Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

View All Documentation

SMB00370

Sigma-Aldrich

Tetrahydrocurcumin

≥96% (HPLC)

Synonym(s):

Tetrahydrocurcumin, 1,7-bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione, HZIV 81-2, NSC687845, Tetrahydrodiferuloylmethane, 1,7-Bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione

Sign Into View Organizational & Contract Pricing

Select a Size

1 G
$356.00

$356.00

Estimated to ship onApril 18, 2025

Request a Bulk Order
All Photos(2)

Select a Size

Change View
1 G
$356.00

About This Item

Empirical Formula (Hill Notation):
C21H24O6
CAS Number:
36062-04-1
Molecular Weight:
372.41
Beilstein/REAXYS Number:
3485469
MDL number:
MFCD04152347
UNSPSC Code:
12352205
PubChem Substance ID:
329824974
NACRES:
NA.25

$356.00

Estimated to ship onApril 18, 2025

Request a Bulk Order

Quality Level

200

assay

≥96% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

COc1cc(CCC(=O)CC(=O)CCc2ccc(O)c(OC)c2)ccc1O

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

InChI key

LBTVHXHERHESKG-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Tetrahydrocurcumin (THC) is a colorless metabolite of curcumin.[1] It has a similar structure to that of curcumin.[2] THC lacks the α, β-unsaturated carbonyl moiety in its chemical structure.[2] It is naturally sourced from the roots of Curcuma zedoaria, Zingiber mioga, and Zingiber officinale.[2]

Application

Tetrahydrocurcumin (THC) has been used as a neuroprotective agent to study its therapeutic potential in improving mitochondrial dysfunction in the ischemic stroke mice model.[3]

Biochem/physiol Actions

Tetrahydrocurcumin is well-studied in treating cancer for its excellent anti-cancer, anti-angiogenic, and chemopreventative activities.[4][5] It also exerts anti-inflammatory properties.[6] Tetrahydrocurcumin has been shown to have antioxidant and protective effects against diabetes[1], and vascular dysfunction[7] via alleviation of oxidative stress.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

385.2 °F

flash_point_c

196.2 °C

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000415771
0000415771
0000404497
0000376022
0000343813

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Bharat B Aggarwal et al.
Molecules (Basel, Switzerland), 20(1), 185-205 (2014-12-31)
Curcumin (diferuloylmethane), a golden pigment from turmeric, has been linked with antioxidant, anti-inflammatory, anticancer, antiviral, antibacterial, and antidiabetic properties. Most of the these activities have been assigned to methoxy, hydroxyl, α,β-unsaturated carbonyl moiety or to diketone groups present in curcumin.
Ching-Shu Lai et al.
Biomolecules, 10(6) (2020-06-04)
In recent decades, cancer has been one of the leading causes of death worldwide. Despite advances in understanding the molecular basis of tumorigenesis, diagnosis, and clinical therapies, the discovery and development of effective drugs is an active and vital field
Jia-Ching Wu et al.
Food & function, 5(1), 12-17 (2013-11-14)
Chemoprevention is a relatively new and promising strategy to prevent human degenerative diseases, including cancer, and is defined as the use of natural dietary compounds and/or synthetic substances to block, inhibit, reverse, or retard the progress of human diseases. Tetrahydrocurcumin
Upa Kukongviriyapan et al.
The Tohoku journal of experimental medicine, 239(1), 25-38 (2016-05-07)
Cadmium (Cd) is a non-essential heavy metal with high toxicity potential. Humans are exposed to Cd present in diet, polluted air, and cigarette smoke. Cd exposure has been associated with increased risk of chronic diseases, including hypertension, atherosclerosis, diabetes, and
Pornprom Yoysungnoen et al.
World journal of gastroenterology, 14(13), 2003-2009 (2008-04-09)
To determine the effect of tetrahydrocurcumin (THC) on tumor angiogenesis compared with curcumin (CUR) by using both in vitro and in vivo models of human hepatocellular carcinoma cell line (HepG2). The 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide (MTT) assay was used for testing the
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service