Physicochemical Properties
| Molecular Formula | C20H18O11 |
| Molecular Weight | 434.3503 |
| Exact Mass | 434.084 |
| Elemental Analysis | C, 55.31; H, 4.18; O, 40.52 |
| CAS # | 22255-13-6 |
| PubChem CID | 5481224 |
| Appearance | Light yellow to yellow solid powder |
| Density | 1.9±0.1 g/cm3 |
| Boiling Point | 828.1±65.0 °C at 760 mmHg |
| Flash Point | 296.3±27.8 °C |
| Vapour Pressure | 0.0±3.2 mmHg at 25°C |
| Index of Refraction | 1.802 |
| LogP | 1.68 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 31 |
| Complexity | 711 |
| Defined Atom Stereocenter Count | 4 |
| SMILES | O1C([H])([H])[C@@]([H])([C@@]([H])([C@]([H])([C@]1([H])OC1C(C2=C(C([H])=C(C([H])=C2OC=1C1C([H])=C([H])C(=C(C=1[H])O[H])O[H])O[H])O[H])=O)O[H])O[H])O[H] |
| InChi Key | PZZRDJXEMZMZFD-IEGSVRCHSA-N |
| InChi Code | InChI=1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15-,17+,20-/m0/s1 |
| Chemical Name | 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one |
| Synonyms | Guaijaverin; Quercetin 3-O-α-L-arabinopyranoside; |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| Targets | Urease(IC50=120 μM) |
| ln Vitro | With MIC values of 4 and 2 mg/ml for the MTCC 1943 and CLSM 001 strains of Strep. mutans, respectively, guaijaverin has anti-Strep. mutans activity[3]. |
| References |
[1]. Inhibitory activity against urease of quercetin glycosides isolated from Allium cepa and Psidium guajava. Biosci Biotechnol Biochem. 2010;74(4):878-80. [2]. Exploring the binding mechanism of Guaijaverin to human serum albumin: fluorescencespectroscopy and computational approach. Spectrochim Acta A Mol Biomol Spectrosc. 2012 Nov;97:449-55. [3]. Guaijaverin -- a plant flavonoid as potential antiplaque agent against Streptococcus mutans. J Appl Microbiol. 2006 Aug;101(2):487-95. |
| Additional Infomation | Guaijaverin has been reported in Camellia sinensis, Bupleurum falcatum, and other organisms with data available. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~230.23 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.76 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (5.76 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.3023 mL | 11.5115 mL | 23.0229 mL | |
| 5 mM | 0.4605 mL | 2.3023 mL | 4.6046 mL | |
| 10 mM | 0.2302 mL | 1.1511 mL | 2.3023 mL |