SinapaldehydeCAS# 20649-43-8 |
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| Cas No. | 20649-43-8 | SDF | Download SDF |
| PubChem ID | 5280802 | Appearance | Yellow powder |
| Formula | C11H12O4 | M.Wt | 208.2 |
| Type of Compound | Phenylpropanoids | Storage | Desiccate at -20°C |
| Synonyms | 4206-58-0 | ||
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal | ||
| SMILES | COC1=CC(=CC(=C1O)OC)C=CC=O | ||
| Standard InChIKey | CDICDSOGTRCHMG-ONEGZZNKSA-N | ||
| Standard InChI | InChI=1S/C11H12O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-7,13H,1-2H3/b4-3+ | ||
| 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. Sinapaldehyde has effects against 65 strains of Candida . 2. The reaction of sinapaldehyde and methylpyranoanthocyanin can obtain a new bluish pigment. 3. Sinapaldehyde inhibits prostaglandin synthetase in a dose-dependent way, it dose-dependently inhibits ethyl phenylpropiolate-induced edema of the rat ear, and can inhibit electrically induced contractions of the guinea pig ileum in a dose-dependent way. |
| Targets | Antifection | PGE |
Sinapaldehyde Dilution Calculator
Sinapaldehyde Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.8031 mL | 24.0154 mL | 48.0307 mL | 96.0615 mL | 120.0768 mL |
| 5 mM | 0.9606 mL | 4.8031 mL | 9.6061 mL | 19.2123 mL | 24.0154 mL |
| 10 mM | 0.4803 mL | 2.4015 mL | 4.8031 mL | 9.6061 mL | 12.0077 mL |
| 50 mM | 0.0961 mL | 0.4803 mL | 0.9606 mL | 1.9212 mL | 2.4015 mL |
| 100 mM | 0.048 mL | 0.2402 mL | 0.4803 mL | 0.9606 mL | 1.2008 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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Influences of cinnamic aldehydes on H(+) extrusion activity and ultrastructure of Candida.[Pubmed:22034160]
J Med Microbiol. 2013 Feb;62(Pt 2):232-40.
The antifungal effects of cinnamaldehyde, 4-hydroxy-3-methoxycinnamaldehyde (coniferyl aldehyde) and 3,5-dimethoxy-4-hydroxycinnamaldehyde (Sinapaldehyde) were investigated against 65 strains of Candida (six standard, 39 fluconazole-sensitive and 20 fluconazole-resistant). MICs of cinnamaldehyde, coniferyl aldehyde and Sinapaldehyde ranged from 100 to 500 microg ml(-1), 100 to 300 microg ml(-1) and 100 to 200 microg ml(-1), respectively. All tested isolates showed a marked sensitivity towards these aldehydes in spot and time-kill assays. Sinapaldehyde was found to be the most effective, followed by coniferyl aldehyde and cinnamaldehyde. At their respective MIC(90) values, the three compounds caused mean inhibition levels of glucose-stimulated H(+)-efflux of 36, 34 and 41 % (cinnamaldehyde), 41, 42 and 47 % (coniferyl aldehyde) and 43, 45 and 51 % (Sinapaldehyde) for standard-sensitive, clinical-sensitive and clinical-resistant isolates, respectively. Inhibition levels of H(+)-efflux caused by plasma membrane ATPase inhibitors N,N'-dicyclohexylcarbodiimide (100 microM) and diethylstilbestrol (10 microM) were 34, 45 and 44 %, and 57, 39 and 35 %, for standard-sensitive, clinical-sensitive and clinical-resistant isolates, respectively. Intracellular pH (pHi) was found to decrease by 0.34, 0.42 and 0.50 units following incubation with three tested aldehydes from the control pHi of 6.70. Scanning electron microscopy and transmission electron microscopy analysis was performed on a representative strain, C. albicans 10261, showing alterations in morphology, cell wall, plasma membrane damage and lysis. Haemolytic activity of the three compounds varied from 10 to 15 % at their highest MIC compared to an activity level of 20 % shown by fluconazole at 30 microg ml(-1). In conclusion, this study shows significant activity of cinnamic aldehydes against Candida, including azole-resistant strains, suggesting that these molecules can be developed as antifungals.
Pharmacologically active phenylpropanoids from Senra incana.[Pubmed:1620737]
Planta Med. 1992 Feb;58(1):14-8.
Coniferaldehyde, scopoletin, Sinapaldehyde, and syringaldehyde were isolated from an aqueous extract of Senra incana. All four compounds inhibited prostaglandin synthetase in a dose-dependent way. Compared to aspirin, the potency of coniferaldehyde and scopoletin was about five times higher, whereas syringaldehyde and Sinapaldehyde had about half the potency of this reference compound. On topical application, Sinapaldehyde and scopoletin dose-dependently inhibited ethyl phenylpropiolate-induced edema of the rat ear. The active dose range was 1-10 micrograms/ear. Higher doses had a lower effect. Syringaldehyde was active in the range 20-100 micrograms/ear, whereas the effect of coniferaldehyde was inconclusive. Coniferaldehyde and Sinapaldehyde inhibited electrically induced contractions of the guinea pig ileum in a dose-dependent way. Syringaldehyde showed a weak inhibition at a concentration of 550 microM.
