| Size | Price | Stock | Qty |
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| 1mg |
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| 5mg |
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| Other Sizes |
| Targets |
Phenylpropanoid pathway enzymes; antioxidant and anti-inflammatory targets. trans-Melilotoside exerts antioxidant and anti-inflammatory cytoprotective effects by scavenging free radicals and modulating inflammatory signaling pathways. As a biosynthetic precursor to coumarin, it is also involved in plant secondary metabolism and defense responses.
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| ln Vitro |
trans-Melilotoside exerts antioxidant and anti-inflammatory cytoprotective effects by scavenging free radicals and modulating inflammatory signaling pathways. It is a naturally occurring phenolic glycoside found in plants of the Melilotus genus and serves as a biosynthetic precursor to coumarin. It is used to study phenylpropanoid pathways, enzymatic hydrolysis, and coumarin formation in plants.
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| ln Vivo |
In vivo, trans-melilotoside is involved in plant secondary metabolism and defense responses. It exerts antioxidant and anti-inflammatory cytoprotective effects. As a biosynthetic precursor to coumarin, it plays a role in the biochemical regulation of coumarin formation in plants. It can be used for the research of human African trypanosomiasis, Chagas disease, and malaria.
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| Enzyme Assay |
Non-cell-based assays for trans-melilotoside include antioxidant assays such as DPPH radical scavenging, ABTS, and FRAP assays. Anti-inflammatory activity can be measured by inhibition of inflammatory mediators in enzyme assays. Standard analytical methods including HPLC, NMR, and mass spectrometry are used for compound characterization and purity assessment.
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| Cell Assay |
Cell-based assays for trans-melilotoside use various cell lines to assess its antioxidant and anti-inflammatory activities. For antioxidant studies, cells are exposed to oxidative stress inducers and treated with the compound, and intracellular ROS levels are measured. For anti-inflammatory studies, macrophage cell lines are stimulated with LPS and treated with the compound, and inflammatory mediators are measured. Cytotoxicity is assessed using standard cell viability assays.
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| Animal Protocol |
In vivo studies of trans-melilotoside are limited. Based on its antioxidant and anti-inflammatory activities, potential animal models include models of oxidative stress and inflammation. It can be used for the research of human African trypanosomiasis, Chagas disease, and malaria. Standard protocols for these models involve administration of the compound followed by measurement of relevant endpoints.
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| ADME/Pharmacokinetics |
trans-Melilotoside has a molecular formula of C₁₅H₁₈O₈ and a molecular weight of 326.30 g/mol. The IUPAC name is (E)-3-(2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)acrylic acid. It is a naturally occurring phenolic glycoside found in plants of the Melilotus genus. Purity is ≥95%.
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| Toxicity/Toxicokinetics |
Specific toxicity data for trans-melilotoside are limited. As a natural phenolic glycoside, it is generally considered to have low toxicity. It exerts antioxidant and anti-inflammatory effects, suggesting potential health benefits. Standard laboratory safety practices should be followed when handling this compound.
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| References | |
| Additional Infomation |
Trans-β-D-glucosyl-2-hydroxycinnamic acid is a glucosylhydroxycinnamic acid, which is the conjugate acid of trans-β-D-glucosyl-2-hydroxycinnamic acid ester. It has been reported that rutin has been found in Dendrobium, clover, and other organisms with relevant data.
trans-Melilotoside is a naturally occurring phenolic glycoside found in plants of the Melilotus genus. It consists of trans-o-hydroxycinnamic acid linked to a glucose moiety and serves as a biosynthetic precursor to coumarin. It exerts antioxidant and anti-inflammatory cytoprotective effects by scavenging free radicals and modulating inflammatory signaling pathways. It is used to study phenylpropanoid pathways, enzymatic hydrolysis, and coumarin formation in plants. It is for research use only. |
| Molecular Formula |
C15H18O8
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|---|---|
| Molecular Weight |
326.30
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| Exact Mass |
326.1
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| CAS # |
618-67-7
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| Related CAS # |
cis-Melilotoside;2446-60-8
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| PubChem CID |
5280759
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| Appearance |
White to off-white solid powder
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| LogP |
-0.4
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| Hydrogen Bond Donor Count |
5
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| Hydrogen Bond Acceptor Count |
8
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| Rotatable Bond Count |
5
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| Heavy Atom Count |
23
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| Complexity |
426
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| Defined Atom Stereocenter Count |
5
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| SMILES |
C1=CC=C(C(=C1)/C=C/C(=O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
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| InChi Key |
GVRIYIMNJGULCZ-ZMKUSUEASA-N
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| InChi Code |
InChI=1S/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-2-1-3-8(9)5-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/b6-5+/t10-,12-,13+,14-,15-/m1/s1
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| Chemical Name |
(E)-3-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid
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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: 100 mg/mL (306.47 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.66 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 (7.66 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 saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. View More
Solubility in Formulation 3: 2.5 mg/mL (7.66 mM) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.0647 mL | 15.3233 mL | 30.6466 mL | |
| 5 mM | 0.6129 mL | 3.0647 mL | 6.1293 mL | |
| 10 mM | 0.3065 mL | 1.5323 mL | 3.0647 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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