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Key Documents

SMB00370

Sigma-Aldrich

Tetrahydrocurcumin

≥96% (HPLC)

Sinonimo/i:

Tetrahydrocurcumin, 1,7-bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione, HZIV 81-2, NSC687845, Tetrahydrodiferuloylmethane, 1,7-Bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione

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About This Item

Formula empirica (notazione di Hill):
C21H24O6
Numero CAS:
Peso molecolare:
372.41
Beilstein:
3485469
Numero MDL:
Codice UNSPSC:
12352205
ID PubChem:
NACRES:
NA.25

Livello qualitativo

Saggio

≥96% (HPLC)

Forma fisica

powder

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

−20°C

Stringa SMILE

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
LBTVHXHERHESKG-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

Tetrahydrocurcumin (THC) is a colorless metabolite of curcumin. It has a similar structure to that of curcumin. THC lacks the α, β-unsaturated carbonyl moiety in its chemical structure. It is naturally sourced from the roots of Curcuma zedoaria, Zingiber mioga, and Zingiber officinale.

Applicazioni

Tetrahydrocurcumin (THC) has been used as a neuroprotective agent to study its therapeutic potential in improving mitochondrial dysfunction in the ischemic stroke mice model.

Azioni biochim/fisiol

Tetrahydrocurcumin is well-studied in treating cancer for its excellent anti-cancer, anti-angiogenic, and chemopreventative activities. It also exerts anti-inflammatory properties. Tetrahydrocurcumin has been shown to have antioxidant and protective effects against diabetes, and vascular dysfunction via alleviation of oxidative stress.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

385.2 °F

Punto d’infiammabilità (°C)

196.2 °C


Certificati d'analisi (COA)

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Bisdemethoxycurcumin analytical standard

Supelco

90594

Bisdemethoxycurcumin

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

Supelco

78246

Curcumin

Desmethoxycurcumin United States Pharmacopeia (USP) Reference Standard

USP

1173100

Desmethoxycurcumin

USP

USP

1151866

Curcuminoids

Demethoxycurcumin analytical standard

Supelco

90593

Demethoxycurcumin

Curcumin primary reference standard

00280590

Curcumin

Pooja Maharjan et al.
Archives of pharmacal research, 42(10), 909-925 (2019-04-29)
Ocular drug delivery has been a well-known route for the drug administration for the treatment of ocular diseases. However, numerous anatomical and physiological barriers prevailing in the eye itself create considerable challenges for achieving the necessitated therapeutic efficacy along with
Bharat B Aggarwal et al.
Molecules (Basel, Switzerland), 20(1), 185-205 (2014-12-31)
Curcumin (diferuloylmethane), a golden pigment from turmeric, has been linked with antioxidant, anti-inflammatory, anticancer, antiviral, antibacterial, and antidiabetic properties. Most of the these activities have been assigned to methoxy, hydroxyl, α,β-unsaturated carbonyl moiety or to diketone groups present in curcumin.
Nandan K Mondal et al.
Neurochemistry international, 122, 120-138 (2018-11-26)
The objectives of this study are to identify the mechanism of mitochondrial dysfunction during cerebral ischemic/reperfusion (I/R) injury and the therapeutic potential of tetrahydrocurcumin (THC) to mitigate mitochondrial dysfunction in experimental stroke model. In our study, 8-10 weeks old male

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