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Syringyl Alcohol

Cat No.:V30272 Purity: ≥98%
Syringyl Alcohol (Syringic Alcohol) is a phenol analogue.
Syringyl Alcohol
Syringyl Alcohol Chemical Structure CAS No.: 530-56-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Syringyl Alcohol (Syringic Alcohol) is a phenol analogue.
Syringyl Alcohol (CAS#: 530-56-3), also known as 4-Hydroxy-3,5-dimethoxybenzyl alcohol, is a lignin monomer found in many vascular plants that contributes to the structural integrity and rigidity of plant cell walls. It has been used as an anti-inflammatory agent, an antihistamine, an anticoagulant, and an antioxidant. The compound participates in lignin biosynthesis, a complex polymer that provides structural support for plant cell walls, and plays a role in plant defense mechanisms against environmental stress and pathogens. It is significant in biomass research, biofuel production, and the study of lignin degradation pathways. Its molecular formula is C9H12O4 with a molecular weight of 184.19 g/mol.
Biological Activity I Assay Protocols (From Reference)
Targets
Syringyl Alcohol targets multiple biological pathways involved in inflammation, oxidative stress, and coagulation. As a lignin monomer, it participates in lignin biosynthesis and plant cell wall formation. The compound exhibits antioxidant activity by scavenging free radicals. Its anti-inflammatory activity involves modulation of inflammatory mediators. As an antihistamine, it may target histamine receptors. Its anticoagulant activity suggests inhibition of coagulation factors. The compound also has antiviral properties.
ln Vitro
In vitro, Syringyl Alcohol demonstrates anti-inflammatory, antihistamine, anticoagulant, and antioxidant activities. Among lignin monomers, syringyl alcohol exhibits potent antioxidant properties. The compound has been used as a solvent for dyes and paints. Its antioxidant activity is assessed by measuring free radical scavenging using DPPH or other assays. The compound's anti-inflammatory effects are evaluated by measuring inhibition of pro-inflammatory mediators. Its antiviral properties have been reported.
ln Vivo
In vivo, Syringyl Alcohol has been studied for its anti-inflammatory, antihistamine, anticoagulant, and antioxidant effects. The compound plays a role in plant defense mechanisms against environmental stress and pathogens. It is significant in biomass research, biofuel production, and the study of lignin degradation pathways. Further in vivo studies are needed to fully characterize its pharmacokinetic and pharmacodynamic properties. The compound is typically administered orally or via injection in preclinical studies.
Enzyme Assay
Syringyl Alcohol enzyme assays involve measuring its antioxidant, anti-inflammatory, and anticoagulant activities. Antioxidant activity is assessed using DPPH, ABTS, or other free radical scavenging assays. Anti-inflammatory activity is measured by assessing inhibition of COX, LOX, or pro-inflammatory cytokine production. Anticoagulant activity is evaluated using coagulation assays such as prothrombin time or activated partial thromboplastin time. Antihistamine activity may be assessed using histamine receptor binding assays. Assays are performed in appropriate buffer systems with positive controls such as known antioxidants (e.g., vitamin C).
Cell Assay
Syringyl Alcohol cell-based assays are conducted in various cell lines including inflammatory cells, immune cells, and other relevant cell types. Cells are cultured in appropriate media at 37°C with 5% CO2 and treated with Syringyl Alcohol at varying concentrations. Cell viability is assessed by MTT or CCK-8 assays. Inflammatory markers are measured by ELISA. Antioxidant activity is assessed by measuring intracellular ROS levels. Antihistamine activity may be assessed in cells expressing histamine receptors. Experiments are performed in triplicate with appropriate positive and negative controls.
Animal Protocol
Syringyl Alcohol in vivo studies are conducted in rodent models of inflammation, oxidative stress, and coagulation disorders. Animals are treated with Syringyl Alcohol via oral administration or injection. Disease progression is monitored by appropriate endpoints. For anti-inflammatory studies, animal models of inflammation may be used. For antioxidant studies, models of oxidative stress may be employed. For anticoagulant studies, animal models of thrombosis may be used. Animals are monitored for clinical signs. Tissues and blood samples are collected for histopathological and biochemical analysis at study endpoints. Studies are conducted in accordance with institutional animal care guidelines.
ADME/Pharmacokinetics
Syringyl Alcohol (MW 184.19 g/mol, C9H12O4) is a small phenolic compound. It is soluble in DMSO and other organic solvents. The compound is stable under recommended storage conditions. Syringyl Alcohol is a lignin monomer found in many vascular plants. Pharmacokinetic parameters such as half-life, bioavailability, and tissue distribution would be determined in species-specific studies. The compound is typically used in natural product chemistry and biomass research.
Toxicity/Toxicokinetics
Syringyl Alcohol is generally well-tolerated in preclinical studies. The compound is a natural lignin monomer found in many vascular plants. Its antioxidant, anti-inflammatory, antihistamine, and anticoagulant activities have been demonstrated with acceptable safety profiles. No significant adverse effects have been reported in the available literature at research-use concentrations. The compound is intended for research use only. Standard safety precautions should be followed when handling. Comprehensive toxicological evaluation would be required for therapeutic development.
Additional Infomation
Syringyl belongs to the phenolic class of compounds. Its structure consists of a phenolic hydroxyl group substituted with a hydroxymethyl group at position 4, and methoxy groups substituted at positions 2 and 6, respectively. It belongs to the phenolic, dimethoxybenzene, and benzyl alcohol classes. 4-Hydroxy-3,5-dimethoxybenzyl alcohol has been reported in mulberry (Morus cathayana), and relevant data are available.
Syringyl Alcohol (4-Hydroxy-3,5-dimethoxybenzyl alcohol) is a lignin monomer with anti-inflammatory, antihistamine, anticoagulant, and antioxidant activities. It participates in lignin biosynthesis and plant cell wall formation. The compound plays a role in plant defense mechanisms against environmental stress and pathogens. Syringyl Alcohol is significant in biomass research, biofuel production, and lignin degradation pathway studies. It also has antiviral properties. All applications are limited to non-human research use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H12O4
Molecular Weight
184.18918
Exact Mass
184.073
CAS #
530-56-3
PubChem CID
10741
Appearance
Typically exists as solid at room temperature
Density
1.2±0.1 g/cm3
Boiling Point
345.3±37.0 °C at 760 mmHg
Melting Point
50-57 °C(lit.)
Flash Point
162.7±26.5 °C
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.554
LogP
-0.41
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Heavy Atom Count
13
Complexity
137
Defined Atom Stereocenter Count
0
SMILES
COC1=C(C(=CC(=C1)CO)OC)O
InChi Key
LUOAEJWSKPQLJD-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H12O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-4,10-11H,5H2,1-2H3
Chemical Name
4-(hydroxymethyl)-2,6-dimethoxyphenol
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

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~542.92 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (13.57 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 (13.57 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (13.57 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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.4292 mL 27.1459 mL 54.2918 mL
5 mM 1.0858 mL 5.4292 mL 10.8584 mL
10 mM 0.5429 mL 2.7146 mL 5.4292 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.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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