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Merck
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50202

Supelco

Tetrahydrocurcumin

analytical standard

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C21H24O6
Número CAS:
Peso molecular:
372.41
Beilstein:
3485469
Número MDL:
Código UNSPSC:
85151701
ID de substância PubChem:
NACRES:
NA.24

grau

analytical standard

Nível de qualidade

Ensaio

≥95.0% (HPLC)

prazo de validade

limited shelf life, expiry date on the label

técnica(s)

HPLC: suitable
gas chromatography (GC): suitable

aplicação(ões)

food and beverages

formato

neat

cadeia de caracteres SMILES

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

chave InChI

LBTVHXHERHESKG-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Outras notas

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

385.2 °F

Ponto de fulgor (°C)

196.2 °C


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Lot/Batch Number

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Óxido de alumínio NIST® SRM® 742, reference point

NIST742

Óxido de alumínio

Curcumin ≥94% (curcuminoid content), ≥80% (Curcumin)

Sigma-Aldrich

C7727

Curcumin

Curcumin for synthesis

Sigma-Aldrich

8.20354

Curcumin

Demethoxycurcumin analytical standard

Supelco

90593

Demethoxycurcumin

Curcumin matrix substance for MALDI-MS, ≥99.5% (HPLC)

Supelco

78246

Curcumin

1,4-Dioxane-d8 ≥99 atom % D

Sigma-Aldrich

186406

1,4-Dioxane-d8

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
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
Pravit Asawanonda et al.
Photomedicine and laser surgery, 28(5), 679-684 (2010-10-22)
The aim of this study was to compare the efficacy of targeted narrowband UVB phototherapy plus topical tetrahydrocurcuminoid with that of targeted narrowband UVB monotherapy for induction of repigmentation in vitiligo. The 308-nm excimer laser and targeted narrowband UVB phototherapy
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

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