CAS Number154-23-4
Synonyms(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol; (2R,3S)-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol; Sunkatol No. 1; (+)-Cianidanol; Dexcyanidanol; Catechuic acid; (+)-(2R:3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol; (+)-3,3',4',5,7-Flavanpentol Hydrate; Catechin; (2R,3S)-2-(3,4-Dihydroxyphényl)-3,4-dihydro-2H-chromène-3,5,7-triol; (+)-3,3,4,5,7-Flavanpentol; trans-(+)-3,3',4',5,7-Flavanpentol; (+)-Cyanidanol-3; (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol; (+)-Catechin Hydrate; (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol; (+)-catechin; (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-chromen-3,5,7-triol; Catechinic acid; EINECS 205-825-1; (2R,3S)-2-(3,4-Dihydroxyphenyl)chromane-3,5,7-triol; Cyanidol; D-Catechol
Molecular FormulaC15H14O6
Molecular Weight290.27
Purity≥99.0 (HPLC)%
Density1.6±0.1 g/cm3
Boiling Point630.4±55.0 °C at 760 mmHg
Melting Point175-177ºC (anhydrous)(lit.)
Appearancegreen needle
EINECS205-825-1
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 154-23-4 |
| Catalog No. | 2A-9021036 |
| Chinese Name | 儿茶精； 儿茶素； (2R,3S)-2-(3,4-二羟基苯基)-3,4-二氢-2H-苯并吡喃-3,5,7-三醇 |
| Synonyms | (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol; (2R,3S)-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol; Sunkatol No. 1; (+)-Cianidanol; Dexcyanidanol; Catechuic acid; (+)-(2R:3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol; (+)-3,3',4',5,7-Flavanpentol Hydrate; Catechin; (2R,3S)-2-(3,4-Dihydroxyphényl)-3,4-dihydro-2H-chromène-3,5,7-triol; (+)-3,3,4,5,7-Flavanpentol; trans-(+)-3,3',4',5,7-Flavanpentol; (+)-Cyanidanol-3; (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol; (+)-Catechin Hydrate; (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol; (+)-catechin; (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-chromen-3,5,7-triol; Catechinic acid; EINECS 205-825-1; (2R,3S)-2-(3,4-Dihydroxyphenyl)chromane-3,5,7-triol; Cyanidol; D-Catechol |
| Molecular Formula | C15H14O6 |
| Molecular Weight | 290.27 |
| Purity | ≥99.0 (HPLC) |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 630.4±55.0 °C at 760 mmHg |
| Melting Point | 175-177ºC (anhydrous)(lit.) |
| Appearance | green needle |
| Storage Condition | Store in a cool, dry place. |
| Application | Catechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. |
| EINECS | 205-825-1 |
| HTC | 2932999099 |
| PubChem ID | 329756340 |
| MDL Number | MFCD00075649 |
| SMILES | O[C@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3ccc(O)c(O)c3 |
| 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+/m0/s1 |
| InChI Key | PFTAWBLQPZVEMU-DZGCQCFKSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 85151701 |
| Hazard Symbols | Transport |
| MSDS | msds/21036_1_154_23_4.pdf |
| Bioactivity | Catechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Related Catalog Research Areas >> Cancer Natural Products >> Flavonoids Target COX-1:1.4 μM (IC50) In Vitro Catechin exhibits >95% inhibitory activity at 70 μg/mL against cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM[1]. A dose-dependent reduction in color is observed after 24 hours of treatment with Catechin, and 54.76% of the cells are dead at the highest concentration of Catechin tested (160 μg/mL) whereas the IC50 of Catechin is achieved at 127.62 μg/mL Catechin. A dose- and time-dependent increase in the induction of apoptosis is observed when MCF-7 cells are treated with Catechin. When compare to the control cells at 24 hours, 40.7 and 41.16% of the cells treated with 150 μg/mL and 300 μg/mL Catechin, respectively, undergo apoptosis. The expression levels of Caspase-3, -8, and -9 and p53 in MCF-7 cells treated with 150 μg/mL Catechin for 24 h increase by 5.81, 1.42, 3.29, and 2.68 fold, respectively, as compare to the levels in untreated control cells[2]. In Vivo Animals treated with Catechin at the lowest tested dose, i.e., 50 mg/kg, p.o. have spent comparatively more time in exploring the novel object in the choice trial, however, the difference is not statistically significant. Catechin prevents the time-induced episodic memory deficits in a dose-dependent manner, the most effective being 200 mg/kg, p.o.. Treatment with Catechin prevents the rise in MPO level compare to DOX alone treatment group (21.98±9.44 and 36.76±4.39% in the hippocampus and the frontal cortex respectively)[3]. Cell Assay The Cell viability assay is performed to assess the toxicity of different concentrations of Catechin on MCF-7 cells. Briefly, MCF-7 cells (2×104 cells/well) are plated in 96-well plates and treated with 0 μg/mL Catechin and 160 μg/mL Catechin for 24 hours. Then, 40 μL of the Cell Titer Blue solution is directly added to the wells and incubated at 37°C for 6 hours. The fluorescence is recorded with a 560 nm/590 nm (excitation/emission) filter set using a microplate fluorescence reader, and the IC50 is calculated. Quadruplet samples are run for each concentration of Catechin in three independent experiments[2]. Animal Admin Rats[3] Twelve weeks old, healthy male rats weighing 200 to 230 g are used in this study. Rats are divided into four experimental groups (n=9 each) for one vehicle and three groups of Catechin (three doses). The doses of Catechin are prepared at 50, 100, 200 mg/kg in 0.25% w/v sodium carboxy methylcellulose (CMC) and administered orally for 7 days prior to and during the experimental trials. Episodic memory, the conscious memory of the past experiences is evaluated in this study[3]. References [1]. Waffo-Téguo P, et al. Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. Nutr Cancer. 2001;40(2):173-9. [2]. Alshatwi AA. Catechin hydrate suppresses MCF-7 proliferation through TP53/Caspase-mediated apoptosis. J Exp Clin Cancer Res. 2010 Dec 17;29:167. [3]. Cheruku SP, et al. Catechin ameliorates doxorubicin-induced neuronal cytotoxicity in in vitro and episodic memory deficit in in vivo in Wistar rats. Cytotechnology. 2018 Feb;70(1):245-259. Chemical & Physical Properties Density 1.6±0.1 g/cm3 Boiling Point 630.4±55.0 °C at 760 mmHg Melting Point 175-177ºC (anhydrous)(lit.) Molecular Formula C15H14O6 Molecular Weight 290.268 Flash Point 335.0±31.5 °C Exact Mass 290.079041 PSA 110.38000 LogP 0.49 Vapour Pressure 0.0±1.9 mmHg at 25°C Index of Refraction 1.742 |
| Use of | Catechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Properties Articles138 Name (+)-catechin Synonym More Synonyms Catechin Biological Activity Description Catechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Related Catalog Research Areas >> Cancer Natural Products >> Flavonoids COX-1:1.4 μM (IC50) References [1]. Waffo-Téguo P, et al. Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. Nutr Cancer. 2001;40(2):173-9. [3]. Cheruku SP, et al. Catechin ameliorates doxorubicin-induced neuronal cytotoxicity in in vitro and episodic memory deficit in in vivo in Wistar rats. Cytotechnology. 2018 Feb;70(1):245-259. Chemical & Physical Properties Molecular Formula C15H14O6 Exact Mass 290.079041 PSA 110.38000 Index of Refraction 1.742 |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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