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Coniferaldehyde

Cat No.:V30508 Purity: ≥98%
Coniferogenic (4-Hydroxy-3-methoxycinnamaldehyde) is a potent inducer of hemeoxygenase-1 (HO-1).
Coniferaldehyde
Coniferaldehyde Chemical Structure CAS No.: 458-36-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
Other Sizes
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Product Description
Coniferogenic (4-Hydroxy-3-methoxycinnamaldehyde) is a potent inducer of hemeoxygenase-1 (HO-1). In RAW264.7 macrophages, Coniferogenic inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1-dependent pathway. Coniferogenic has antioxidant and anti~inflammatory activity.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Coniferyl aldehyde (0.1–5 μM; generated for 1 hour, then treated for 24 hours) strongly reduces LPS-induced NO generation and cell death in a quantitative coupling manner, while also acting as a cytoprotective against LPS-induced cell death [1]. (0.5–5 μM; 4–24 hours) dramatically boosts the expression of HO-1 and Nrf-2 nuclear translocation. Furthermore, coniferyl aldehyde raises PKCα/PKCβ II phosphorylation [1]. [1]
ln Vivo
In knee articular cartilage, coniferaldehyde (0.05 mmol kg/day; i.p.; 6 weeks) stimulates Nrf2 signaling immunity and sustained primary chondrocytes. In OA arthritis, coniferaldehyde can lessen cartilage degradation [2].
Cell Assay
Cell Viability Assay[1]
Cell Types: Raw264.7 cells induced with LPS
Tested Concentrations: 0.1μM, 0.5μM, 1μM, 2μM, 5μM
Incubation Duration: 1 hour pretreatment, then 24 hrs (hours) treatment
Experimental Results: Inhibition of LPS-induced NO production and cell death.

Western Blot Analysis[1]
Cell Types: Raw264.7 Cell
Tested Concentrations: 0.5 μM, 1 μM, 2 μM, 5 μM
Incubation Duration: 4 hrs (hours), 8 hrs (hours), 12 hrs (hours), 24 hrs (hours)
Experimental Results: HO-1 protein levels increased dose and time dependent manner.
Animal Protocol
Animal/Disease Models: B6 male mice (26 g; 8-10 weeks old), surgically induced osteoarthritis (OA) [2]
Doses: 0.05 mmol kg/day (approximately 8.9 mg/kg)
Route of Administration: intraperitoneal (ip) injection ; Sustained for 6 weeks
Experimental Results: Dramatically diminished medial meniscus cartilage damage in unstable mice.
References

[1]. Coniferaldehyde inhibits LPS-induced apoptosis through the PKC α/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells. Environ Toxicol Pharmacol. 2016 Dec;48:85-93.

[2]. Coniferaldehyde prevents articular cartilage destruction in a murine model via Nrf2/HO‑1 pathway. Mol Med Rep. 2021 Mar;23(3):224.

Additional Infomation
Coniferyl aldehyde is a member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3. It has a role as an antifungal agent and a plant metabolite. It is a member of cinnamaldehydes, a phenylpropanoid and a member of guaiacols. It is functionally related to an (E)-cinnamaldehyde.
4-Hydroxy-3-methoxycinnamaldehyde has been reported in Camellia sinensis, Magnolia officinalis, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H10O3
Molecular Weight
178.1846
Exact Mass
178.062
CAS #
458-36-6
PubChem CID
5280536
Appearance
Light yellow to brown solid powder
Density
1.2±0.1 g/cm3
Boiling Point
338.8±27.0 °C at 760 mmHg
Melting Point
80-82ºC(lit.)
Flash Point
136.8±17.2 °C
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.593
LogP
1.35
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Heavy Atom Count
13
Complexity
189
Defined Atom Stereocenter Count
0
SMILES
COC1=C(C=CC(=C1)/C=C/C=O)O
InChi Key
DKZBBWMURDFHNE-NSCUHMNNSA-N
InChi Code
InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+
Chemical Name
(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
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: 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)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~561.23 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1 mg/mL (5.61 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 10.0 mg/mL clear DMSO stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 to the above solution and mix evenly; then add 450 μL of 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: ≥ 1 mg/mL (5.61 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 10.0 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: ≥ 1 mg/mL (5.61 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 10.0 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 5.6123 mL 28.0615 mL 56.1230 mL
5 mM 1.1225 mL 5.6123 mL 11.2246 mL
10 mM 0.5612 mL 2.8062 mL 5.6123 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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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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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
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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