| Size | Price | Stock | Qty |
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| 1mg |
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| 5mg |
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| 10mg |
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| Other Sizes |
| Targets |
Bacterial targets; viral targets; smooth muscle contractile machinery. Sternbin is a flavanone with antibacterial activity against a wide range of bacteria. It also shows antiviral activity against infectious salmon anemia virus (ISAV). Additionally, it inhibits the contraction of isolated rat smooth muscle, suggesting interaction with smooth muscle contractile pathways or calcium signaling.
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| ln Vitro |
Sternbin (Eriodictyol 7-methyl ether) is a flavanone and antibacterial agent. It has antibacterial activity against a wide range of bacteria. Sternbin has antiviral activity against infectious salmon anemia virus (ISAV). It inhibits the contraction of isolated rat smooth muscle. As a flavanone, it may also exhibit antioxidant and anti-inflammatory properties common to this class of compounds.
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| ln Vivo |
In vivo studies of Sternbin are limited. It is a detoxification metabolite of the rice flavanone phytoalexin sakuranetin in Pyricularia oryzae. Sakuranetin is a flavanone phytoalexin linked to rice disease resistance. Sternbin represents a detoxified form of this phytoalexin, suggesting its role in plant-pathogen interactions. Its antibacterial and antiviral activities suggest potential for further in vivo evaluation in infection models.
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| Enzyme Assay |
Non-cell-based assays for Sternbin include antibacterial susceptibility testing using broth microdilution or agar diffusion methods to determine minimum inhibitory concentrations (MICs) against bacterial strains. Antiviral activity can be assessed using plaque reduction assays against infectious salmon anemia virus (ISAV). Smooth muscle contraction assays use isolated rat smooth muscle preparations in organ baths to measure inhibition of contractile responses. Standard analytical methods including HPLC, NMR, and mass spectrometry are used for compound characterization.
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| Cell Assay |
Cell-based assays for Sternbin use various bacterial and viral culture models to assess antibacterial and antiviral activities. For antibacterial studies, bacterial cultures are treated with the compound at various concentrations, and growth inhibition is measured by optical density or colony counting. For antiviral studies, virus-infected cells are treated with the compound, and viral replication is assessed by plaque reduction or cytopathic effect inhibition assays. Cytotoxicity is assessed using standard cell viability assays.
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| Animal Protocol |
In vivo studies of Sternbin are limited. Based on its antibacterial and antiviral activities, potential animal models include bacterial or viral infection models. As a plant metabolite, it may be studied in plant-pathogen interaction models. Standard protocols for infection models involve administration of the compound followed by measurement of relevant endpoints such as pathogen load, survival, and tissue pathology. Further studies are needed to characterize its in vivo efficacy and safety.
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| ADME/Pharmacokinetics |
Sternbin has a molecular formula of C₁₆H₁₄O₆ and a molecular weight of 302.28 g/mol. The IUPAC name is (S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxychroman-4-one. It is also known as eriodictyol 7-methyl ether and 7-O-methyleriodictyol. It is a detoxification metabolite of the rice flavanone phytoalexin sakuranetin. It should be stored under recommended conditions and is intended for research use only.
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| Toxicity/Toxicokinetics |
Specific toxicity data for Sternbin are limited. As a natural flavanone, it is generally considered to have low toxicity. It exhibits antibacterial and antiviral activities, indicating biological activity at certain concentrations. Standard laboratory safety practices should be followed when handling this compound. It is intended for research use only.
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| References | |
| Additional Infomation |
7-O-methylsuccinol has been reported to be found in Artemisia, Brumemeria, and other organisms with available data.
Sternbin (Eriodictyol 7-methyl ether) is a flavanone and antibacterial agent isolated from Heliotropium sinuatum. It is the detoxification metabolite of the rice flavanone phytoalexin sakuranetin in Pyricularia oryzae. Sakuranetin is a flavanone phytoalexin linked to rice disease resistance. Sternbin has antibacterial activity against a wide range of bacteria and antiviral activity against infectious salmon anemia virus (ISAV). It also inhibits the contraction of isolated rat smooth muscle. It is for research use only. |
| Molecular Formula |
C16H14O6
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|---|---|
| Molecular Weight |
302.28
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| Exact Mass |
302.079
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| CAS # |
51857-11-5
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| PubChem CID |
1268276
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| Appearance |
White to off-white solid
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| Density |
1.5±0.1 g/cm3
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| Boiling Point |
607.2±55.0 °C at 760 mmHg
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| Flash Point |
231.3±25.0 °C
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| Vapour Pressure |
0.0±1.8 mmHg at 25°C
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| Index of Refraction |
1.665
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| Source |
Originated from plants: Leguminosae Crotalaria candicans Wight & Arn.
Originated from plants: Compositae |
| LogP |
2.77
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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 |
O1C2=C([H])C(=C([H])C(=C2C(C([H])([H])[C@@]1([H])C1C([H])=C([H])C(=C(C=1[H])O[H])O[H])=O)O[H])OC([H])([H])[H]
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| InChi Key |
DSAJORLEPQBKDA-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C16H14O6/c1-21-9-5-12(19)16-13(20)7-14(22-15(16)6-9)8-2-3-10(17)11(18)4-8/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1
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| Chemical Name |
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one
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| Synonyms |
Eriodictyol 7-methyl ether; 7-O-Methyleriodictyol; Sternbin
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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. (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.
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