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Chemodex
(-)-Catechin
Product Details | |
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Synonyms | (2S,3R)-Catechin; ent-Catechin; L-Catechin; NSC 81746; (-)-Catechol; (-)-trans-3,3',4',5,7-Pentahydroxyflavane; (2S,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol |
Product Type | Chemical |
Properties | |
Formula |
C15H14O6 |
MW | 290.27 |
CAS | 18829-70-4 |
Source/Host Chemicals | Plant |
Purity Chemicals | ≥97% (HPLC) |
Appearance | White to off-white powder. |
Solubility | Soluble in DMSO (15mg/ml), ethanol (5mg/ml) or water (1 mg/ml). |
Identity | Determined by 1H-NMR. |
Declaration | Manufactured by Chemodex. |
Other Product Data |
Click here for Original Manufacturer Product Datasheet |
InChi Key | PFTAWBLQPZVEMU-HIFRSBDPSA-N |
Smiles | OC1=C2C(O[C@@H](C3=CC=C(O)C(O)=C3)[C@H](O)C2)=CC(O)=C1 |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Documents | |
MSDS | Inquire |
Product Specification Sheet | |
Datasheet | Download PDF |
Catechins have wide biological functionality, including antioxidant, anti-inflammatory, antiviral and anticancer activities. Catechins also play a key role in regulating carbohydrate and lipid metabolism. (-)-Catechin is comparatively less bioavailable than the stereoisomer (+)-catechin for intestinal absorption. It shows antioxidant (free radical scavenging) and antidiabetic activities. (-)-Catechin has been shown to be a stereoselective PPARγ agonist. It activates PPARγ in a dose-dependent fashion, promotes adipocyte differentiation and increases sensitivity to insulin. It markedly suppresses the expression of Kruppel-like factor 7 (KLF7) protein, which has recently been reported to inhibit the expression of adiponectin and other adipogenesis related genes, including leptin, PPARγ, C/EBPα, and aP2 in adipocytes. It also has shown to have anti-reverse transcriptase activity and maltase inhibitory activity. (-)-Catechin can also been used as a reference compound in high-performance liquid chromatography for quantification of polyphenols from plant extracts (HPLC).
(1) O. Inanami, et al.; Free Rad. Res. 29, 359 (1998) | | (2) S.-Y. Jeon, et al.; Bioorg. Med. Chem. Lett. 13, 3905 (2003) | (3) J.L. Donovan, et al.; Free Rad. Res. 40, 1029 (2006) | (4) S.Y. Cho, et al.; Endocrinol. Metabol. 292, e1166 (2007) | (5) T. Matsui, et al.; J. Agric. Food Chem. 55, 1 (2007) | (6) M.J. Jung, et al.; Food Chem. 108, 482 (2008) | (7) D.W. Shin, et al.; Biochem. Pharmacol. 77, 125 (2009) | (8) C. Ritter, et al.; Anal. Bioanalyt. Chem. 397, 723 (2010)