isovanillin
Sign in to saveIsovanillin is a phenolic aldehyde, an organic compound and isomer of vanillin. It is a selective inhibitor of aldehyde oxidase. It is not a substrate of that enzyme, and is metabolized by aldehyde dehydrogenase into isovanillic acid, which could make it a candidate drug for use in alcohol aversion therapy. Isovanillin can be used as a precursor in the chemical total synthesis of morphine. The proposed metabolism of isovanillin (and vanillin) in rat has been described in literature, and is part of the WikiPathways machine readable pathway collection.
Research
118 papers- Isovanillin decreases the virulence regulated by the quorum sensing system of Pseudomonas aeruginosa.Microbial pathogenesis · 2024
- A novel combination of isovanillin, curcumin, and harmine (GZ17-6.02) enhances cell death and alters signaling in actinic keratoses cells when compared to individual components and two-component combinations.Anti-cancer drugs · 2023
- Biological effects of bis-hydrazone compounds bearing isovanillin moiety on the aldose reductase.Bioorganic chemistry · 2021
- Isovanillin regulates gastric cancer cells apoptosis and metastasis by targeting ROS-mediated MAPK and PI3K signaling pathways.Anti-cancer drugs · 2026
- Radioiodination, nasal nanoformulation and preliminary evaluation of isovanillin: A new potential brain cancer-targeting agent.Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine · 2022
via PubMed
Wikidata facts
- Mass
- 152.047
Show 3 more facts
- chemical formula
- C₈H₈O₃
- canonical SMILES
- COC1=C(C=C(C=C1)C=O)O
- melting point
- 114
via Wikidata · CC0
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Article
2 sectionsContents
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- References
Isovanillin is a phenolic aldehyde, an organic compound and isomer of vanillin. It is a selective inhibitor of aldehyde oxidase. It is not a substrate of that enzyme, and is metabolized by aldehyde dehydrogenase into isovanillic acid, which could make it a candidate drug for use in alcohol aversion therapy. Isovanillin can be used as a precursor in the chemical total synthesis of morphine. The proposed metabolism of isovanillin (and vanillin) in rat has been described in literature, and is part of the WikiPathways machine readable pathway collection.
==See also== Vanillin 2-Hydroxy-5-methoxybenzaldehyde ortho-Vanillin 2-Hydroxy-4-methoxybenzaldehyde