pentagalloylglucose (Q4545645)

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chemical compound

beta-D-glucopyranose pentakis(3,4,5-trihydroxybenzoate)
1,2,3,4,6-Pgg
Pentagalloylglucose

Language	Label	Description	Also known as
English	pentagalloylglucose	chemical compound	beta-D-glucopyranose pentakis(3,4,5-trihydroxybenzoate) 1,2,3,4,6-Pgg Pentagalloylglucose

Statements

type of chemical entity

0 references

D-Glucopyranose, pentakis(3,4,5-trihydroxybenzoate)

1 reference

based on heuristic

inferred from SMILES

chemical structure

Beta-penta-O-galloyl-glucose.svg
620 × 494; 34 KB

0 references

940.118181 dalton

1 reference

language of work or name

Pentagalloylglucose (English)

5 October 2016

stereoisomer of

(2R,3R,4S,5R,6R)-6-(((3,4,5-Trihydroxybenzoyl)oxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrakis(3,4,5-trihydroxybenzoate)

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

galloyl(-2)[galloyl(-3)][galloyl(-4)][galloyl(-6)]Ido(b)-O-galloyl

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

Beta-1,2,3,4,6-Penta-O-Galloyl-D-Glucopyranose

1 reference

based on heuristic

inferred from InChI

chemical formula

C₄₁H₃₂O₂₆

1 reference

language of work or name

Pentagalloylglucose (English)

20 November 2016

canonical 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

1 reference

language of work or name

Pentagalloylglucose (English)

20 November 2016

isomeric SMILES

C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](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

1 reference

language of work or name

Pentagalloylglucose (English)

20 November 2016

1 reference

Polyphenols of Quercus robur: Adult tree and in vitro grown calli and shoots

Paeonia veitchii

1 reference

A comparative study on commercial samples of the roots of Paeonia vitchii and P. lactiflora

2 references

Galloylglucoses and riccionidin A in Rhus javanica adventitious root cultures

Inhibitory effect of tannins on reverse transcriptase from RNA tumor virus

Quercus infectoria

2 references

Inhibitory effect of gallotannins on the respiration of rat liver mitochondria

Tannins and related compounds. Part 9. Isolation and characterization of polygalloylglucoses from Turkish galls (Quercus infectoria)

Cornulaca monacantha

1 reference

Polyphenols from Cornulaca monacantha.

1 reference

Two very unusual macrocyclic flavonoids from the water lily Nymphaea lotus

Platycarya strobilacea

2 references

Distribution of ellagic acid derivatives and a diarylheptanoid in wood of Platycarya strobilacea

ent-Eudesmane sesquiterpenoids, galloyl esters of the oak lactone precursor, and a 3-O-methylellagic acid glycoside from the wood of Platycarya strobilacea

Cotinus coggygria

1 reference

Activity-guided isolation of antioxidative constituents of Cotinus coggygria

1 reference

Weight-reducing effect of Acer truncatum Bunge may be related to the inhibition of fatty acid synthase

Agrobacterium rhizogenes

1 reference

A piperidone alkaloid from Hyoscyamus albus roots transformed with Agrobacterium rhizogenes

Rhizobium rhizogenes

1 reference

A piperidone alkaloid from Hyoscyamus albus roots transformed with Agrobacterium rhizogenes

Caryocar villosum

1 reference

Phenolic glycosides from the stem bark of Caryocar villosum and C. glabrum

Castanopsis fissa

1 reference

Triterpene hexahydroxydiphenoyl esters and a quinic acid purpurogallin carbonyl ester from the leaves of Castanopsis fissa

Cercidiphyllum japonicum

1 reference

Tannins and related compounds. LXXVI. Isolation and characterization of cercidinins A and B and cuspinin, unusual 2,3-(R)-hexahydroxydiphenoyl glucoses from Cercidiphyllum japonicum and Castanopsis cuspidata var. sieboldii.

Cuphea hyssopifolia

1 reference

Macrocyclic ellagitannin dimers, cuphiins D1 and D2, and accompanying tannins from Cuphea hyssopifolia

Eucalyptus alba

1 reference

Eucalbanins A,B and C, Monomeric and Dimeric Hydrolyzable Tannins from Eucalyptus alba REINW.

Eucalyptus globulus

1 reference

Marker constituents of the natural antioxidant Eucalyptus leaf extract for the evaluation of food additives.

Euphorbia helioscopia

1 reference

Tannins and related compounds. CV. Monomeric and dimeric hydrolyzable tannins having a dehydrohexahydroxydiphenoyl group, supinanin, euphorscopin, euphorhelin and jolkianin, from euphorbia species.

Euphorbia humifusa

1 reference

Tannins and related polyphenols of euphorbiaceous plants. XI. Three new hydrolyzable tannins and a polyphenol glucoside from Euphorbia humifusa

Euphorbia jolkinii

1 reference

Structure and biogenesis of jolkinin, a highly oxygenated ellagitannin from Euphorbia jolkinii

Euphorbia maculata

1 reference

Four new hydrolyzable tannins and an acylated flavonol glycoside from Euphorbiamaculata

Euphorbia thymifolia

1 reference

Hydrolysable tannins from Euphorbia thymifolia

Euphorbia watanabei

1 reference

Tannins and Related Polyphenols of Euphorbiaceous Plants. XIV. Euphorbin I, a New Dimeric Hydrolyzable Tannin from Euphorbia watanabei.

Excoecaria agallocha

1 reference

Inhibitory effects of polyphenols toward HCV from the mangrove plant Excoecaria agallocha L.

Fordia fruticosa

1 reference

Woodfordin C, a macro-ring hydrolyzable tannin dimer with antitumor activity, and accompanying dimers from Woodfordia fruticosa flowers

Geranium thunbergii

2 references

Tannin production in hairy root culture of Geranium thunbergii

Tannin production in cell suspension cultures of Geranium thunbergii

1 reference

Effects of tannins from Geum japonicum on the catalytic activity of thrombin and factor Xa of blood coagulation cascade

Haematoxylum campechianum

1 reference

Gallotannins and flavonoids from Haematoxylon campechianum.

Juglans sigillata

1 reference

Chemical constituents with antioxidant activity from the pericarps of Juglans sigillata

Liquidambar formosana

2 references

Seasonal changes in the tannins of Liquidambar formosana reflecting their biogenesis

Structures and Antibacterial Properties of Isorugosins H-J, Oligomeric Ellagitannins from Liquidambar formosana with Characteristic Bridging Groups between Sugar Moieties.

Loropetalum chinense

1 reference

Hydrolysable tannins from Loropetalum chinense

Lotus corniculatus

1 reference

Gallic acid esters of bergenin and norbergenin from Mallotus japonicus

Mallotus japonicus

1 reference

Gallic acid esters of bergenin and norbergenin from Mallotus japonicus

Mangifera indica

2 references

Antimicrobial activity of gallotannins isolated from mango ( Mangifera indica L.) kernels

Benzophenone C-glucosides and gallotannins from mango tree stem bark with broad-spectrum anti-viral activity.

Melaleuca leucadendra

1 reference

An hydrolysable tannin and accompanying polyphenols from Melaleuca leucadendron

1 reference

Monoterpene glycosides from Paeonia hybrida

Paeonia × suffruticosa

3 references

Bioactivity-guided isolation of 1,2,3,4,6-Penta-O-galloyl-D-glucopyranose from Paeonia lactiflora roots as a PTP1B inhibitor.

The inhibition of phenylhydroquinone-induced oxidative DNA cleavage by constituents of Moutan Cortex and Paeoniae Radix

Paeonianins A-E, new dimeric and monomeric ellagitannins from the fruits of Paeonia lactiflora

Phyllagathis rotundifolia

1 reference

Characterisation of galloylated cyanogenic glucosides and hydrolysable tannins from leaves of Phyllagathis rotundifolia by LC-ESI-MS/MS.

Phyllanthus emblica

2 references

Two new acylated flavanone glycosides from the leaves and branches of Phyllanthus emblica

Novel norsesquiterpenoids from the roots of Phyllanthus emblica

1 reference

Phenolic compounds from Plantago major and P. lanceolata

Punica granatum

2 references

Punicafolin, an ellagitannin from the leaves of Punica granatum

Two UGT84 Family Glycosyltransferases Catalyze a Critical Reaction of Hydrolyzable Tannin Biosynthesis in Pomegranate (Punica granatum)

Quercus acutissima

1 reference

Tannin production in callus cultures of Quercus acutissima

1 reference

Tannins and related compounds. CIX. Isolation of alienanins A and B, novel C,C-linked ellagitannin dimers from Quercus aliena Blume.

Quercus phillyraeoides

1 reference

Tannins and related compounds. LXXXIII. Isolation and structures of hydrolyzable tannins, phillyraeoidins A-E from Quercus phillyraeoides.

2 references

Prolyl endopeptidase inhibitors from the underground part of Rhodiola sachalinensis

Neuroprotective effects of constituents of the oriental crude drugs, Rhodiola sacra, R. sachalinensis and Tokaku-joki-to, against beta-amyloid toxicity, oxidative stress and apoptosis.

Rhodiola sachalinensis

2 references

Prolyl endopeptidase inhibitors from the underground part of Rhodiola sachalinensis

Neuroprotective effects of constituents of the oriental crude drugs, Rhodiola sacra, R. sachalinensis and Tokaku-joki-to, against beta-amyloid toxicity, oxidative stress and apoptosis.

Rhoiptelea chiliantha

1 reference

Three novel C-glycosidic ellagitannins, rhoipteleanins H, I, and J, from rhoiptelea chiliantha

1 reference

Gallotannin biosynthesis: beta-glucogallin: hexagalloyl 3-O-galloyltransferase from Rhus typhina leaves

Toxicodendron vernicifluum

1 reference

Inhibitory effect of the compounds isolated from Rhus verniciflua on aldose reductase and advanced glycation endproducts

1 reference

Taxifolin apioside and davuriciin M1, a hydrolysable tannin from Rosa davurica

Sanguisorba officinalis

1 reference

7-O-Galloyl-(+)-catechin and 3-O-galloylprocyanidin B-3 from Sanguisorba officinalis

1 reference

Tannins and Related Compounds. CXXIII. Chromone, Acetophenone and Phenylpropanoid Glycosides and Their Galloyl and /or Hexahydroxydiphenoyl Esters from the Leaves of Syzygium aromaticum MERR. et PERRY.

Terminalia chebula

2 references

1,2,3,4,6-penta-O-galloyl-β-d-glucose: A cholinesterase inhibitor from Terminalia chebula

Polyphenolic compounds in the fruits of Egyptian medicinal plants (Terminalia bellerica, Terminalia chebula and Terminalia horrida): characterization, quantitation and determination of antioxidant capacities

Woodfordia fruticosa

1 reference

Woodfordin C, a macro-ring hydrolyzable tannin dimer with antitumor activity, and accompanying dimers from Woodfordia fruticosa flowers

Arctostaphylos uva-ursi

1 reference

Inhibitory effect of gallotannins on the respiration of rat liver mitochondria

Quercus pubescens

2 references

Tannins and related compounds. Part 9. Isolation and characterization of polygalloylglucoses from Turkish galls (Quercus infectoria)

Inhibitory effect of gallotannins on the respiration of rat liver mitochondria

Tellima grandiflora

1 reference

Oxidation of pentagalloylglucose to the ellagitannin, tellimagrandin II, by a phenol oxidase from Tellima grandiflora leaves

Myrothamnus flabellifolia

1 reference

Qualitative and quantitative phytochemical characterization of Myrothamnus flabellifolia Welw

Myrothamnus flabellifolius

1 reference

Qualitative and quantitative phytochemical characterization of Myrothamnus flabellifolia Welw

Schinus terebinthifolius

1 reference

Pentagalloylglucose, a xanthine oxidase inhibitor from a Paraguayan crude drug, "Molle-i" (Schinus terebinthifolius).

Hamamelis virginiana

1 reference

Hamamelitannin from Witch Hazel (Hamamelis virginiana) Displays Specific Cytotoxic Activity against Colon Cancer Cells

Geum macrophyllum

1 reference

Effects of tannins from Geum japonicum on the catalytic activity of thrombin and factor Xa of blood coagulation cascade

7 references

A comparative study on commercial samples of the roots of Paeonia vitchii and P. lactiflora

Quantitative Determination of Gallotannin in Paeoniae Radix

Inhibitory effect of gallotannins on the respiration of rat liver mitochondria

Androgen modulators from the roots of Paeonia lactiflora (paeoniae radix) grown and processed in nara prefecture, Japan

Search for New Drugs of Plant Origin

Structure of gallotannins in Paeoniae Radix.

Capillary electrophoretic determination of the constituents of paeoniae radix

Corymbia calophylla

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Corymbia maculata

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus astringens

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus camaldulensis

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus cladocalyx

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus cornuta

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Corymbia ficifolia

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus platypus

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus sargentii

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus stowardii

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus botryoides

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus caesia

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus densa

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus gomphocephala

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus houseana

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus wandoo

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus erythrocorys

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus roycei

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

Eucalyptus flocktoniae

1 reference

Chemical characteristics and antimicrobial effects of some Eucalyptus kinos.

physically interacts with

taste receptor type 2

subject has role

1 reference

Different phenolic compounds activate distinct human bitter taste receptors.

has characteristic

1 reference

Identifiers

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

1 reference

language of work or name

Pentagalloylglucose (English)

20 November 2016

QJYNZEYHSMRWBK-NIKIMHBISA-N

2 references

language of work or name

Pentagalloylglucose (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

2 references

Global Substance Registration System

language of work or name

pentagalloylglucose (English)

20 November 2016

QJYNZEYHSMRWBK-NIKIMHBISA-N

CAS Common Chemistry

10 April 2021

https://commonchemistry.cas.org/detail?cas_rn=14937-32-7

1 reference

language of work or name

1,2,3,4,6-Pentagalloyl glucose (English)

20 November 2016

2 references

language of work or name

Pentagalloylglucose (English)

20 November 2016

matched by identifier from

QJYNZEYHSMRWBK-NIKIMHBISA-N

mapping relation type

2 references

language of work or name

PENTAGALLOYL GLUCOSE (English)

20 November 2016

matched by identifier from

International Chemical Identifier

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

1 reference

language of work or name

PENTAGALLOYL GLUCOSE (English)

20 November 2016

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

QJYNZEYHSMRWBK-NIKIMHBISA-N

UniChem compound ID

1 reference

splash10-0ge0-0999909900-82d326cca906a87f954d

0 references

splash10-0udi-0900000000-0ad37a6685fa95f2f3c4

0 references

604-691-5

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

27 December 2018

β-D-Glucopyranose, 1,2,3,4,6-pentakis(3,4,5-trihydroxybenzoate) (English)

CAS no.: 14937-32-7 (English)

ECHA Substance Infocard ID

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

27 December 2018

β-D-Glucopyranose, 1,2,3,4,6-pentakis(3,4,5-trihydroxybenzoate) (English)

CAS no.: 14937-32-7 (English)

1 reference

language of work or name

1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose (English)

5 October 2016

2 references

Global Substance Registration System

language of work or name

pentagalloylglucose (English)

20 November 2016

matched by identifier from

QJYNZEYHSMRWBK-NIKIMHBISA-N

Probes And Drugs ID

0 references

0 references

0 references

Microsoft Academic ID

0 references

Sitelinks

Wikipedia(8 entries)

Wikibooks(0 entries)

Wikinews(0 entries)

Wikiquote(0 entries)

Wikisource(0 entries)

Wikiversity(0 entries)

Wikivoyage(0 entries)

Wiktionary(0 entries)

Multilingual sites(0 entries)

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