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50202

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

grade

analytical standard

Quality Level

100

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5162
BCCK9277
BCCK0025
BCCG1967
BCCC5515

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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
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
Ching-Shu Lai et al.
Molecular nutrition & food research, 55(12), 1819-1828 (2011-09-03)
Tetrahydrocurcumin (THC), a major metabolite of curcumin (CUR), has been demonstrated to be anti-cancerogenic and anti-angiogenic and prevents type II diabetes. In this present study, we investigated the chemopreventive effects and underlying molecular mechanisms of dietary administration of CUR and
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
Lawrence Helson et al.
Anticancer research, 32(10), 4365-4370 (2012-10-13)
Curcumin's instability and its metabolite, tetrahydrocurcumin (THC) pose a major issue for the establishment of dependable pharmacokinetics and excretion profiles. Additional pharmacokinetic variances are associated with durations of intravenous infusions. We found that stabilizing curcumin with phosphoric acid allows accurate
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