A phenol with diverse biological activities
Related Products
Isomer(s)
365424-Allylcatechol
Parent Compound(s)
19871Ferulic Acid
Technical Support & Resources

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2-Methoxy-4-vinylphenol

Item No. 36427

Technical Information
Formal Name
4-ethenyl-2-methoxy-phenol
CAS Number
7786-61-0
Synonyms
  • MVP
  • 4-Vinylguaiacol
  • p-Vinylguaiacol
Molecular Formula
C9H10O2
Formula Weight
Purity
≥98%
A neat oil
Chloroform: Slightly solubleDMSO: Slightly solubleEthyl Acetate: Slightly solubleMethanol: Slightly soluble
λmax
212, 266 nm
SMILES
OC1=CC=C(C=C1OC)C=C
InChi Code
InChI=1S/C9H10O2/c1-3-7-4-5-8(10)9(6-7)11-2/h3-6,10H,1H2,2H3
InChi Key
YOMSJEATGXXYPX-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    2-Methoxy-4-vinylphenol is a phenol that has been found in S. brachiariae and has diverse biological activities.1,2 It is also a gut microbiota-derived active metabolite of the phenol ferulic acid (Item No. 19871).1 2-Methoxy-4-vinylphenol inhibits α-glucosidase, α-amylase, and tyrosinase (Kis = 47.7, 189, and 40.3 µg/ml, respectively).2 It induces cell cycle arrest at the S and G2/M phases and apoptosis in HT-29 colorectal cancer cells when used at a concentration of 1 mM.1 Formulations containing 2-methoxy-4-vinylphenol have been used as flavoring agents.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Luo, Y., Wang, C.-Z., Sawadogo, R., et al4-Vinylguaiacol, an active metabolite of ferulic acid by enteric microbiota and probiotics, possesses significant activities against drug-resistant human colorectal cancer cells. ACS Omega 6(7), 4551-4561 (2021).

    2. Nanok, K., and Sansenya, S. Combination effects of rice extract and five aromatic compounds against α-glucosidase, α-amylase and tyrosinase. J. Biosci. Bioeng. 132(1), 9-17 (2021).