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SMB00370

Sigma-Aldrich

Tetrahydrocurcumin

≥96% (HPLC)

Synonyme(s) :

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

Formule empirique (notation de Hill):
C21H24O6
Numéro CAS:
36062-04-1
Poids moléculaire :
372.41
Numéro Beilstein :
3485469
Numéro MDL:
MFCD04152347
Code UNSPSC :
12352205
ID de substance PubChem :
329824974
Nomenclature NACRES :
NA.25

Niveau de qualité

200

Pureté

≥96% (HPLC)

Forme

powder

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

−20°C

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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Description générale

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.

Application

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

Actions biochimiques/physiologiques

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.

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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

Formate d’ammonium ≥99.995% trace metals basis

Sigma-Aldrich

516961

Formate d′ammonium

USP

USP

1151866

Curcuminoids

Demethoxycurcumin analytical standard

Supelco

90593

Demethoxycurcumin

(+)-α-Tocopherol Type VI, from vegetable oil, liquid (≥0.88M based on potency, density and molecular wt.), BioReagent, suitable for insect cell culture, ≥1000 IU/g

Sigma-Aldrich

T1539

(+)-α-Tocopherol

tert-Butylhydroquinone 97%

Sigma-Aldrich

112941

tert-Butylhydroquinone

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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