus hirta Vahl. fruit was studied herein with the aim to find the potential mechanism for significant inhibition of growth of Penicillium digitatum, a causative pathogen of citrus green mold disease. PiCB substantially inhibited mycelial growth of P. digitatum, with the observed half maximal effective concentration (EC50), minimum inhibitory concentration (MIC), and minimum fungicidal concentration (MFC) of 120.3, 200, and 400 mg/L, respectively. Moreover, PiCB altered hyphal morphology and cellular morphology by breaking and shrinking of mycelia, decomposing cell walls, cytoplasmic inclusions. In addition to, a non-targeted metabolomics analysis by UHPLC-Q-TOF/MS was also performed, which revealed that PiCB treatment notably disrupted the metabolisms of amino acids, lipids, fatty acids, TCA, and ribonucleic acids, thereby contributing to membrane peroxidation. Current findings provide a new perception into the antifungal mechanism of PiCB treatment in inhibiting P. digitatum growth through membrane peroxidation.
Phytochemical Composition of the Decoctions of Greek Edible Greens (Chorta) and Evaluation of Antioxidant and Cytotoxic Properties.[Pubmed:29949914]
Molecules. 2018 Jun 26;23(7). pii: molecules23071541.
Wild or semi-wild edible greens (chorta) are an integral part of the traditional Greek Mediterranean diet due to their nutritional value, containing various phytonutrients beneficial to human health. Water-based decoctions of chorta are widely consumed in Greek alternative medicine as health promoting agents. This study examined the chemical profile of the decoctions of eight edible plants, Cichorium intybus, C. endivia, C. spinosum, Crepis sancta, Sonchus asper, Carthamus lanatus, Centaurea raphanina, and Amaranthus blitum, by UPLC-ESI-HRMS and HRMS/MS analysis, to determine possibly bioactive constituents. The profiles of the plants from the Asteraceae family are dominated by the presence of phenolic acids and flavonoid derivatives, whereas the A. blitum decoction is rich in triterpene saponins. Interestingly, the Centaurea raphanina decoction was found to be extremely rich in flavanones, particularly in the aglycone pinocembrin. Further phytochemical investigation and fractionation of this extract resulted in the isolation and identification of five compounds: phlorin (1), syringin (2), pinocembrin (3), Pinocembroside (4), and pinocembrin-7-O-neohesperidoside (5). The extracts were also tested for their antioxidant and differential cytotoxic activity against tumor cells. C. raphanina was found to be differentially toxic against metastatic tumor cells. In conclusion, we found that Greek edible greens are a rich source of bioactive secondary metabolites and their consumption could contribute to the maintenance of overall health.
