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50202

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Tetrahydrocurcumin

analytical standard

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C21H24O6
Numéro CAS:
36062-04-1
Poids moléculaire :
372.41
Numéro Beilstein :
3485469
Numéro MDL:
MFCD04152347
Code UNSPSC :
85151701
ID de substance PubChem :
329757577
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Pureté

≥95.0% (HPLC)

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Application(s)

food and beverages

Format

neat

Chaîne 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

Clé InChI

LBTVHXHERHESKG-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

385.2 °F

Point d'éclair (°C)

196.2 °C

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Certificats d'analyse (COA)

Lot/Batch Number
BCCG1967
BCCC5515
BCCB4086
BCBZ1775
BCBW6613

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Acétate de tocophéryle, a Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1030

Acétate de tocophéryle, a

Oxyde d’aluminium NIST® SRM® 742, reference point

NIST742

Oxyde d′aluminium

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

Sigma-Aldrich

C7727

Curcumin

Curcumin for synthesis

Sigma-Aldrich

8.20354

Curcumin

Palladium sur charbon extent of labeling: 10 wt. % loading, matrix carbon, dry support

Sigma-Aldrich

520888

Palladium sur charbon

Demethoxycurcumin analytical standard

Supelco

90593

Demethoxycurcumin

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

Supelco

78246

Curcumin

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
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
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
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
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