Sinapaldehyde has moderate anti-bacterial effect against methicillin-resistant Staphylococcus aureus (MRSA0) and Escherichia coli, with MICs of 128 μg/mL.

Physicochemical Properties

Molecular Formula	C11H12O4
Molecular Weight	208.21
Exact Mass	208.073
CAS #	4206-58-0
PubChem CID	5280802
Appearance	White to yellow solid powder
Density	1.2±0.1 g/cm3
Boiling Point	372.3±37.0 °C at 760 mmHg
Melting Point	104-106ºC(lit.)
Flash Point	146.3±20.0 °C
Vapour Pressure	0.0±0.9 mmHg at 25°C
Index of Refraction	1.575
LogP	1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Heavy Atom Count	15
Complexity	213
Defined Atom Stereocenter Count	0
SMILES	COC1=CC(=CC(=C1O)OC)/C=C/C=O
InChi Key	CDICDSOGTRCHMG-ONEGZZNKSA-N
InChi Code	InChI=1S/C11H12O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-7,13H,1-2H3/b4-3+
Chemical Name	(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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)

Biological Activity

References

[1]. A New Coruleoellagic Acid Derivative From Stems of Rhodamnia Dumetorum. Nat Prod Res. 2018 Jul;32(14):1653-1659.

Additional Infomation

(E)-sinapaldehyde is a member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5. It has a role as an antifungal agent and a plant metabolite. It is a member of cinnamaldehydes, a dimethoxybenzene and a member of phenols. It is functionally related to an (E)-cinnamaldehyde. Sinapaldehyde has been reported in Magnolia officinalis, Tarenna attenuata, and other organisms with data available.

Solubility Data

Solubility (In Vitro)

DMSO : 50 mg/mL (240.14 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (12.01 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 (12.01 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.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	4.8028 mL	24.0142 mL	48.0284 mL
	5 mM	0.9606 mL	4.8028 mL	9.6057 mL
	10 mM	0.4803 mL	2.4014 mL	4.8028 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.