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| | 4-Hydroxy-3,5-dimethoxycinnamic acid Basic information |
| Product Name: | 4-Hydroxy-3,5-dimethoxycinnamic acid | | Synonyms: | 3,5-Dimethoxy-4-hydroxycinnamic acid, 4-Hydroxy-3,5-dimethoxycinnamic acid, Sinapic acid;3,5-Dimethoxy-4-hydroxycinnamic acid, 4-Hydroxy-3,5-dimethoxy-cinnamic acid, Sinapic acid, Sinapinic acid;3,5-Dimethoxy-4-hydroxycinnamic acid, 98%, predominantly trans isomer;3-(3,5-Dimethoxy-4-hydroxyphenyl)acrylic acid;3-(4-Hydroxy-3,5-dimethoxyphenyl)propenoic acid;3,5-Dimethoxy-4-hydroxybenzeneacrylic acid;Synapoic acid;3-(4-Hydroxy-3,5-diMethoxyphenyl)-2-propenoic Acid | | CAS: | 530-59-6 | | MF: | C11H12O5 | | MW: | 224.21 | | EINECS: | 208-487-3 | | Product Categories: | Allium cepa (Onion);Allium sativum (Garlic);Armoracia rusticana (Horseradish);Berberis sp.;Building Blocks;C11 to C12;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Cichorium intybus (Chicory);Linum usitatissimum (Flax);Nutrition Research;Organic Building Blocks;Phytochemicals by Plant (Food/Spice/Herb);Aromatic Cinnamic Acids, Esters and Derivatives;Analytical Chemistry;Mass Spectrometry;Matrix Materials (MALDI-TOF-MS);Vaccinium macrocarpon (Cranberry);UltraPure MALDI Matrices;proteinmod | | Mol File: | 530-59-6.mol |  |
| | 4-Hydroxy-3,5-dimethoxycinnamic acid Chemical Properties |
| Melting point | ~202 °C | | Boiling point | 285.61°C (rough estimate) | | density | 1.1478 (rough estimate) | | refractive index | 1.4720 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | H2O: slightly soluble | | pka | 4.53±0.10(Predicted) | | form | powder | | color | white | | Odor | at 100.00?%. odorless | | Water Solubility | insoluble | | BRN | 2130006 | | Stability: | Stable. Incompatible with strong oxidizing agents, strong bases. Combustible. | | LogP | 0.997 (est) | | CAS DataBase Reference | 530-59-6(CAS DataBase Reference) | | NIST Chemistry Reference | Cinnamic acid, 4-hydroxy-3,5-dimethoxy-(530-59-6) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29189900 |
| | 4-Hydroxy-3,5-dimethoxycinnamic acid Usage And Synthesis |
| Chemical Properties | yellow-brown crystalline powder | | Uses | 4-Hydroxy-3,5-dimethoxycinnamic acid is a commonly used matrix in MALDI mass spectrometry. It is a useful matrix for a wide variety of peptides and proteins. It serves well as a matrix for MALDI due to its ability to absorb laser radiation and to also donate protons (H+) to the analyte of interest. | | Uses | Sinapic acid was suitable as phenolic standard for HPLC analysis in determination of Sinapic acid derivatives in Canola extracts. 10 g/L of sinapinic acid with solvent was suitable as matrix for ultraviolet laser desorption mass spectrometric determination of proteins. It was also suitable to use as matrix for MALDI-TOFMS and MALDI-ion mobility-TOFMS to determine phospholipids in tissue. | | Definition | ChEBI: A monohydroxycinnamic acid that is cinnamic acid in which the phenyl hydrogens at positions 3, 4, and 5 are replaced by methoxy, hydroxy, and methoxy groups, respectively. | | General Description | Sinapic acid is an hydroxycinnamic acid derivative that occurs naturally in Brassicaceae species. | | Biochem/physiol Actions | On removal of amino group from phenylalanine, catalysing with enzyme phenylalanine ammonia-lyase forms cinnamic acid. The precursor of hydroxycinnamates is produced after hydroxylation of benzene ring. One of the precursors produced is sinapic acid. Sinapic acid exhibits antimicrobial, antioxidant, anticancer, anti-inflammatory, and anti-anxiety activity. Sinapine (sinapoyl choline) has been acknowledged as an acetylcholinesterase inhibitor, making it therapeutically applicable in treatment of various diseases. 4-Vinylsyringol (a decarboxylation product of sinapic acid) is a potent antimutagenic and antioxidative agent, involved in suppressing the induction of inflammatory cytokines and carcinogenesis. Owing to their anti-oxidative activity, these compounds have been considered to be potentially employed in the pharmaceutical industry, cosmetics and food processing. | | Purification Methods | Crystallise it from water. [Beilstein 10 H 508, 10 IV 2104.] |
| | 4-Hydroxy-3,5-dimethoxycinnamic acid Preparation Products And Raw materials |
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