A quinone with diverse biological activities
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Thymohydroquinone

Item No. 27558

Technical Information
Formal Name
2-methyl-5-(1-methylethyl)-1,4-benzenediol
CAS Number
2217-60-9
Synonyms
  • NSC 34803
Molecular Formula
C10H14O2
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 1 mg/mLDMSO: 1 mg/mLEthanol: 2 mg/mLEthanol:PBS (pH 7.2) (1:9): 0.1mg/mL
λmax
204, 294 nm
SMILES
CC(C)C1=C(O)C=C(C)C(O)=C1
InChi Code
InChI=1S/C10H14O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6,11-12H,1-3H3
InChi Key
OQIOHYHRGZNZCW-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Thymohydroquinone is a quinone that has been found in N. sativa seeds and has diverse biological activities.1,2 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) free radicals in a cell-free assay (IC50 = 2.4 μg/ml) and has a Trolox equivalent value of 2.6 in an oxygen radical absorbance capacity (ORAC) assay when used at concentrations ranging from 1.6 to 6.4 μg/ml.1 Thymohydroquinone inhibits growth of A2780, OVCAR-8, and CIS-A2780 ovarian cancer cells (IC50s = 3.1, 8.9, and 9.8 μM, respectively), as well as immortalized human ovarian epithelial cells (IC50 = 14 μM).2 It is also active against P. falciparum in vitro (IC50 = 15.9 μM).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tesarova, H., Svobodova, B., Kokoska, L., et alDetermination of oxygen radical absorbance capacity of black cumin (Nigella sativa) seed quinone compounds. Nat. Prod. Commun. 6(2), 213-216 (2011).

    2. Johnson-Ajinwo, O.R., Ullah, I., Mbye, H., et alThe synthesis and evaluation of thymoquinone analogues as anti-ovarian cancer and antimalarial agents. Bioorg. Med. Chem. Lett. 28(7), 1219-1222 (2018).