Cat. No.: HY-N0893

Tetrahydrocurcumin

(Synonyms: HZIV 81-2)

2 Cited Publications

Customer Review

Based on 2 publication(s) in Google Scholar

Tetrahydrocurcumin is a Curcuminoid found in turmeric (Curcuma longa) that is produced by the reduction of Curcumin. Tetrahydrocurcumin inhibit CYP2C9 and CYP3A4.

For research use only. We do not sell to patients.

Purity: 98.96%
CAS No.: 36062-04-1
Formula: C₂₁H₂₄O₆
Molecular Weight:372.41

Storage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year

Tetrahydrocurcumin Chemical Structure

CAS No.: 36062-04-1

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Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (2)
Solvent & Solubility
- In Vitro
- In Vivo
Protocol
Purity & Documentation
References
Help & FAQs
Bioz

Biological Activity

Description

Tetrahydrocurcumin is a Curcuminoid found in turmeric (Curcuma longa) that is produced by the reduction of Curcumin. Tetrahydrocurcumin inhibit CYP2C9 and CYP3A4.

IC₅₀ & Target^[1]

CYP2C9

CYP3A4

Autophagy

All Cytochrome P450 Isoforms :

All Endogenous Metabolite Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
HaCaT	IC₅₀	>50 μM Compound: 4	Inhibition of STAT3 transcriptional activity in human HaCaT cells after 6 hrs by luciferase reporter gene assay Inhibition of STAT3 transcriptional activity in human HaCaT cells after 6 hrs by luciferase reporter gene assay	[PMID: 24920381]
HEK293	EC₅₀	120 μM Compound: 31	Cytotoxicity against HEK293 cells after 16 hrs by alamar blue assay Cytotoxicity against HEK293 cells after 16 hrs by alamar blue assay	[PMID: 20004045]
LNCaP	IC₅₀	>50 μM Compound: 4	Cytotoxicity against human LNCAP cells assessed as cell viability after 24 hrs by MTT assay Cytotoxicity against human LNCAP cells assessed as cell viability after 24 hrs by MTT assay	[PMID: 24920381]
PBMC	IC₅₀	>50 μM Compound: 4	Cytotoxicity against human PBMCs assessed as cell viability after 24 hrs by MTT assay Cytotoxicity against human PBMCs assessed as cell viability after 24 hrs by MTT assay	[PMID: 24920381]

In Vitro

Tetrahydrocurcumin (THC) has a number of attractive properties not shared with Curcumin that may make it superior. Tetrahydrocurcumin inhibited lipoxygenase as low as 1 μM. Tetrahydrocurcumin is tested for its ability to inhibit CYP2C9, CYP3A4, CYP1A2 and CYP2D6. Tetrahydrocurcumin yields dose-dependent inhibition of CYP2C9, and to a lesser extent, CYP3A4. Tetrahydrocurcumin exhibits maximum inhibition of CYP2C9 and CYP3A4 at 50 to 100 μM. Tetrahydrocurcumin does not show a consistent dose-response inhibition of CYP1A2 or CYP2D6 over the range of concentrations tested. In some cases, the percent inhibition exceeds 100%. The effect of Tetrahydrocurcumin on cancer cell viability is measured. Sup-T1 cells, T-cell lymphoblastic lymphoma cells, are treated with Tetrahydrocurcumin to determine its ability to induce growth inhibition using an MTS assay, and the corresponding IC50 values are in the mid-to-high micromolar range^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

The serum Tetrahydrocurcumin (THC) concentration versus time curve shows that more than one absorption and distribution phase is present. Initially, a rapid absorption phase with an average Tmax of 6.8 μg/mL at 1 h is observed, followed by a short elimination phase. This is followed by two redistributions with two smaller Tetrahydrocurcumin maxima at 6 and 24 h. Both redistribution phases has similar maxima of about 1 μg/mL. The total amount of Tetrahydrocurcumin excrets unchanged in urine was up to 8 μg at 24 h^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS No. 36062-04-1
Appearance Solid
Molecular Weight 372.41
Formula C₂₁H₂₄O₆
Color White to off-white
SMILES

O=C(CC(CCC1=CC=C(O)C(OC)=C1)=O)CCC2=CC=C(O)C(OC)=C2
Synonyms

HZIV 81-2
Structure Classification
- Phenols
- Polyphenols
Initial Source
- Microorganisms
- Endogenous metabolite
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Publications (2)

All In Vivo ImagingIn Vivo Efficacy StudyApoptosis AnalysisWBIF

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Journal Impact Factor

J Adv Res

Tetrahydrocurcumin targets TRIP13 inhibiting the interaction of TRIP13/USP7/c-FLIP to mediate c-FLIP ubiquitination in triple-negative breast cancer. [Abstract]

2024 Nov 5:S2090-1232(24)00496-X. PMID: 39505147

Tetrahydrocurcumin purchased from MedChemExpress. Usage Cited in: J Adv Res. 2024 Nov 5:S2090-1232(24)00496-X. [Abstract]

Time course of in vivo bioluminescence imaging of the 4 T1 cell orthotopic breast cancer treated with Tween·H2O, 5-FU and Tetrahydrocurcumin (THC) (40, 80, 120 mg/kg) from Day 0 (Day of effector cells infusion) to Day 21, and quantitative analysis of fluorescence intensities.

Tetrahydrocurcumin purchased from MedChemExpress. Usage Cited in: J Adv Res. 2024 Nov 5:S2090-1232(24)00496-X. [Abstract]

The representative images of isolated tumors derived from MDA-MB-231 xenografts in nude mice at 21 days after treated with Tween·H2O and Tetrahydrocurcumin (THC) (40, 80, 120 mg/kg).

Tetrahydrocurcumin purchased from MedChemExpress. Usage Cited in: J Adv Res. 2024 Nov 5:S2090-1232(24)00496-X. [Abstract]

The apoptosis ratios of MDA-MB-231, and MDA-MB-468 cells treated with different concentrations of Tetrahydrocurcumin (THC) (0, 50, 100 and 200 μM) for 24,48,72 h.

Tetrahydrocurcumin purchased from MedChemExpress. Usage Cited in: J Adv Res. 2024 Nov 5:S2090-1232(24)00496-X. [Abstract]

The expressions of TRIP13 were determined after different concentrations of Tetrahydrocurcumin (THC) (0, 12.5, 25, 50, 100 and 200 μM) for 72 h in MDA-MB-231and MDA-MB-468 cells by western blot assay.

Tetrahydrocurcumin purchased from MedChemExpress. Usage Cited in: J Adv Res. 2024 Nov 5:S2090-1232(24)00496-X. [Abstract]

The colocalization of TRIP13 (red)/c-FLIP (green), USP7 (red)/TRIP13 (green), USP7 (red)/c-FLIP (green) and DAPI to stain nuclei (blue) after treatment with Tetrahydrocurcumin (THC) in MDA-MB-231 and MDA-MB-468 cells.
Rev Psiquiatr Clin

2023 Sep 13, 50(6).

Solvent & Solubility

In Vitro:

DMSO : 100 mg/mL (268.52 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

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

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Molarity Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

Dilution Calculator

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

Concentration _(start) Concentration _(start)

Volume _(start) Volume _(start)

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Volume _(final) Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.5 mg/mL (6.71 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (6.71 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Protocol

Cell Assay^[1]

Sup-T1 cells are cultured in RPMI 1640 supplemented with 10% FBS and 1% Penicillin/Streptomycin at 37°C and 5% CO₂2. 2×10⁵ cells/mL are seeded in each well and Tetrahydrocurcumin, Curcumin and Calebin-A, at 0.1, 0.5, 1.0, 5.0, 10.0, 50.0 and 100.0 μM dissolved in DMSO, are added to their respective wells and incubated for 24, 48 and 72 h. The MTS reagent is added and incubated for 4 h. Absorbance is recorded at 490 nm in Synergy HT multi-well plate reader and Gen5 data analysis software^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Administration^[1]

Rats^[1]
Surgically-modified, exposed jugular vein-catheterized, adult male CD Sprague-Dawley rats (250–300 g) ared used. Each rat is placed in a separate metabolic cage and fasted for 12 h prior to dosing with free access to water. On the day of experiment, the animals (N=3) receive a single dose of Tetrahydrocurcumin by oral gavage (500 mg/kg) in a volume not exceeding 1 mL. Animals have free access to water pre- and post-dosing, and food is provided 2 hours post-dosing. A series of blood samples (0.3 mL) are collected at 0, 15 and 30 min, and 1, 2, 4, 6, 12, 24, 48 and 72 h post-dose. At 72 h after administration, the animals are euthanized and exsanguinated. Immediately after each blood collection time point (except the terminal point), the cannula is flushed with 0.3 mL of 0.9% saline to replenish the collected blood volume. The dead volume of the cannula is replaced with sterile heparin/50% dextrose catheter lock solution to maintain the patency of the cannula as advised in the technical sheet supplied with the animals from Charles River. Following centrifugation of blood samples at 15,000 rpm for 5 min, serum is collected and placed into 2 mL tubes at -20°C until further analysis. Urine samples are collected at 0, 2, 6, 12, 24, 48 and 72 h post-dose and placed in 15 mL tubes. The exact urine volume of each sample is recorded then stored at -20°C until further analysis^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (275 KB)
SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Novaes JT, et al. Disposition, Metabolism and Histone Deacetylase and Acetyltransferase Inhibition Activity of Tetrahydrocurcumin and Other Curcuminoids. Pharmaceutics. 2017 Oct 12;9(4). pii: E45. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	2.6852 mL	13.4261 mL	26.8521 mL	67.1303 mL
	5 mM	0.5370 mL	2.6852 mL	5.3704 mL	13.4261 mL
	10 mM	0.2685 mL	1.3426 mL	2.6852 mL	6.7130 mL
	15 mM	0.1790 mL	0.8951 mL	1.7901 mL	4.4754 mL
	20 mM	0.1343 mL	0.6713 mL	1.3426 mL	3.3565 mL
	25 mM	0.1074 mL	0.5370 mL	1.0741 mL	2.6852 mL
	30 mM	0.0895 mL	0.4475 mL	0.8951 mL	2.2377 mL
	40 mM	0.0671 mL	0.3357 mL	0.6713 mL	1.6783 mL
	50 mM	0.0537 mL	0.2685 mL	0.5370 mL	1.3426 mL
	60 mM	0.0448 mL	0.2238 mL	0.4475 mL	1.1188 mL
	80 mM	0.0336 mL	0.1678 mL	0.3357 mL	0.8391 mL
	100 mM	0.0269 mL	0.1343 mL	0.2685 mL	0.6713 mL

Keywords

Tetrahydrocurcumin

2 Cited Publications

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Tetrahydrocurcumin

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Publications Citing Use of MedChemExpress (MCE) Tetrahydrocurcumin

All Cytochrome P450 Isoforms

All Endogenous Metabolite Isoforms

Biological Activity

Chemical Information

Publications (2)

Solvent & Solubility

Protocol

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

Tetrahydrocurcumin Related Classifications

Cat. No.: HY-N0893