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Merck

50202

Tetrahydrocurcumin

analytical standard

Synonym(s):

1,7-Bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione

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About This Item

Empirical Formula (Hill Notation):
C21H24O6
CAS Number:
Molecular Weight:
372.41
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3485469
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InChI key

LBTVHXHERHESKG-UHFFFAOYSA-N

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

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

Quality Level

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General description

Tetrahydrocurcumin is a colorless compound and a major metabolite of curcumin, which is known to possess antioxidant activity and inhibitory effects on tertiary butyl hydroperoxide-induced lipid peroxidation. It can be obtained via hydrogenation of curcumin in the presence of platinum(IV)oxide.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: curcuma

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

385.2 °F

flash_point_c

196.2 °C


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Namfa Sermkaew et al.
AAPS PharmSciTech, 14(1), 321-331 (2013-01-16)
Novel self-microemulsifying floating tablets were developed to enhance the dissolution and oral absorption of the poorly water-soluble tetrahydrocurcumin (THC). Their physicochemical properties and THC permeability across Caco-2 cell monolayers were assessed. The self-microemulsifying liquid containing THC was adsorbed onto colloidal
Protective role of tetrahydrocurcumin against erythromycin estolate-induced hepatotoxicity
Pari L and Murugan P
Pharmacological Research, 49, 481-486 (2004)
Involvement of the ?-diketone moiety in the antioxidative mechanism of tetrahydrocurcumin
Sugiyama Y, et al.
Biochemical Pharmacology, 52, 519-525 (1996)
Li-Rong Shen et al.
BioFactors (Oxford, England), 39(1), 133-140 (2013-01-18)
Turmeric has been used commonly as a spice, food additive, and an herbal medicine worldwide. Known as a bioactive polyphenolic extract of Turmeric, curcumin has a broad range of health benefit properties for humans. Recently, active research on curcumin with
K Karthikesan et al.
Chemico-biological interactions, 188(3), 643-650 (2010-08-11)
Diabetes mellitus is associated with dyslipidemia, which is a significant risk factor for cardiovascular complications. The present study was carried out to evaluate the effects of tetrahydrocurcumin (THC) and chlorogenic acid (CGA) alone and in combination on alterations in lipids

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