CAS 14937-32-7
:Penta-O-galloyl-β-D-glucose
Description:
Penta-O-galloyl-β-D-glucose is a polyphenolic compound derived from glucose, characterized by the presence of five galloyl groups esterified to the hydroxyl groups of the glucose molecule. This compound exhibits strong antioxidant properties, which are attributed to the presence of multiple phenolic hydroxyl groups that can scavenge free radicals. Penta-O-galloyl-β-D-glucose is known for its potential health benefits, including anti-inflammatory, antimicrobial, and anticancer activities, making it of interest in pharmacological and nutraceutical research. Its solubility is generally higher in organic solvents compared to water, which can influence its bioavailability and application in various formulations. The compound's stability can be affected by factors such as pH and temperature, which are important considerations in its storage and use. Additionally, its structural complexity contributes to its unique interactions with biological systems, further enhancing its potential as a therapeutic agent. Overall, Penta-O-galloyl-β-D-glucose represents a significant area of study in the field of natural products and medicinal chemistry.
Formula:C41H32O26
InChI:InChI=1S/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
InChI key:InChIKey=QJYNZEYHSMRWBK-NIKIMHBISA-N
SMILES:O(C(=O)C1=CC(O)=C(O)C(O)=C1)[C@@H]2[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)O[C@H](COC(=O)C5=CC(O)=C(O)C(O)=C5)[C@H]2OC(=O)C6=CC(O)=C(O)C(O)=C6
Synonyms:- 1,2,3,4,6-O-Pentagalloylglucose
- 1,2,3,4,6-Penta-O-Galloyl-B-D-Glucopyranose
- 1,2,3,4,6-Penta-O-galloyl-β-<span class="text-smallcaps">D</span>-glucopyranose
- 1,2,3,4,6-Penta-O-galloyl-β-<span class="text-smallcaps">D</span>-glucopyranoside
- 1,2,3,4,6-Penta-O-galloyl-β-<span class="text-smallcaps">D</span>-glucose
- 1,2,3,4,6-Penta-O-galloyl-β-<span class="text-smallcaps">D</span>-glucoside
- 1,2,3,4,6-Penta-O-galloyl-β-glucopyranose
- 1,2,3,4,6-Penta-O-galloylglucose
- 1,2,3,4,6-Pentagalloyl-β-<span class="text-smallcaps">D</span>-glucopyranose
- 1,2,3,4,6-Pentagalloyl-β-<span class="text-smallcaps">D</span>-glucopyranoside
- 1,2,3,4,6-Pentagalloyl-β-<span class="text-smallcaps">D</span>-glucose
- 1,2,3,4,6-Pentagalloylglucose
- 1,2,3,4,6-pentakis-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranose
- Db 03208
- G 7548
- Gallic acid, pentaester with β-<span class="text-smallcaps">D</span>-glucopyranose
- Gallotannin 15
- Glucopyranose, pentagallate, β-<span class="text-smallcaps">D</span>-
- PGG
- Penta-O-galloyl-β-<span class="text-smallcaps">D</span>-glucopyranose
- Penta-O-galloyl-β-<span class="text-smallcaps">D</span>-glucose
- Penta-O-galloylglucose
- Penta-Ortho-Galloylglucose
- Pentagalloyl Glucose
- Pentagalloyl-<span class="text-smallcaps">D</span>-glucose
- Pentagalloylglucose
- beta-penta-O-galloyl-glucose
- β-1,2,3,4,6-Pentagalloylglucose
- β-<span class="text-smallcaps">D</span>-Glucopyranose, 1,2,3,4,6-pentakis(3,4,5-trihydroxybenzoate)
- β-<span class="text-smallcaps">D</span>-Glucopyranose, pentakis(3,4,5-trihydroxybenzoate)
- Glucopyranose, pentagallate, β-D-
- β-D-Glucopyranose, 1,2,3,4,6-pentakis(3,4,5-trihydroxybenzoate)
- 1,2,3,4,6-Pentagalloyl-β-D-glucose
- β-D-Glucopyranose, pentakis(3,4,5-trihydroxybenzoate)
- See more synonyms
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(2S,3R,4S,5R,6R)-6-(((3,4,5-Trihydroxybenzoyl)Oxy)Methyl)Tetrahydro-2H-Pyran-2,3,4,5-Tetrayl Tetrakis(3,4,5-Trihydroxybenzoate)
CAS:(2S,3R,4S,5R,6R)-6-(((3,4,5-Trihydroxybenzoyl)Oxy)Methyl)Tetrahydro-2H-Pyran-2,3,4,5-Tetrayl Tetrakis(3,4,5-Trihydroxybenzoate)Formula:C41H32O26Purity:98%Molecular weight:940.68Pentagalloylglucose
CAS:PentagalloylglucoseFormula:C41H32O26Purity:≥98%Color and Shape:SolidMolecular weight:940.681,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose
CAS:Formula:C41H32O26Purity:(HPLC) ≥ 98.0%Color and Shape:White to yellow or light brown powderMolecular weight:940.68β-D-Glucopyranose, 1,2,3,4,6-pentakis(3,4,5-trihydroxybenzoate)
CAS:Formula:C41H32O26Purity:98%Color and Shape:SolidMolecular weight:940.6772Pentagalloylglucose (Standard)
CAS:Pentagalloylglucose (Standard) is a reference standard for research and analysis in studies involving Pentagalloylglucose. 1, 2, 3, 4, 6-Pentagalloylglucose (Penta-O-galloyl-β-D-glucose) and gallic acid from Pistacia lentiscus have antimutagenic and antioxidant activities. 2. 1, 2, 3, 4, 6-Penta-O-galloyl-beta-D-glucose (PGG) possesses potent anti-proliferative and anti-invasive effects, it also has inhibition of inducible nitric oxide synthase and cyclooxygenase-2 activity. 3. PGG may serve as a model for the development of new types of anti-diabetic and anti-metabolic syndrome therapeutics. 4. 1, 2, 3, 4, 6-Penta- O -galloyl-β- d -glucose has vasodilatory and anti-inflammatory effects, it dilates vascular smooth muscle and suppresses the vascular inflammatory process via endothelium-dependent nitric oxide (NO)/cGMP signaling. 5. 1, 2, 3, 4, 6-Penta-O-galloyl-beta-D-glucose can decrease the level of extracellular hepatitis B virus (HBV) (IC5, 1. microg/ml) in a dose-dependent manner, it also can reduce the HBsAg level by 25% at a concentration of 4 microg/ml; the gallate structure of PGG may play a critical role in the inhibition of anti-HBV activity, suggests that PGG could be a candidate for developing an anti-HBV agent. 6. 1, 2, 3, 4, 6-Penta-O-galloyl-β-D-glucose has anti-parasitic activity, displays an EC5 value of 67 μM, at least 6.6-fold more effective than the standard drug benznidazole against trypomastigote forms of T. cruzi.Formula:C41H32O26Molecular weight:940.67721,2,3,4,6-Penta-O-galloyl-b-D-glucopyranose (>85%)
CAS:Controlled ProductStability Hygroscopic, Temperature Sensitive
Applications Found to exhibit in vitro growth-inhibiting effect on human hepatocellular carcinoma cell line, SK-HEP-1 cells.
References Oh, G-S, et al.: Cancer Letters, 174, 17 ( 2001)Formula:C41H32O26Purity:>85%Color and Shape:NeatMolecular weight:940.681,2,3,4,6-O-pentagalloylglucose
CAS:(2S,3R,4S,5R,6R)-6-(((3,4,5-Trihydroxybenzoyl)oxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrakis(3,4,5-trihydroxybenzoate)Formula:C41H32O26Purity:98%Molecular weight:940.68Pentagalloylglucose
CAS:1, 2, 3, 4, 6-Pentagalloylglucose (Penta-O-galloyl-β-D-glucose) and gallic acid from Pistacia lentiscus have antimutagenic and antioxidant activities.Formula:C41H32O26Purity:99.17% - 99.97%Color and Shape:Gray SolidMolecular weight:940.67721,2,3,4,6-Pentagalloyl β-D-glucose
CAS:Natural glycosideFormula:C41H32O26Purity:≥ 90.0 % (HPLC)Color and Shape:PowderMolecular weight:940.691,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose
CAS:A gallotannin found in plants, with various biological activities. Its anti-cancer effect has been demonstrated in several cancer cell lines, mediated by inhibition of DNA replication, proliferation and angiogenesis. Elicits anti-inflammatory, antioxidative and anti-diabetic effects. Recently, it has been identified as an inhibitor of c-Myc in hepatocellular carcinoma and multiple myeloma cells.Formula:C41H32O26Purity:Min. 96 Area-%Color and Shape:PowderMolecular weight:940.68 g/molPentagalloylglucose - Bio-X ™
CAS:A gallotannin found in plants, with various biological activities. Its anti-cancer effect has been demonstrated in several cancer cell lines, mediated by inhibition of DNA replication, proliferation and angiogenesis. Elicits anti-inflammatory, antioxidative and anti-diabetic effects. Recently, it has been identified as an inhibitor of c-Myc in hepatocellular carcinoma and multiple myeloma cells.Formula:C41H32O26Purity:Min. 98 Area-%Color and Shape:PowderMolecular weight:940.68 g/mol










