Thymoquinone
| Names | |
|---|---|
| Preferred IUPAC name
2-Methyl-5-(propan-2-yl)cyclohexa-2,5-diene-1,4-dione | |
| Other names
Thymoquinone
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.007.020 |
PubChem CID
|
|
| UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
| Properties | |
| C10H12O2 | |
| Molar mass | 164.204 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Thymoquinone is a phytochemical compound found in the plant Nigella sativa. It is also found in select cultivated Monarda fistulosa plants, which can be steam distilled to produce an essential oil.[citation needed] Thymoquinone is also a major oxidation product of both thymol and its structural isomer, carvacrol.[1][2]
It has been classified as a pan-assay interference compound, which binds indiscriminately to many proteins.[3] It is under basic research to further identify its biological properties.[4]
See also
- Dithymoquinone, a dimer of thymoquinone
- 2,5-Dimethoxy-p-cymene
References
- ^ Günay T, Çimen Y, Karabacak RB, Türk H (2016). "Oxidation of Thymol and Carvacrol to Thymoquinone with KHSO5 Catalyzed by Iron Phthalocyanine Tetrasulfonate in a Methanol–Water Mixture". Catalysis Letters. 146 (11): 2306–2312. doi:10.1007/s10562-016-1850-2. ISSN 1011-372X. Retrieved 22 February 2026.
- ^ Kani İ (2025). "Homogeneous catalytic oxidation of thymol with dinuclear Cu(II)-2-phenyl propionate-bipyridine complex". Polyhedron. 266 117312. doi:10.1016/j.poly.2024.117312. Retrieved 22 February 2026.
- ^ Baell JB (March 2016). "Feeling Nature's PAINS: Natural Products, Natural Product Drugs, and Pan Assay Interference Compounds (PAINS)". Journal of Natural Products. 79 (3): 616–28. doi:10.1021/acs.jnatprod.5b00947. PMID 26900761.
- ^ "Kalonji". Drugs.com. 2 July 2025. Retrieved 23 February 2026.
