A monolignol with anti-inflammatory and antinociceptive activities
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Sinapyl Alcohol

Item No. 33916

Technical Information
Formal Name
4-(3-hydroxy-1-propen-1-yl)-2,6-dimethoxy-phenol
CAS Number
537-33-7
Molecular Formula
C11H14O4
Formula Weight
Purity
≥95%
A solid (stabilized with MEHQ, 0.2% w/w)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
223, 276 nm
SMILES
OC1=C(OC)C=C(C=CCO)C=C1OC
InChi Code
InChI=1S/C11H14O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13H,5H2,1-2H3
InChi Key
LZFOPEXOUVTGJS-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Sinapyl alcohol is a monolignol and an aglycone form of syringin (Item No. 22387) that has been found in Populus alba and has anti-inflammatory and antinociceptive activities.1,2 It is a precursor in the biosynthesis of lignin.1 Sinapyl alcohol (50, 100, and 200 µM) reduces LPS-induced production of nitrite, prostaglandin E2 (PGE2; Item No. 14010), and TNF-α in RAW 264.7 cells.2 Sinapyl alcohol (20 and 30 mg/kg) inhibits acetic acid-induced writhing and increases the latency to paw licking in the hot plate test in mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shigeto, J., Ueda, Y., Sasaki, S., et alEnzymatic activities for lignin monomer intermediates highlight the biosynthetic pathway of syringyl monomers in Robinia pseudoacacia. J. Plant Res. 130(1), 203-210 (2017).

    2. Choi, J., Shin, K.-M., Park, H.-J., et alAnti-inflammatory and antinociceptive effects of sinapyl alcohol and its glucoside syringin. Planta Med. 70(11), 1027-1032 (2004).