(-)-GALLOCATECHIN
(-)-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
- 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
- CAS:
- 3371-27-5
- MF:
- C15H14O7
- MW:
- 306.27
- Product Categories:
-
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- Aromatics
- chemical reagent
- pharmaceutical intermediate
- standardized herbal extract
- Miscellaneous Natural Products
- Catechins & Tannins
- Heterocycles
- Inhibitors
- 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)
MSDS
- Language:English Provider:SigmaAldrich
(-)-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
Polyphenolic compound from green tea. Possesses free-radical scavenging ability
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
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
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(-)-GALLOCATECHIN(3371-27-5)Related Product Information
- (+)-GALLOCATECHIN
- (-)-CATECHIN HYDRATE
- (-)-GALLOCATECHIN
- (-)-Gallocatechin gallate
- Cianidanol
- (-)-GALLOCATECHIN-3-GALLATE
- (+)-GALLOCATECHIN3-O-GALLATE
- （+）-Gallocatechin-hexacetate
- Gallocatechin-（4α→8）epicatechin
- GALLOCATECHIN GALLATE, (-)-(SH)
- ROBINETINIDOL(4ALPHA-6)GALLOCATECHIN)
- Gallocatechin-(4α→8)-gallocatechin
- Gallocatechin-(4α→8)-catechin,Catechin-(4α→8)-gallocatechin
- Gallocatechin-(4α→6)-epicatechin
- Gallocatechin solution
- Gallocatechin gallate solution
- gallocatechin-(4-8)-gallocatechin-(4-8)-catechin
- Catechin-(4α→8)-gallocatechin-(4α-6)-gallocatechin