(-)-Catechin
| Code | Size | Price |
|---|
| CDX-C0453-M005 | 5 mg | £145.00 |
Quantity:
| CDX-C0453-M025 | 25 mg | £547.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Host Type: Plant
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +4°C, Long Term: -20°C
Documents
Further Information
Alternate Names/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
Appearance:
White to off-white powder.
CAS:
18829-70-4
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light and moisture.
Hazards:
H315, H319, H335
InChi:
InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m1/s1
InChiKey:
PFTAWBLQPZVEMU-HIFRSBDPSA-N
Long Description:
Chemical. CAS: 18829-70-4. Formula: C15H14O6. MW: 290.27. 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 PPARgamma agonist. It activates PPARgamma 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, PPARgamma, C/EBPalpha, 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).
MDL:
MFCD00135997
Molecular Formula:
C15H14O6
Molecular Weight:
290.27
Package Type:
Vial
Product Description:
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 PPARgamma agonist. It activates PPARgamma 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, PPARgamma, C/EBPalpha, 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).
Purity:
>97% (HPLC)
SMILES:
OC1=C2C(O[C@@H](C3=CC=C(O)C(O)=C3)[C@H](O)C2)=CC(O)=C1
Solubility Chemicals:
Soluble in DMSO (15mg/ml), ethanol (5mg/ml) or water (1 mg/ml).
Source / Host:
Plant
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
(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)