| Size | Price | Stock | Qty |
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| 1mg |
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| 5mg |
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| 10mg |
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| 100mg | |||
| Other Sizes |
| ln Vivo |
Following oral administration of eriocitrin (75 μmol/kg in distilled water) to male Sprague-Dawley rats, Homoeriodictyol was detected in the plasma at 4.0 h post-administration, but only after treatment with β-glucuronidase/sulfatase, indicating its presence as conjugated metabolites (glucuro and/or sulfo conjugates). Free (nonconjugate) Homoeriodictyol was not detected in plasma. In urine collected for 24 h after oral administration of eriocitrin (50 μmol/kg in distilled water), both nonconjugates and conjugates of Homoeriodictyol were detected. The plasma antioxidant activity (resistance to lipid peroxidation induced by AAPH) was significantly increased at 0.5, 1.0, 2.0, and 4.0 h post-administration of eriocitrin, and the presence of Homoeriodictyol (along with other metabolites) in plasma at 4.0 h may contribute to this antioxidative activity. [1]
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| Animal Protocol |
Male Sprague-Dawley rats (5 weeks old, weighing 195-210 g) were fasted overnight, then administered eriocitrin (75 μmol/kg in distilled water) by gastric intubation. At different times (0.5, 1.0, 2.0, and 4.0 h) following administration, rats were anesthetized with ether, and blood was withdrawn from the abdominal aorta into heparinized tubes to obtain plasma.
For urine collection, rats were administered eriocitrin (50 μmol/kg in distilled water) by gastric intubation, and urine was collected for 24 h and 48 h. Plasma and urine samples were analyzed by HPLC and LC-MS for metabolites, including Homoeriodictyol. To detect conjugated forms, samples were treated with β-glucuronidase/sulfatase (5.4×10² units/mL of β-glucuronidase and 0.2×10² units/mL of sulfatase) for 20 min at 37°C before analysis. [1] |
| ADME/Pharmacokinetics |
Homoeriodictyol is a metabolite of eriocitrin detected in rat plasma at 4.0 h after oral administration, existing exclusively in conjugated (glucuronide and/or sulfate) forms, as it was not detectable without β-glucuronidase/sulfatase treatment. [1]
In urine collected for 24 h following oral administration of eriocitrin, both nonconjugate (free) and conjugate forms of Homoeriodictyol were detected. [1] Homoeriodictyol is formed by O-methylation at the 3' position of the B ring of eriodictyol, which is the aglycone of eriocitrin, and this methylation likely occurs in the liver. [1] The total absorption ratio of eriocitrin (calculated from the sum of all detected metabolites, including Homoeriodictyol, in renal excreted urine) was 5.68% ± 0.32. [1] |
| References | |
| Additional Infomation |
High-sweet charantin is a trihydroxyflavanone composed of 3'-methoxyflavanones, with the three hydroxyl substituents located at positions 4', 5, and 7. It is a metabolite and flavoring agent. It is both a monomethoxyflavanone and a trihydroxyflavanone, belonging to the 3'-methoxyflavanone and 4'-hydroxyflavanone classes. Functionally, it is related to sweet charantin. High-sweet charantin has been reported to be found in Sichuan poplar, chili peppers, and other organisms with relevant data.
Homoeriodictyol is one of the main eriocitrin metabolites in vivo, together with eriodictyol and hesperetin. The o-dihydroxy structure at the 3' and 4' positions in the B ring of eriodictyol is considered important for antioxidative activity; O-methylation (forming Homoeriodictyol and hesperetin) seems to be responsible for the loss of antioxidant activity. [1] The metabolic pathway of eriocitrin involves intestinal bacterial hydrolysis to eriodictyol, followed by absorption and subsequent methylation in the liver to produce Homoeriodictyol (3'-O-methyleriodictyol) and hesperetin (4'-O-methyleriodictyol). [1] |
| Molecular Formula |
C16H14O6
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|---|---|
| Molecular Weight |
302.27876
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| Exact Mass |
302.079
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| Elemental Analysis |
C, 63.58; H, 4.67; O, 31.76
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| CAS # |
446-71-9
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| Related CAS # |
690229-01-7 (sodium); 446-71-9 (free acid)
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| PubChem CID |
73635
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| Appearance |
White to off-white solid
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| Density |
1.458g/cm3
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| Boiling Point |
583.8ºC at 760mmHg
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| Melting Point |
225-227ºC (dec.)
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| Flash Point |
222.1ºC
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| Vapour Pressure |
3.14E-14mmHg at 25°C
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| Index of Refraction |
1.664
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| Source |
Originated from plants: other families
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| LogP |
2.518
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| Hydrogen Bond Donor Count |
3
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| Hydrogen Bond Acceptor Count |
6
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| Rotatable Bond Count |
2
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| Heavy Atom Count |
22
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| Complexity |
413
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| Defined Atom Stereocenter Count |
1
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| SMILES |
COC1=C(O)C=CC([C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)=C1
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| InChi Key |
FTODBIPDTXRIGS-ZDUSSCGKSA-N
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| InChi Code |
InChI=1S/C16H14O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-6,13,17-19H,7H2,1H3/t13-/m0/s1
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| Chemical Name |
(2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one
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| Synonyms |
5,7,4'-Trihydroxy-3'-methoxyflavanone; (-)-Homoeriodictyol; Homoeriodictyol; Eriodictyonone
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
DMSO: ~50 mg/mL (~165.4 mM; with ultrasonication)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 1.25 mg/mL (4.14 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 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 DMSO stock solution (12.5 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and 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: ≥ 1.25 mg/mL (4.14 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 DMSO stock solution (12.5 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well. 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. Solubility in Formulation 3: ≥ 1.25 mg/mL (4.14 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 DMSO stock solution (12.5 mg/mL) to 900 μL of corn oil and mix well.  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.3082 mL | 16.5410 mL | 33.0819 mL | |
| 5 mM | 0.6616 mL | 3.3082 mL | 6.6164 mL | |
| 10 mM | 0.3308 mL | 1.6541 mL | 3.3082 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.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.