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| 5mg |
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| 10mg |
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| 50mg |
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Tetrahydrocurcumin (THC; HZIV-812; HZIV81-2), a major curcumin metabolite, is a partially reduced derivative of curcumin, which is a naturally occurring compound found in turmeric (Curcuma longa). It exhibited anticancer activities against human breast cancer MCF-7 cells by the induction of mitochondrial apoptosis and cell cycle arrest in G2/M phase through the activation of p38 MAPK. Tetrahydrocurcumin is superior to curcumin in terms of water solubility, chemical stability, bioavailability, and anti-oxidative activity.
| ln Vitro |
Tetrahydrocurcumin (THC) may be better than curcumin because it contains a lot of desirable qualities that curcumin does not. At as low as 1 μM, tetrahydrocurcumin inhibits lipoxygenase. The inhibitory properties of tetrahydrocurcumin against CYP2C9, CYP3A4, CYP1A2, and CYP2D6 was evaluated. Tetrahydrocurcumin inhibits CYP2C9 and, to a lesser extent, CYP3A4 in a dose-dependent manner. The greatest inhibitory effects of tetrahydrocurcumin on CYP2C9 and CYP3A4 occur at 50 to 100 μM. Throughout the concentration range examined, tetrahydrocurcumin did not consistently inhibit CYP1A2 or CYP2D6 in response to dosage. In certain instances, the proportion of inhibition surpasses 100%. assessing how tetrahydrocurcumin affects the viability of cancer cells. Tetrahydrocurcumin was used to treat Sup-T1 cells (T-cell lymphoblastic lymphoma cells), and the MTS test was used to measure the drug's ability to induce growth suppression. The IC50 values for the drug were found to be in the mid-to-high micromolar range [1].
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| ln Vivo |
More than one absorption and distribution phase can be seen in serum tetrahydrocurcumin (THC) concentration versus time plots. First, a quick elimination phase was noticed, which was followed by a fast absorption phase with a mean Tmax of 6.8 μg/mL at one hour. Two redistributions with two smaller tetrahydrocurcumin maxima at six and twenty-four hours later, this was followed. The maximum values of both redistribution stages are comparable, at about 1 μg/mL. Urine can discharge up to 8 μg of unaltered tetrahydrocurcumin in a 24-hour period [1].
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| References | |
| Additional Infomation |
Tetrahydrocurcumin is a beta-diketone that is curcumin in which both of the double bonds have been reduced to single bonds. It has a role as a metabolite. It is a beta-diketone, a polyphenol and a diarylheptanoid. It is functionally related to a curcumin.
Tetrahydrocurcumin is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Tetrahydrocurcumin has been reported in Curcuma longa with data available. |
| Molecular Formula |
C₂₁H₂₄O₆
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|---|---|
| Molecular Weight |
372.41
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| Exact Mass |
372.157
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| CAS # |
36062-04-1
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| Related CAS # |
Tetrahydrocurcumin-d6;1794898-13-7
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| PubChem CID |
124072
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| Appearance |
White to off-white solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
564.1±45.0 °C at 760 mmHg
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| Melting Point |
95-97ºC
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| Flash Point |
196.2±22.2 °C
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| Vapour Pressure |
0.0±1.6 mmHg at 25°C
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| Index of Refraction |
1.575
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| LogP |
2.13
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
6
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| Rotatable Bond Count |
10
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| Heavy Atom Count |
27
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| Complexity |
437
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| Defined Atom Stereocenter Count |
0
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| InChi Key |
LBTVHXHERHESKG-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C21H24O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,24-25H,3-4,7-8,13H2,1-2H3
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| Chemical Name |
1,7-bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione
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| Synonyms |
HZIV 81-2HZIV-81-2HZIV81-2
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~100 mg/mL (~268.52 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.71 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (6.71 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.6852 mL | 13.4261 mL | 26.8521 mL | |
| 5 mM | 0.5370 mL | 2.6852 mL | 5.3704 mL | |
| 10 mM | 0.2685 mL | 1.3426 mL | 2.6852 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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