Thymoquinone

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 Edit this at Wikidata
UNII
  • InChI=1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3 checkY
    Key: KEQHJBNSCLWCAE-UHFFFAOYSA-N checkY
  • CC1=CC(=O)C(=CC1=O)C(C)C
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).
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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

References

  1. ^ 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.
  2. ^ 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.
  3. ^ 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.
  4. ^ "Kalonji". Drugs.com. 2 July 2025. Retrieved 23 February 2026.