A natural anti-cancer phytochemical
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Thymoquinone

Item No. 15039

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione
CAS Number
490-91-5
Synonyms
  • NSC 2228
Molecular Formula
C10H12O2
Formula Weight
164.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 14 mg/mlEthanol: 16 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
253 nm
SMILES
O=C(C(C(C)C)=C1)C=C(C)C1=O
InChi Code
InChI=1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3
InChi Key
KEQHJBNSCLWCAE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $36

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    1 g

    $46

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    5 g

    $153

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    Cayman Chemical
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    Product Description

    Thymoquinone is a natural phytochemical isolated from the seeds of N. sativa.1 It has anti-inflammatory effects, blocking the synthesis of leukotrienes.2,1 Thymoquinone inhibits the growth of leukemia cells (IC50 = 1.5 μg/ml), inducing apoptosis by down-regulating the expression of Bcl-2 while up-regulating Bax expression.3 In addition to blocking cell proliferation and triggering apoptosis, thymoquinone (15 μM) suppresses STAT3-regulated gene expression and prevents angiogenesis.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Randhawa, M.A., and Alghamdi, M.S. Anticancer activity of Nigella sativa (black seed) - A review. Am. J. Chin. Med. 39(6), 1075-1091 (2011).

    2. Ragheb, A., Attia, A., Eldin, W.S., et al. The protective effect of thymoquinone, an anti-oxidant and anti-inflammatory agent, against renal injury: A review. Saudi J. Kidney Dis. Transpl. 20(5), 741-752 (2009).

    3. Salim, L.Z., Mohan, S., Othman, R., et al. Thymoquinone induces mitochondria-mediated apoptosis in acute lymphoblastic leukaemia in vitro. Molecules 18(9), 11219-11240 (2013).

    4. Banerjee, S., Padhye, S., Azmi, A., et al. Review on molecular and therapeutic potential of thymoquinone in cancer. Nutr. Cancer 62(7), 938-946 (2010).

    5. Li, F., Rajendran, P., and Sethi, G. Thymoquinone inhibits proliferation, induces apoptosis and chemosensitizes human multiple myeloma cells through suppression of signal transducer and activator of transcription 3 activation pathway. Br. J. Pharmacol. 161(3), 541-554 (2010).