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Rutin trihydrate (Rutoside trihydrate; Quercetin 3-O-rutinoside trihydrate) 250249-75-3

Rutin trihydrate (Rutoside trihydrate; Quercetin 3-O-rutinoside trihydrate) 250249-75-3

CAS No.: 250249-75-3

Rutin (Rutoside) trihydrate is a multifunctional naturally occurring flavonoid glycoside with good antioxidant, anti-inf
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Rutin (Rutoside) trihydrate is a multifunctional naturally occurring flavonoid glycoside with good antioxidant, anti-inflammatory, anti-diabetic and anti-cancer properties. Rutin trihydrate has cardioprotective and neuro-protection activities.

Physicochemical Properties


Molecular Formula C27H36O19
Molecular Weight 664.56
Exact Mass 324.266
CAS # 250249-75-3
Related CAS # Rutin;153-18-4;Rutin hydrate;207671-50-9
PubChem CID 16218542
Appearance Light yellow to green yellow solid powder
Density 1.82g/cm3
Boiling Point 983.1ºC at 760mmHg
Melting Point 195ºC
Flash Point 325.4ºC
Vapour Pressure 0mmHg at 25°C
Index of Refraction 1.764
LogP 6.345
Hydrogen Bond Donor Count 13
Hydrogen Bond Acceptor Count 19
Rotatable Bond Count 6
Heavy Atom Count 46
Complexity 1020
Defined Atom Stereocenter Count 10
SMILES

C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O.O.O.O

InChi Key NLLBWFFSGHKUSY-JPRRWYCFSA-N
InChi Code

InChI=1S/C27H30O16.3H2O/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9;;;/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3;3*1H2/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-;;;/m0.../s1
Chemical Name

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one;trihydrate
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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


ln Vitro Rutin (Rutoside) trihydrate (0.5-160 μM/ml; PC12 cells) dramatically reduces the cytotoxicity generated by 5.46 mM acrylamide (ACR). In PC12 cells, pretreatment with rutin (0.5, 1, 1.5, 2.5, 5, 10, 20, and 40 μM/ml) boosts cell viability while ACR (5.46 mM) lowers it[2]. Rutin and/or its metabolites have been demonstrated to alter the cognitive and behavioral symptoms of neurodegenerative illnesses, possibly as a result of its capacity to pass the blood brain barrier[3].
ln Vivo Aged male WAG rats were given rutin pretreatment (100 and 200 mg/kg/day; ip) for an extended period of time, which changed their behavior and neurochemistry[2].
References

[1]. Formulation of microencapsulated rutin and evaluation of bioactivity and stability upon in vitro digestive and dialysis conditions. Int J Biol Macromol. 2020;159:316-323.

[2]. Effect of Rutin on Diabetic Auditory Neuropathy in an Experimental Rat Model. Clin Exp Otorhinolaryngol. 2021;14(3):259-267.

[3]. Habtemariam S. Rutin as a Natural Therapy for Alzheimer's Disease: Insights into its Mechanisms of Action. Curr Med Chem. 2016;23(9):860-873.


Solubility Data


Solubility (In Vitro) DMSO : 50 mg/mL (75.24 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (3.76 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 (3.76 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 1.5048 mL 7.5238 mL 15.0476 mL
5 mM 0.3010 mL 1.5048 mL 3.0095 mL
10 mM 0.1505 mL 0.7524 mL 1.5048 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.