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Merck
CN

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:
36062-04-1
Molecular Weight:
372.41
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329757577
MDL number:
MFCD04152347
Beilstein/REAXYS Number:
3485469

Key Documents

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Product Name

Tetrahydrocurcumin, analytical standard

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

100

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Application

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

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.

Other Notes

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

385.2 °F

flash_point_c

196.2 °C

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5162
BCCK9277
BCCK0025
BCCG1967
BCCC5515

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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
Saipin Setthacheewakul et al.
AAPS PharmSciTech, 12(1), 152-164 (2010-12-25)
The objectives of this study were to develop and evaluate a novel self-emulsifying floating drug delivery system (SEFDDS) that resulted in improved solubility, dissolution, and controlled release of the poorly water-soluble tetrahydrocurcumin (THC). The formulations of liquid self-emulsifying drug delivery
Leelavinothan Pari et al.
Molecular and cellular biochemistry, 341(1-2), 109-117 (2010-03-27)
The present study evaluates the combined effect of tetrahydrocurcumin and chlorogenic acid on oxidative stress in streptozotocin-nicotinamide-induced diabetic rats. Rats were rendered diabetic by a single intraperitoneal injection (i.p) of streptozotocin (45 mg/kg BW), 15 min after an i.p injection
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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