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| | (-)-GALLOCATECHIN Basic information |
| Product Name: | (-)-GALLOCATECHIN | | Synonyms: | [2S,3R]-2-[3,4,5-TRIHYDROXYPHENYL]-3,4-DIHYDRO-1[2H]-BENZOPYRAN-3,5,7-TRIOL;(-)-GALLOCATECHIN;(-)-GC;()-Gallocatechin,(2S,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol;(2S,3R)-3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol;(2S-trans)-3,4-Dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol;l-Gallocatechin;(+)-Gallocatechin, Cas No 970-73-0 | | CAS: | 3371-27-5 | | MF: | C15H14O7 | | MW: | 306.27 | | EINECS: | | | Product Categories: | phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;chemical reagent;pharmaceutical intermediate;Aromatics;Heterocycles;Inhibitors;Miscellaneous Natural Products;Catechins & Tannins | | Mol File: | 3371-27-5.mol |  |
| | (-)-GALLOCATECHIN Chemical Properties |
| Melting point | 200℃ | | Boiling point | 685.6±55.0 °C(Predicted) | | density | 1.695±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | H2O: 5 mg/mL with brief sonication | | form | Solid | | pka | 9.02±0.15(Predicted) | | color | Pale Grey | | InChIKey | XMOCLSLCDHWDHP-DOMZBBRYSA-N | | LogP | -0.100 (est) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HS Code | 29339900 |
| | (-)-GALLOCATECHIN Usage And Synthesis |
| Chemical Properties | Off-White Solid | | Uses | An antioxidant with free radical scavenging ability; a potential cancer chemopreventive agent. It inhibits the growth and adherence of P. gingivalis onto the buccal epithelial cells. An epimer of (-)-
Epigallocatechin (E588940). | | Uses | (?)-Gallocatechin has been used as a reference standard:
- for the identification of phenolic compounds present in Pineapple (Ananas comosus) using high-performance liquid chromatography (HPLC)
- to evaluate the catechin profiles from Camellia sinensis green tea, white tea, and flower sample by high-performance liquid chromatography/photodiode array detection (RP-HPLC/PDAD) analysis
- as a reference standard for the flavan-3-ols profiling muscadine grape hybrid varieties using high-performance liquid chromatography-quadrupole, time-of-flight, tandem mass spectrometry (HPLC-qTOF-MS/MS) analysis
| | Uses | Polyphenolic compound from green tea. Possesses free-radical scavenging ability | | Definition | ChEBI: (-)-gallocatechin is a a gallocatechin that has (2S,3R)-configuration. It has a role as an antioxidant, a radical scavenger and a metabolite. It is an enantiomer of a (+)-gallocatechin. | | General Description | Gallocatechin belongs to the catechin class of organic compounds and is one of the major components of green tea. The beneficial effects of catechins include anti-tumorigenic, anti-mutagenic, anti-pathogenic, and anti-oxidative properties. | | Biochem/physiol Actions | (?)-Gallocatechin (GC) exerts antioxidant properties by scavenging free radicals. It can also inhibit osteoclastgenesis. GC elicits antimutagenic activity in Escherichia coli against ultraviolet (UV)-induced mutation. It also displays an inhibitory effect on the growth and adherence of?Porphyromonas gingivalis?in the buccal epithelial cells. | | target | ROS |
| | (-)-GALLOCATECHIN Preparation Products And Raw materials |
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