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Thymohydroquinone

Catalog No. T35749   CAS 2217-60-9
Synonyms: Thymoquinol

Thymohydroquinone (Thymoquinol) is a monoterpenoid phenolic compound found in thyme, oregano, and other plants in the labiaceae family. Thymohydroquinone inhibits cancer cell growth, reduces oxidative stress and modulates inflammatory responses, scoured 2, 2-diphenyl-1-PicrylHydrazyl radicals in a cell-free assay (IC50 = 2.4 μg/ml), In the oxygen radical absorption capacity (ORAC) test at concentrations of 1.6 to 6.4 μg/ml, Its Trolox value was 2.6. Thymus hydroquinone inhibited the growth of A2780, OVCAR-8 and CIS-A2780 ovarian cancer cells (IC50 were 3.1, 8.9 and 9.8 μM, respectively) and human ovarian immortalized epithelial cells (IC50 = 14 μM). It also inhibited Plasmodium falciparum in vitro (IC50 = 15.9 μM).

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Thymohydroquinone Chemical Structure
Thymohydroquinone, CAS 2217-60-9
Pack Size Availability Price/USD Quantity
1 mg In stock $ 397.00
5 mg In stock $ 970.00
10 mg In stock $ 1,290.00
25 mg In stock $ 1,950.00
50 mg In stock $ 2,620.00
100 mg In stock $ 3,530.00
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Purity: 99.08%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Thymohydroquinone (Thymoquinol) is a monoterpenoid phenolic compound found in thyme, oregano, and other plants in the labiaceae family. Thymohydroquinone inhibits cancer cell growth, reduces oxidative stress and modulates inflammatory responses, scoured 2, 2-diphenyl-1-PicrylHydrazyl radicals in a cell-free assay (IC50 = 2.4 μg/ml), In the oxygen radical absorption capacity (ORAC) test at concentrations of 1.6 to 6.4 μg/ml, Its Trolox value was 2.6. Thymus hydroquinone inhibited the growth of A2780, OVCAR-8 and CIS-A2780 ovarian cancer cells (IC50 were 3.1, 8.9 and 9.8 μM, respectively) and human ovarian immortalized epithelial cells (IC50 = 14 μM). It also inhibited Plasmodium falciparum in vitro (IC50 = 15.9 μM).
Targets&IC50 OVCAR-8 cells:8.9 μM, CIS-A2780 cells:9.8 μM, A2780 cells:3.1 μM
In vitro Thymohydroquinone, a quinone compound derived from Nigella sativa seeds, exhibits a wide range of biological activities. It demonstrates potent scavenging activity against DPPH free radicals in a cell-free assay (IC50 = 2.4 μg/ml). In addition, thymohydroquinone exhibits a Trolox equivalent value of 2.6 in an oxygen radical absorbance capacity (ORAC) assay, when tested at concentrations ranging from 1.6 to 6.4 μg/ml. [1] Thymohydroquinone inhibits the 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).[2]
In vivo In vivo evaluation of the antitumor efficacy of Thymohydroquinone (THQ) was conducted using two murine tumor models, namely fibrosarcoma (FsaR) and squamous cell carcinoma (SCC VII). The antitumor effect of THQ was assessed by comparing the tumor growth kinetics between animals treated with four intratumoral injections of THQ at a dose of 5 mg/kg and control animals. In the in vitro study, THQ exhibited statistically significant cytotoxic activity (p < 0.01), which was dose-dependent. Moreover, the cytotoxic activity was more pronounced against tumor cells compared to L929 fibroblasts. The in vivo evaluation of THQ's antitumor activities resulted in a tumor growth inhibition (TGI) of 52%, and this effect was statistically significant (p < 0.05).[3]
Synonyms Thymoquinol
Molecular Weight 166.22
Formula C10H14O2
CAS No. 2217-60-9

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

Ethanol:PBS (pH 7.2) (1:9): 0.1 mg/mL

DMSO: 0.9 mg/mL (5.4 mM)

Ethanol: 1.8 mg/mL (10.8 mM)

DMF: 1 mg/mL

TargetMolReferences and Literature

1. Tesarova H, et al. Determination of oxygen radical absorbance capacity of black cumin (Nigella sativa) seed quinone compounds. Nat Prod Commun. 2011;6(2):213-216. 2. Johnson-Ajinwo OR, et al. The synthesis and evaluation of thymoquinone analogues as anti-ovarian cancer and antimalarial agents. Bioorg Med Chem Lett. 2018;28(7):1219-1222. 3. Ivankovic S, et al. The antitumor activity of thymoquinone and thymohydroquinone in vitro and in vivo. Exp Oncol. 2006;28(3):220-224.

Related compound libraries

This product is contained In the following compound libraries:
Traditional Chinese Medicine Monomer Library Anti-Inflammatory Traditional Chinese Medicine Compound Library Natural Product Library for HTS Mitochondria-Targeted Compound Library Antioxidant Compound Library Selected Plant-Sourced Compound Library Bioactive Compounds Library Max Anti-Cancer Compound Library Anti-Cancer Active Compound Library Anti-Parasitic Compound Library

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Keywords

Thymohydroquinone 2217-60-9 Immunology/Inflammation Metabolism NF-Κb oxidation-reduction Antioxidant Reactive Oxygen Species Thymoquinol inhibitor inhibit

 

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