1,2,3,4,6-PENTA-O-GALLOYL-BETA-D-GLUCOPYRANOSE

1,2,3,4,6-PENTA-O-GALLOYL-BETA-D-GLUCOPYRANOSE - Names and Identifiers

Name	1,2,3,4,6-PENTA-O-GALLOYL-BETA-D-GLUCOPYRANOSE
Synonyms	PGG pentagalloylglucose PENTAGALLOYL GLUCOSE PENTA-ORTHO-GALLOYLGLUCOSE beta-penta-O-galloyl-glucose 1,2,3,4,6-PENTAGALLOYLGLUCOSE 1,2,3,4,6-O-PENTAGALLOYLGLUCOSE 1,2,3,4,6-PENTA-O-GALLOYL-B-D-GLUCOPYRANOSE 1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose 1,2,3,4,6-PENTA-O-GALLOYL-BETA-D-GLUCOPYRANOSE 1,2,3,4,6-pentakis-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranose [(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
CAS	14937-32-7
EINECS	604-691-5
InChI	InChI=1/C41H32O26/c42-17-1-12(2-18(43)28(17)52)36(57)62-11-27-33(64-37(58)13-3-19(44)29(53)20(45)4-13)34(65-38(59)14-5-21(46)30(54)22(47)6-14)35(66-39(60)15-7-23(48)31(55)24(49)8-15)41(63-27)67-40(61)16-9-25(50)32(56)26(51)10-16/h1-10,27,33-35,41-56H,11H2/t27-,33-,34+,35-,41+/m1/s1

1,2,3,4,6-PENTA-O-GALLOYL-BETA-D-GLUCOPYRANOSE - Physico-chemical Properties

Molecular Formula	C41H32O26
Molar Mass	940.68
Density	2.05±0.1 g/cm3(Predicted)
Melting Point	>250°C dec.
Boling Point	1365.7±65.0 °C(Predicted)
Specific Rotation(α)	(c, 1.0 in Me2CO)+20.5
Flash Point	410.4°C
Solubility	Soluble in methanol, ethanol, DMSO, insoluble in petroleum ether, chloroform and other solvents.
Vapor Presure	0mmHg at 25°C
Appearance	White powder
Color	light brown
pKa	8.37±0.15(Predicted)
Storage Condition	Inert atmosphere,2-8°C
Stability	Hygroscopic
Sensitive	Easily absorbing moisture
Refractive Index	1.87
MDL	MFCD03788860
Physical and Chemical Properties	White crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from white peony.

1,2,3,4,6-PENTA-O-GALLOYL-BETA-D-GLUCOPYRANOSE - Risk and Safety

Safety Description	24/25 - Avoid contact with skin and eyes.
WGK Germany	3
HS Code	29400090

1,2,3,4,6-PENTA-O-GALLOYL-BETA-D-GLUCOPYRANOSE - Reference

Reference

1. Chen Tingting, Huang Tianyi, Li Mengyu, Cui Jie, Hua Yongqing, Xu Huiqin. Study on the correlation between the bone protection effect of 1 2 3 4 6-pentachalloyl glucose and Nrf2/HO-1 signaling pathway [J]. Journal of Pharmacy 2020 55(05):907-914.
2. Lu Xiaoyi, Xu Wen, Zheng Haiyin, et al. Simultaneous Determination of Four Active Components in Rhizoma Chinensis Extract by HPLC [J]. Chinese Journal of Traditional Chinese Medicine Information 2019(1):72-75.
3. Lin Aiqin, Bu Wenjie, Dou Deyu, et al.. Effects of pentachalloyl glucose on H_2O_2-induced oxidative damage and apoptosis of glomerular mesangial cells [J]. Journal of Youjiang Medical College for Nationalities 2019 v.41;No.199(06):7-10 15.
4. Liu Yuchen, Zhang Liangliang, Wang Yongmei, et al. Synthesis and in vitro anti-tumor activity of five-galloyl glucose germanium [J]. Journal of Forestry Engineering 2019 v.4;No.20(02):67-71.
5. Zhao Qiulong, Bian Xiaokun, Qian Dawei, Zhang Ting, Zhu Zhenhua, Guo Sheng, Yan Hui, Wang Tuanjie, Chen Zhipeng, Duan Jinqi. Comparative Study on Differences of Radix Paeoniae Alba from Different Producing Areas Based on UPLC Fingerprint and Chemometrics [J]. Chinese Journal of Traditional Chinese Medicine, 2019,44(15):3316-3322.
6. Wang Xiaoying, Ye Miao, Xu Wen, et al. Study on Quality Standard of Total Phenolic Acid Pellets Capsules from Rhizoma Chinensis [J]. Shi Zhen Chinese Medicine, Volume 31, 2020, Issue 4, 863-867, PKU CSCD CA, 2020.
7. Wang Xiaoying, Lian Hong, Lu Xiaoyi, etc.. Study on the absorption of phenolic acids from Rhizoma Chinensis extract in rats in vivo [J]. Chinese Journal of Traditional Chinese Medicine, Volume 44, Issue 11, 2019, 2373-2378, MEDLINE ISTIC PKU CSCD CA BP, 2019.
8. Zhang Yuanyuan, Gan Kang, Gao Shuting, etc. Determination of Seven Tannins in Tibetan Medicine Chebula from Different Producing Areas by High Performance Liquid Chromatography [J]. Chinese Pharmaceutical Journal, 2017(12):1073-1082.
9. Liang Deloitte, Zhao Yuanyuan, Luo Yun, et al. Comparison of High Performance Liquid Fingerprint and Multi-component Content of Paeonia lactiflora with Different Processing Methods [J]. Journal of Anhui University of Traditional Chinese Medicine, 2018.
10. Zhao Yuanyuan, Liang Deqin, Jin Chuanshan, Wei Qinghong, Zhang Wei, Xu Fengqing, Wang Lin. Determination of 7 Components in Standard Decoction of Different Processed Products of Radix Paeoniae Alba Based on HPLC Fingerprint [J]. Research and Development of Natural Products, 2018,30(03):404-411 500.
11. Cheng Jiangxue, Tang Zhishu, Guo Dongyan, et al. Effects of Different Compatibility Ratios on Dissolution of 10 Components in Radix Paeoniae Alba-Angelica Drug [J]. Journal of Drug Analysis, 2019, v.39(09):73-80.
12. Xu Chao, Lin Jie, Jin Chuanshan, Liu Junling. HPLC Fingerprint and Chemometrics Comparison of Chemical Constituents of Radix Paeoniae Alba with Different Growth Years of the Same Strain [J]. Chinese herbal medicine, 2021,52(08):2408-2413.
13. [IF = 2.458] Sun Min et al."Screening nephroprotective compounds from cortex Moutan by mesangial cell extraction and UPLC." Arch Pharm Res. 2015 Jun;38(6):1044-1053
14. [IF = 7.514] Mingchun Wen et al."Identification of 4-O-p-coumaroylquinic acid as astringent compound of Keemun black tea by efficient integrated approaches of mass spectrometry, turbidity analysis and sensory evaluation." Food Chem. 2022 Jan;368:130803
15. [IF = 7.514] Junwei Cao et al."Number of galloyl moiety and intramolecular bonds in galloyl-based polyphenols affect their interaction with alpha-glucosidase." Food Chem. 2022 Jan;367:129846
16. [IF = 6.576] Luo Zhiqiang et al."Mechanism of Paeoniae Radix Alba in the Treatment of Non-alcoholic Fatty Living Disease Based on Sequential Metabolites Identification Approach, Network Pharmacology, and Binding Affinity Measurement." Front Nutr.2021 Sep;0:674
17. [IF = 5.645] Zhang-Zhen Bai et al."Comparative investigation on metabolites and biological activities of Paeonia ostii stamens from different geographical regions of China." Ind Crop Prod. 2021 Nov;172:114038
18. [IF = 5.396] Junwei Cao et al."Number of galloyl moieties and molecular flexibility are both important in alpha-amylase inhibition by galloyl-based polyphenols." Food Funct. 2020 May;11(5):3838-3850
19. [IF = 4.116] Chang Lijing et al."Methyl jasmonate elicits distinctive hydrolyzable tannin, flavonoid, and phyto-oxylipin responses in pomegranate (Punica granatum L.) leaves." Planta. 2021 Nov;254(5):1-19
20. [IF = 2.478] Kun Li et al."Composition, Antivirulence Activity, and Active Property Distribution of the Fruit of Terminalia chebula Retz." J Food Sci. 2019 Jul;84(7):1721-1729

1,2,3,4,6-PENTA-O-GALLOYL-BETA-D-GLUCOPYRANOSE - Reference Information

biological activity	1,2,3,4,6-O-pentagalloyl glucose exists in a variety of plants and has important pharmacological effects. Pentagalloylglucose had significant anti-rabies virus (RABV) activity. It was found to have an in vitro growth inhibitory effect on human hepatoma cell line SK-HEP-1 cells.
chemical properties	white crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from white peony root.
use	1,2,3,4,6-O-pentanacoyl glucose has the functions of calping liver and relieving pain, nourishing blood and regulating meridian, restraining yin and relieving sweat. used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: calms the liver and relievers pain, nourishing blood and regulating meridian, restraining yin and relieving sweat.

Last Update：2024-04-09 20:45:29