Thymoquinone information

Thymoquinone
Names
	Preferred IUPAC name 2-Methyl-5-(propan-2-yl)cyclohexa-2,5-diene-1,4-dione
	Other names Thymoquinone
Identifiers
CAS Number	490-91-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:113532;
ChEMBL	ChEMBL1672002 ;
ChemSpider	9861 ;
ECHA InfoCard	100.007.020
PubChem CID	10281;
UNII	O60IE26NUF ;
CompTox Dashboard (EPA)	DTXSID9060079 ;
	InChI InChI=1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3 Key: KEQHJBNSCLWCAE-UHFFFAOYSA-N ;
	SMILES CC1=CC(=O)C(=CC1=O)C(C)C;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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.

It has been classified as a pan-assay interference compound, which binds indiscriminately to many proteins.^[1] It is under preliminary research to identify its possible biological properties.^[2]^[3]^[4]

^ 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.
^ Farkhondeh T, Samarghandian S, Borji A (September 2017). "An overview on cardioprotective and anti-diabetic effects of thymoquinone". Asian Pacific Journal of Tropical Medicine. 10 (9): 849–854. doi:10.1016/j.apjtm.2017.08.020. PMID 29080612.
^ Ali, Md Yousuf; Akter, Zakia; Mei, Zhiqiang; et al. (February 2021). "Thymoquinone in autoimmune diseases: Therapeutic potential and molecular mechanisms". Biomedicine & Pharmacotherapy. 134: 111157. doi:10.1016/j.biopha.2020.111157. ISSN 1950-6007. PMID 33370631. S2CID 229714190.
^ Abdelrahim, Maen; Esmail, Abdullah; Al Saadi, Noor; Zsigmond, Eva; Al Najjar, Ebtesam; Bugazia, Doaa; Al-Rawi, Hadeel; Alsaadi, Ayat; Kaseb, Ahmed O. (5 April 2022). "Thymoquinone's Antiviral Effects: It is Time to be Proven in the Covid-19 Pandemic Era and its Omicron Variant Surge". Frontiers in Pharmacology. 13. doi:10.3389/fphar.2022.848676. PMC 9022724. PMID 35462919.

[1] 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.

[2] Farkhondeh T, Samarghandian S, Borji A (September 2017). "An overview on cardioprotective and anti-diabetic effects of thymoquinone". Asian Pacific Journal of Tropical Medicine. 10 (9): 849–854. doi:10.1016/j.apjtm.2017.08.020. PMID 29080612.

[3] Ali, Md Yousuf; Akter, Zakia; Mei, Zhiqiang; et al. (February 2021). "Thymoquinone in autoimmune diseases: Therapeutic potential and molecular mechanisms". Biomedicine & Pharmacotherapy. 134: 111157. doi:10.1016/j.biopha.2020.111157. ISSN 1950-6007. PMID 33370631. S2CID 229714190.

[4] Abdelrahim, Maen; Esmail, Abdullah; Al Saadi, Noor; Zsigmond, Eva; Al Najjar, Ebtesam; Bugazia, Doaa; Al-Rawi, Hadeel; Alsaadi, Ayat; Kaseb, Ahmed O. (5 April 2022). "Thymoquinone's Antiviral Effects: It is Time to be Proven in the Covid-19 Pandemic Era and its Omicron Variant Surge". Frontiers in Pharmacology. 13. doi:10.3389/fphar.2022.848676. PMC 9022724. PMID 35462919.

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