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| | 3,4-Dihydroxy-5-methoxybenzoic acid Basic information |
| | 3,4-Dihydroxy-5-methoxybenzoic acid Chemical Properties |
| Melting point | 220℃ | | Boiling point | 433.7±45.0 °C(Predicted) | | density | 1.499±0.06 g/cm3 (20 ºC 760 Torr) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated) | | form | Solid | | pka | 4.33±0.10(Predicted) | | color | Off-White to Pale Brown | | Water Solubility | Water: 2.2 mg/mL (11.95 mM) | | InChI | InChI=1S/C8H8O5/c1-13-6-3-4(8(11)12)2-5(9)7(6)10/h2-3,9-10H,1H3,(H,11,12) | | InChIKey | KWCCUYSXAYTNKA-UHFFFAOYSA-N | | SMILES | C(O)(=O)C1=CC(OC)=C(O)C(O)=C1 | | LogP | 1.190 (est) | | CAS DataBase Reference | 3934-84-7(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38-36 | | Safety Statements | 26-36/37/39 | | WGK Germany | WGK 3 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2 |
| | 3,4-Dihydroxy-5-methoxybenzoic acid Usage And Synthesis |
| Uses | 3-O-Methylgallic acid (3,4-Dihydroxy-5-methoxybenzoic acid) is an anthocyanin metabolite and has potent antioxidant capacity. 3-O-methylgallic acid inhibits Caco-2 cell proliferation with an IC50 value of 24.1 μM. 3-O-methylgallic acid also induces cell apoptosis and has anti-cancer effects[1][2][3]. | | Definition | ChEBI: A member of the class of benzoic acids that is gallic acid in which the phenolic hydroxy group at position 3 is converted to the corresponding methyl ether. | | References | [1] Forester SC, et al. Gut metabolites of anthocyanins, gallic acid, 3-O-methylgallic acid, and 2,4,6-trihydroxybenzaldehyde, inhibit cell proliferation of Caco-2 cells. J Agric Food Chem. 2010 May 12;58(9):5320-7. DOI:10.1021/jf9040172
[2] Forester SC, The anthocyanin metabolites gallic acid, 3-O-methylgallic acid, and 2,4,6-trihydroxybenzaldehyde decrease human colon cancer cell viability by regulating pro-oncogenic signals. Mol Carcinog. 2014 Jun;53(6):432-9. DOI:10.1002/mc.21974
[3] Gargouri OD, et al. Synthesis of 3-O-methylgallic acid a powerful antioxidant by electrochemical conversion of syringic acid. Biochim Biophys Acta. 2013 Jun;1830(6):3643-9. DOI:10.1016/j.bbagen.2013.02.012 |
| | 3,4-Dihydroxy-5-methoxybenzoic acid Preparation Products And Raw materials |
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