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Supelco

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
Beilstein:
3485469
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

385.2 °F

Flash Point(C)

196.2 °C


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Saowanee Nakmareong et al.
Naunyn-Schmiedeberg's archives of pharmacology, 383(5), 519-529 (2011-03-31)
Inhibition of nitric oxide synthesis with N ( ω )-nitro-L-arginine methyl ester (L-NAME) induces marked hypertension and oxidative stress. Curcumin (CUR) has been shown strong antioxidant property. Tetrahydrocurcumin (THU), a major metabolite of CUR, possesses several pharmacological effects similar to
Jia-Ching Wu et al.
Molecular nutrition & food research, 55(11), 1646-1654 (2011-09-20)
Autophagy (type II programmed cell death) is crucial for maintaining cellular homeostasis. Several autophagy-deficient or knockout studies indicate that autophagy is a tumor suppressor. Tetrahydrocurcumin (THC), a major metabolite of curcumin, has been demonstrated with anti-colon carcinogenesis and antioxidation in
Symone M San Miguel et al.
Journal of periodontology, 81(11), 1675-1690 (2010-07-20)
Smoking is associated with an increased risk of oral health and dental problems. The aim of this study is to address the hypothesis that nicotine impairs wound healing by increasing reactive oxygen species and inhibiting cell migration, and antioxidants (AOs)
Symone M San Miguel et al.
Archives of oral biology, 56(8), 812-822 (2011-04-05)
Antioxidants (AOs) are the first line of defence against free radical damage and are critical for maintaining optimum health and well being. The need for AOs becomes even more critical with increased exposure to free radicals generated by pollution, cigarette
Kei Shimoda et al.
Natural product communications, 7(4), 529-530 (2012-05-12)
Cultured plant cells of Marchantia polymorpha, Nicotiana tabacum, Phytolacca americana, Catharanthus roseus, and Gossypium hirsutum were examined for their ability to reduce curcumin. Only M. polymorpha cells converted curcumin into tetrahydrocurcumin in 90% yield in one day. Time-course experiment revealed

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