Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C41H32O26 |
| Molecular Weight | 940.6772 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC(=CC(O)=C1O)C(=O)OC[C@H]2O[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)[C@@H](OC(=O)C5=CC(O)=C(O)C(O)=C5)[C@@H]2OC(=O)C6=CC(O)=C(O)C(O)=C6
InChI
InChIKey=QJYNZEYHSMRWBK-NIKIMHBISA-N
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
| Molecular Formula | C41H32O26 |
| Molecular Weight | 940.6772 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Prolyl endopeptidase inhibitors from the underground part of Rhodiola sachalinensis. | 2001 Apr |
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| Ellagic acid formation from galloylglucoses by a crude enzyme of Cornus capitata adventitious roots. | 2001 Aug |
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| Seasonal variation in the content of hydrolysable tannins in leaves of Betula pubescens. | 2001 May |
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| Theaflavin-3,3'-digallate and penta-O-galloyl-beta-D-glucose inhibit rat liver microsomal 5alpha-reductase activity and the expression of androgen receptor in LNCaP prostate cancer cells. | 2004 Jul |
|
| Penta-O-galloyl-beta-D-glucose inhibits phorbol myristate acetate-induced interleukin-8 [correction of intereukin-8] gene expression in human monocytic U937 cells through its inactivation of nuclear factor-kappaB. | 2004 Mar |
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| Chemical identification of the sources of commercial Fructus Chebulae. | 2005 Jul-Aug |
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| Vasodilatory and anti-inflammatory effects of the 1,2,3,4,6-penta-O-galloyl-beta-D-glucose (PGG) via a nitric oxide-cGMP pathway. | 2005 Nov 7 |
|
| Protein binding and astringent taste of a polymeric procyanidin, 1,2,3,4,6-penta-O-galloyl-beta-D-glucopyranose, castalagin, and grandinin. | 2006 Dec 13 |
|
| A traditional medicinal herb Paeonia suffruticosa and its active constituent 1,2,3,4,6-penta-O-galloyl-beta-D-glucopyranose have potent anti-aggregation effects on Alzheimer's amyloid beta proteins in vitro and in vivo. | 2009 Jun |
|
| Suppression of thymus- and activation-regulated chemokine (TARC/CCL17) production by 1,2,3,4,6-penta-O-galloyl-beta-D-glucose via blockade of NF-kappaB and STAT1 activation in the HaCaT cells. | 2009 Sep 11 |
|
| 1,2,3,4,6-penta-O-galloyl-beta-D-glucose protects splenocytes against radiation-induced apoptosis in murine splenocytes. | 2010 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:04:51 GMT 2023
by
admin
on
Sat Dec 16 09:04:51 GMT 2023
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| Record UNII |
3UI3K8W93I
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| Record Status |
Validated (UNII)
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| Record Version |
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3UI3K8W93I
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131647-34-2
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18082
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102694-50-8
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DTXSID901029765
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99935-72-5
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14937-32-7
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1,2,3,4,6-Pentagalloyl glucose
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98731-29-4
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94008-28-3
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65238
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| Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
PGG decreased the level of extracellular HBV (IC50, 1.0m g/ml) in a dose-dependent manner. PGG also reduced the HBsAg level by 25% at a concentration of 4m g/ml.
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PARENT -> CONSTITUENT ALWAYS PRESENT |
MIC 160 mg/L of ATCC 700392 and ATCC 700824 strains of H. pylori
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PARENT -> CONSTITUENT ALWAYS PRESENT |
The inhibition of protein tyrosine phosphatase 1B (PTP1B) is of substantial interest for the treatment of type-2 diabetes mellitus. Using an in vitro enzyme assay with human recombinant PTP1B 1,2,3,4,6-penta-O-galloyl-D-glucopyranose(1) was isolated from the roots of Paeonia lactiflora as an inhibitor of PTP1B, with an IC50 value of 4.8 uM.
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