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MedKoo Cat#: 526274 | Name: Thymoquinone
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Thymoquinone is a polo-Box Domain (PBD) inhibitor, also acting as an alkylating agent.

Chemical Structure

Thymoquinone
Thymoquinone
CAS#490-91-5

Theoretical Analysis

MedKoo Cat#: 526274

Name: Thymoquinone

CAS#: 490-91-5

Chemical Formula: C10H12O2

Exact Mass: 164.0837

Molecular Weight: 164.20

Elemental Analysis: C, 73.15; H, 7.37; O, 19.49

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 weeks
10g USD 385.00 2 weeks
25g USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Thymoquinone; NSC 2228; NSC-2228; NSC2228
IUPAC/Chemical Name
2-Methyl-5-propan-2-ylcyclohexa-2,5-diene-1,4-dione
InChi Key
KEQHJBNSCLWCAE-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3
SMILES Code
O=C1C(C)=CC(C(C(C)C)=C1)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 164.20 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Karaca G, Aydin O, Pehlivanli F, Altunkaya C, Uzun H, Güler O. Effectiveness of thymoquinone, zeolite, and platelet-rich plasma in model of corrosive oesophagitis induced in rats. Ann Surg Treat Res. 2017 Jun;92(6):396-401. doi: 10.4174/astr.2017.92.6.396. Epub 2017 May 29. PubMed PMID: 28580343; PubMed Central PMCID: PMC5453871. 2: Alobaedi OH, Talib WH, Basheti IA. Antitumor effect of thymoquinone combined with resveratrol on mice transplanted with breast cancer. Asian Pac J Trop Med. 2017 Apr;10(4):400-408. doi: 10.1016/j.apjtm.2017.03.026. Epub 2017 Apr 7. PubMed PMID: 28552110. 3: Velagapudi R, El-Bakoush A, Lepiarz I, Ogunrinade F, Olajide OA. AMPK and SIRT1 activation contribute to inhibition of neuroinflammation by thymoquinone in BV2 microglia. Mol Cell Biochem. 2017 May 27. doi: 10.1007/s11010-017-3064-3. [Epub ahead of print] PubMed PMID: 28551846. 4: Ozer EK, Goktas MT, Toker A, Pehlivan S, Bariskaner H, Ugurluoglu C, Iskit AB. Thymoquinone protects against the sepsis induced mortality, mesenteric hypoperfusion, aortic dysfunction and multiple organ damage in rats. Pharmacol Rep. 2017 Mar 24;69(4):683-690. doi: 10.1016/j.pharep.2017.02.021. [Epub ahead of print] PubMed PMID: 28549307. 5: Mahmud HA, Seo H, Kim S, Islam MI, Nam KW, Cho HD, Song HY. Thymoquinone (TQ) inhibits the replication of intracellular Mycobacterium tuberculosis in macrophages and modulates nitric oxide production. BMC Complement Altern Med. 2017 May 25;17(1):279. doi: 10.1186/s12906-017-1786-0. PubMed PMID: 28545436; PubMed Central PMCID: PMC5445392. 6: Ebrahimi SS, Oryan S, Izadpanah E, Hassanzadeh K. Thymoquinone exerts neuroprotective effect in animal model of Parkinson's disease. Toxicol Lett. 2017 Jul 5;276:108-114. doi: 10.1016/j.toxlet.2017.05.018. Epub 2017 May 17. PubMed PMID: 28526446. 7: Archambault V, Normandin K. Several inhibitors of the Plk1 Polo-Box Domain turn out to be non-specific protein alkylators. Cell Cycle. 2017 May 19:1-5. doi: 10.1080/15384101.2017.1325043. [Epub ahead of print] PubMed PMID: 28521657. 8: Hosseinian S, Rad AK, Bideskan AE, Soukhtanloo M, Sadeghnia H, Shafei MN, Motejadded F, Mohebbati R, Shahraki S, Beheshti F. Thymoquinone ameliorates renal damage in unilateral ureteral obstruction in rats. Pharmacol Rep. 2017 Mar 14;69(4):648-657. doi: 10.1016/j.pharep.2017.03.002. [Epub ahead of print] PubMed PMID: 28521173. 9: Hao DC, He CN, Shen J, Xiao PG. Anticancer Chemodiversity of Ranunculaceae Medicinal Plants: Molecular Mechanisms and Functions. Curr Genomics. 2017 Feb;18(1):39-59. doi: 10.2174/1389202917666160803151752. Review. PubMed PMID: 28503089; PubMed Central PMCID: PMC5321773. 10: Elsherbiny NM, Maysarah NM, El-Sherbiny M, Al-Gayyar MM. Renal protective effects of thymoquinone against sodium nitrite-induced chronic toxicity in rats: Impact on inflammation and apoptosis. Life Sci. 2017 May 8. pii: S0024-3205(17)30224-2. doi: 10.1016/j.lfs.2017.05.005. [Epub ahead of print] PubMed PMID: 28495515. 11: Khan MA, Tania M, Fu S, Fu J. Thymoquinone, as an anticancer molecule: from basic research to clinical investigation. Oncotarget. 2017 Apr 18. doi: 10.18632/oncotarget.17206. [Epub ahead of print] Review. PubMed PMID: 28489566. 12: Kalam MA, Raish M, Ahmed A, Alkharfy KM, Mohsin K, Alshamsan A, Al-Jenoobi FI, Al-Mohizea AM, Shakeel F. Oral bioavailability enhancement and hepatoprotective effects of thymoquinone by self-nanoemulsifying drug delivery system. Mater Sci Eng C Mater Biol Appl. 2017 Jul 1;76:319-329. doi: 10.1016/j.msec.2017.03.088. Epub 2017 Mar 14. PubMed PMID: 28482534. 13: Benhelima A, Kaid-Omar Z, Hemida H, Benmahdi T, Addou A. NEPHROPROTECTIVE AND DIURETIC EFFECT OF NIGELLA SATIVA L SEEDS OIL ON LITHIASIC WISTAR RATS. Afr J Tradit Complement Altern Med. 2016 Sep 29;13(6):204-214. doi: 10.21010/ajtcam.v13i6.30. eCollection 2016. PubMed PMID: 28480381; PubMed Central PMCID: PMC5412196. 14: A G, S D. THE SERUM PROTEIN FRACTIONS IN THYMOQUINONE TREATED RATS. Afr J Tradit Complement Altern Med. 2016 Sep 29;13(6):27-31. doi: 10.21010/ajtcam.v13i6.6. eCollection 2016. PubMed PMID: 28480357; PubMed Central PMCID: PMC5412198. 15: Vignesh Kumar SK, Renuka Devi P, Harish S, Hemananthan E. Synthesis and characterisation of PEG modified chitosan nanocapsules loaded with thymoquinone. IET Nanobiotechnol. 2017 Feb;11(1):104-112. doi: 10.1049/iet-nbt.2016.0055. PubMed PMID: 28476970. 16: Arshad Malik MS, Al Jaouni SK, Harakeh SM, Arshad Malik MF. Review-Therapeutic implications of Nigella sativa against cancer metastasis. Pak J Pharm Sci. 2016 Sep;29(5 Suppl):1881-1884. PubMed PMID: 28476718. 17: Luo Q, Zhu L, Ren Z, Shao Y, Xie Y, Feng Y, Li B, Chen Y. Involvement of microRNA-146a in the inflammatory response of status epilepticus rats. CNS Neurol Disord Drug Targets. 2017 May 5. doi: 10.2174/1871527316666170505123956. [Epub ahead of print] PubMed PMID: 28474544. 18: Laskar AA, Khan MA, Askari F, Younus H. Thymoquinone binds and activates human salivary aldehyde dehydrogenase: Potential therapy for the mitigation of aldehyde toxicity and maintenance of oral health. Int J Biol Macromol. 2017 May 1;103:99-110. doi: 10.1016/j.ijbiomac.2017.04.112. [Epub ahead of print] PubMed PMID: 28472683. 19: Yuksel S, Tasdemir S, Korkmaz S. Protective effect of thymoquinone against cyclophosphamide-induced genotoxic damage in human lymphocytes. Bratisl Lek Listy. 2017;118(4):208-211. doi: 10.4149/BLL_2017_041. PubMed PMID: 28471230. 20: Velagapudi R, Kumar A, Bhatia HS, El-Bakoush A, Lepiarz I, Fiebich BL, Olajide OA. Inhibition of neuroinflammation by thymoquinone requires activation of Nrf2/ARE signalling. Int Immunopharmacol. 2017 Jul;48:17-29. doi: 10.1016/j.intimp.2017.04.018. Epub 2017 May 3. PubMed PMID: 28458100.