1,2,3,4,6-pentagalloyl glucose

1,2,3,4,6-Pentagalloyl glucose

Names
IUPAC name [(2S,3R,4S,5R,6R)-2,3,5-Tris[(3,4,5-trihydroxybenzoyl)oxy]-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-4-yl] 3,4,5-trihydroxybenzoate
Other names 1,2,3,4,6-Penta-O-galloyl-β-D-glucose 1,2,3,4,6-Pentakis-O-galloyl-beta-D-glucose beta-Penta-O-galloyl-glucose PGG 1,2,3,4,6-Penta-O-galloyl-beta-D-glucose
Identifiers
CAS Number	14937-32-7 N
3D model (Jmol)	Interactive image
ChEBI	CHEBI:18082 Y
ChemSpider	58735 Y
ECHA InfoCard	100.113.489
PubChem CID	65238
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 Y Key: QJYNZEYHSMRWBK-NIKIMHBISA-N Y
SMILES C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O
Properties
Chemical formula	C41H32O26
Molar mass	940.68 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

1,2,3,4,6-Pentagalloylglucose is the pentagallic acid ester of glucose. It is a gallotannin and the precursor of ellagitannins.

Pentagalloyl glucose can precipitate proteins including human salivary α-amylase.

It may also be used in radioprotection.

1,2,3,4,6-Pentagalloyl glucose can be found in Punica granatum (pomegranate),Elaeocarpus sylvestris,Rhus typhina (Staghorn sumac), and Paeonia suffruticosa (Tree Peony).

The enzyme beta-glucogallin-tetrakisgalloylglucose O-galloyltransferase uses 1-O-galloyl-beta-D-glucose and 1,2,3,6-tetrakis-O-galloyl-beta-D-glucose to produce D-glucose and pentagalloyl glucose.

Tellimagrandin II is formed from pentagalloyl glucose by oxidative dehydrogenation and coupling of 2 galloyl groups.

β-glucogallin: 1,2,3,4,6-pentagalloyl-β-d-glucose galloyltransferase is an enzyme found in the leaves of Rhus typhina that catalyzes the galloylation of 1,2,3,4,6-penta-O-galloyl-β-D-glucose to 3-O-digalloyl-1,2,4,6-tetra-O-galloyl-β-d-glucose (hexa-galloylglucose).

Pentagalloyl glucose can undergo oxidation reactions which are depending on the pH.