Name | (-)-Gallocatechin gallate |
Synonyms | GCG CCRIS 9286 Gallocatechin gallat (-)-gallocatecholgallate (-)-Gallocatechin gallate (-)-Gallocatechol gallate Glicentin-related polypeptide Gallic acid, catechin gallate Gallocatechol, 3-gallate, (-)- (8CI) (2s-trans)-henyl)-2h-1-benzopyran-3-yleste (2S,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1 (2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate) (2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate Benzoic acid, 3,4,5-trihydroxy-, 3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester, (2S-trans)- |
CAS | 4233-96-9 |
EINECS | 636-979-1 |
InChI | InChI=1/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21+/m1/s1 |
Molecular Formula | C22H18O11 |
Molar Mass | 458.37 |
Density | 1.90±0.1 g/cm3(Predicted) |
Melting Point | >179oC (dec.) |
Boling Point | 909.1±65.0 °C(Predicted) |
Flash Point | 320°C |
Solubility | Soluble in methanol, ethanol, DMSO and other organic solvents |
Vapor Presure | 3.71E-35mmHg at 25°C |
Appearance | White to pink powder |
Color | Off-White to Pale Brown |
pKa | 7.75±0.25(Predicted) |
Storage Condition | 2-8°C |
Refractive Index | 1.857 |
MDL | MFCD00214298 |
Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from tea. |
In vitro study | The amount of (-)-Gallocatechin gallate does not differ in leaves of different stages, and the content is relatively low. (−)-gallocatechin gallate in combination with active catechins ((−)-epigallocatechin gallate) has synergistic effects on the induction of apoptosis and inhibition of cell growth for PC-9 cells. (−)-gallocatechin gallate shows inhibitory effect on α-Glucosidase and DPPH, with IC 50 s of 30.2 μM and 12.2 μg/mL. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S26/36 - |
WGK Germany | 3 |
RTECS | DH9000000 |
HS Code | 29329990 |
Plant source: | Tea |
overview | the catechins in tea are mainly phenotypic catechins, namely epigallocatechin gallate EGCG, epigallocatechin EGC, epigallocatechin ECG, epicatechin EC, which account for about 60 ~ 80% of the total catechin. Among them, EGCG is the highest content of tea polyphenols in green tea, and it is also recognized as the most important antioxidant component in tea. However, existing studies have confirmed that phenotypic catechin isomers such as gallcatechin gallate GCG show strong physiological activities in some aspects, such as antioxidant and free radical scavenging activity. Catechin monomer compounds are mainly extracted from tea or tea extracts. Commonly used separation and purification methods include liquid-liquid extraction, column chromatography, medium and low pressure column chromatography, high pressure preparative liquid chromatography and high-speed countercurrent chromatography. There are many other methods for the separation and purification of catechins, and two or more methods are often used in combination. Literature and patents often see the separation and purification reports of gallcatechin gallate EGCG, epatechin gallate ECG, etc., but there are fewer methods for preparing gallcatechin gallate GCG monomer compounds. |
application | in view of the good nutritional health care and physiological and pharmacological effects of gallocatechin gallate GCG, high-purity gallocatechin gallate GCG monomer compounds are needed in the research process of quality control, production process optimization and basic efficacy of tea and tea-related products. |
biological activity | (-)-Gallocatechin gallate are polyphenols in tea and have anti-cancer effects. |
use | an antioxidant |