Compounds > 1,3,6-tri-o-galloyl-beta-d-glucose
Page last updated: 2024-11-08

1,3,6-tri-o-galloyl-beta-d-glucose

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1,3,6-tri-O-galloylglucose: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID452707
CHEMBL ID389895
CHEBI ID24182
SCHEMBL ID1004538
MeSH IDM0453766

Synonyms (47)

Synonym
AC-20241
NCGC00179867-01
ACON1_002062
MEGXP0_001387
[(2r,3r,4s,5r,6s)-3,5-dihydroxy-4,6-bis[(3,4,5-trihydroxybenzoyl)oxy]tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate
tannic acid (corilagin)
1,3,6-tri-o-galloyl-b-d-glucopyranose
.beta.-d-glucopyranose, 1,3,6-tris(3,4,5-trihydroxybenzoate)
glucopyranose, 1,3,6-trigallate, .beta.-d-
1,3,6-tri-o-galloyl-b-d-glucose
.beta.-d-glucopyranose 1,3,6-trigallate
18483-17-5
gallotannins
chebi:24182 ,
CHEMBL389895
1,3,6-tri-o-galloyl-beta-d-glucose
C17458
nsc 69861
o8718334xj ,
glucopyranose, 1,3,6-trigallate, beta-d-
beta-d-glucopyranose 1,3,6-trigallate
beta-d-glucopyranose, 1,3,6-tris(3,4,5-trihydroxybenzoate)
unii-o8718334xj
AKOS015965331
SCHEMBL1004538
.tannin
1,3,6-tri-o-galloylglucose
W-201661
1,3,6-tri-o-galloyl glucose
1,3,6-tri-o-galloyl-.beta.-d-glucopyranose
1,3,6-trigalloyl glucose
DTXSID3041667
1,3,6-tri-o-galloyl-beta-d-glucose, analytical standard
J303.464J ,
1,3,6-trigalloylglucose, >=95% (lc/ms-elsd)
1,3,6-tri-o-galloyl-beta-d-glucopyranose
(2s,3r,4s,5r,6r)-3,5-dihydroxy-6-(((3,4,5-trihydroxybenzoyl)oxy)methyl)tetrahydro-2h-pyran-2,4-diyl bis(3,4,5-trihydroxybenzoate)
1,3,6-tris(3,4,5-trihydroxybenzoate)beta-d-glucopyranose
Q13423012
CS-0032136
HY-N6006
NCGC00179867-02
MS-30889
1,3,6-tri-o-galloyl--d-glucose
E87143
beta-d-glucopyranose-1,3,6-tris(3,4,5-trihydroxybenzoate
1,3,6-tri-o-galloyl- beta -d-glucose
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Spike glycoproteinSevere acute respiratory syndrome-related coronavirusPotency35.48130.009610.525035.4813AID1479145
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LactoperoxidaseBos taurus (cattle)Km1.37000.30001.57788.4100AID1490876
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (5)

Processvia Protein(s)Taxonomy
response to oxidative stressLactoperoxidaseBos taurus (cattle)
thiocyanate metabolic processLactoperoxidaseBos taurus (cattle)
antibacterial humoral responseLactoperoxidaseBos taurus (cattle)
hydrogen peroxide catabolic processLactoperoxidaseBos taurus (cattle)
cellular oxidant detoxificationLactoperoxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (5)

Processvia Protein(s)Taxonomy
peroxidase activityLactoperoxidaseBos taurus (cattle)
calcium ion bindingLactoperoxidaseBos taurus (cattle)
heme bindingLactoperoxidaseBos taurus (cattle)
thiocyanate peroxidase activityLactoperoxidaseBos taurus (cattle)
lactoperoxidase activityLactoperoxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
virion membraneSpike glycoproteinSevere acute respiratory syndrome-related coronavirus
extracellular spaceLactoperoxidaseBos taurus (cattle)
cytoplasmLactoperoxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID1678465Anti-ferroptosis activity against erastin-induced ferroptosis in Sprague-Dawley rat bmMSC cells assessed as inhibition of lipid peroxidation at 3 ug/ml preincubated for 12 hrs followed by compound addition and measured after 12 hrs by C11-Bodipy fluoresce2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1678470Metal chelating activity assessed as Fe2+-compound complex formation incubated for 5 mins by colorimetry2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1678475Potency index, ratio of trolox IC50 to test compound IC50 for antioxidant activity assessed as DPPH radical scavenging activity2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1678472Antioxidant activity in pH 4.5 phosphate buffer assessed as PTIO radical scavenging activity after 1 hr by microplate reader based assay2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1678473Antioxidant activity assessed as ferric ion reducing activity using FeCl3.H2O and TPTZ incubated for 30 mins by FRAP assay2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1678474Antioxidant activity assessed as DPPH free radical scavenging activity after 5 mins by microplate reader based assay2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID284211Inhibition of HCV NS3 serine protease2007Bioorganic & medicinal chemistry, Jan-01, Volume: 15, Issue:1
Prediction of binding for a kind of non-peptic HCV NS3 serine protease inhibitors from plants by molecular docking and MM-PBSA method.
AID1678471Antioxidant activity in pH 7.4 phosphate buffer assessed as PTIO radical scavenging activity after 1 hr by microplate reader based assay2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1678464Anti-ferroptosis activity against erastin-induced ferroptosis in Sprague-Dawley rat bmMSC cells assessed as increase in cell viability at 0.47 to 4.7 uM preincubated for 12 hrs followed by compound addition and measured after 12 hrs by CCK8 assay2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1678468Anti-ferroptosis activity against erastin-induced ferroptosis in Sprague-Dawley rat bmMSC cells assessed as early cell death at 4.7 uM after 1 hr by AnnexinV-FITC/propidium iodide staining-based flow cytometric analysis (Rvb = 10.4%)2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1678467Anti-ferroptosis activity against erastin-induced ferroptosis in Sprague-Dawley rat bmMSC cells assessed as late cell death at 4.7 uM after 1 hr by AnnexinV-FITC/propidium iodide staining-based flow cytometric analysis (Rvb = 19.9%)2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID401340Binding affinity to bradykinin1996Journal of natural products, Feb, Volume: 59, Issue:2
Natural polyphenols (vegetable tannins) as drugs: possible modes of action.
AID1678477Metal chelating activity assessed as Fe2+-compound complex formation by measuring red shift by UV-visible spectrophotometry2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1678466Anti-ferroptosis activity against erastin-induced ferroptosis in Sprague-Dawley rat bmMSC cells assessed as cellular death at 4.7 uM after 1 hr by AnnexinV-FITC/propidium iodide staining-based flow cytometric analysis (Rvb = 3.73%)2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1678469Anti-ferroptosis activity against erastin-induced ferroptosis in Spargue-Dawley rat bmMSCs cells assessed as cell viability at 4.7 uM after 1 hr by AnnexinV-FITC/propidium iodide staining based flow cytometry analysis (Rvb = 65.9%)2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1678476Antioxidant activity assessed as compound-DPPH adduct formation with covalent bridging by UHPLC-ESI-Q-TOF-MS analysis2020ACS medicinal chemistry letters, Nov-12, Volume: 11, Issue:11
Covalent Bridging of Corilagin Improves Antiferroptosis Activity: Comparison with 1,3,6-Tri-
AID1490878Induction of H2O2-inactivated bovine milk lactoperoxidase pseudo-halogenating activity assessed as increase in hypothiocyanate formation by measuring ratio of Kcat to Km for substrate using thiocyanate as substrate by Lineweaver-Burk plot2017Journal of natural products, 05-26, Volume: 80, Issue:5
Tannins and Tannin-Related Derivatives Enhance the (Pseudo-)Halogenating Activity of Lactoperoxidase.
AID1490877Induction of H2O2-inactivated bovine milk lactoperoxidase pseudo-halogenating activity assessed as increase in hypothiocyanate formation by measuring substrate Kcat using thiocyanate as substrate by Lineweaver-Burk plot2017Journal of natural products, 05-26, Volume: 80, Issue:5
Tannins and Tannin-Related Derivatives Enhance the (Pseudo-)Halogenating Activity of Lactoperoxidase.
AID1490876Induction of H2O2-inactivated bovine milk lactoperoxidase pseudo-halogenating activity assessed as increase in hypothiocyanate formation by measuring substrate Km using thiocyanate as substrate by Lineweaver-Burk plot2017Journal of natural products, 05-26, Volume: 80, Issue:5
Tannins and Tannin-Related Derivatives Enhance the (Pseudo-)Halogenating Activity of Lactoperoxidase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (16.67)18.2507
2000's2 (33.33)29.6817
2010's1 (16.67)24.3611
2020's2 (33.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.82

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.82 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.77 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.82)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
gallic acid
gallate : A trihydroxybenzoate that is the conjugate base of gallic acid.		4.0640trihydroxybenzoic acidantineoplastic agent;
antioxidant;
apoptosis inducer;
astringent;
cyclooxygenase 2 inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
geroprotector;
human xenobiotic metabolite;
plant metabolite
propyl gallate
Propyl Gallate: Antioxidant for foods, fats, oils, ethers, emulsions, waxes, and transformer oils.		3.0910trihydroxybenzoic acid
sodium citrate, anhydrous
Sodium Citrate: Sodium salts of citric acid that are used as buffers and food preservatives. They are used medically as anticoagulants in stored blood, and for urine alkalization in the prevention of KIDNEY STONES.. sodium citrate : The trisodium salt of citric acid.		2.2510organic sodium saltanticoagulant;
flavouring agent
methyl gallate
methyl gallate: has both immunosuppressive and phytogenic antineoplastic activities; isolated from Acer saccharinum. methyl 3,4,5-trihydroxybenzoate : A gallate ester obtained by the formal condensation of gallic acid with methanol. It exhibits anti-oxidant, anti-tumor, anti-microbial and anti-inflammatory properties.		2.1510gallate esteranti-inflammatory agent;
antioxidant;
plant metabolite
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
[no description available]		2.2510chromanol;
monocarboxylic acid;
phenols		antioxidant;
ferroptosis inhibitor;
neuroprotective agent;
radical scavenger;
Wnt signalling inhibitor
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		2.0110D-glucopyranoseepitope;
mouse metabolite
epigallocatechin gallate
epigallocatechin gallate: a steroid 5alpha-reductase inhibitor and antimutagen in green tea (Camellia sinensis). (-)-epigallocatechin 3-gallate : A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (-)-epigallocatechin.		2.1510flavans;
gallate ester;
polyphenol		antineoplastic agent;
antioxidant;
apoptosis inducer;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent;
plant metabolite
1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose
pentagalloylglucose: pentahydroxy gallic acid ester of glucose; a phytogenic antineoplastic agent and antibacterial agent. 1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose : A galloyl-beta-D-glucose compound having five galloyl groups in the 1-, 2-, 3-, 4- and 6-positions.		3.5320gallate ester;
galloyl beta-D-glucose		anti-inflammatory agent;
antineoplastic agent;
geroprotector;
hepatoprotective agent;
plant metabolite;
radiation protective agent;
radical scavenger
epicatechin
(-)-epicatechin : A catechin with (2R,3R)-configuration.		2.1510catechin;
polyphenol		antioxidant
gallocatechol
(-)-epigallocatechin : A flavan-3,3',4',5,5',7-hexol having (2R,3R)-configuration.		2.1510catechin;
flavan-3,3',4',5,5',7-hexol		antioxidant;
food component;
plant metabolite
corilagin
corilagin: isolated from Geranii herba. corilagin : An ellagitannin with a hexahydroxydiphenoyl group bridging over the 3-O and 6-O of the glucose core.		2.4720ellagitannin;
gallate ester		antihypertensive agent;
antioxidant;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
non-steroidal anti-inflammatory drug
procyanidin b2
procyanidin B2 : A proanthocyanidin consisting of two molecules of (-)-epicatechin joined by a bond between positions 4 and 8' in a beta-configuration. Procyanidin B2 can be found in Cinchona pubescens (Chinchona, in the rind, bark and cortex), in Cinnamomum verum (Ceylon cinnamon, in the rind, bark and cortex), in Crataegus monogyna (Common hawthorn, in the flower and blossom), in Uncaria guianensis (Cat's claw, in the root), in Vitis vinifera (Common grape vine, in the leaf), in Litchi chinensis (litchi, in the pericarp), in the apple, in Ecdysanthera utilis and in red wine.		3.5320biflavonoid;
hydroxyflavan;
polyphenol;
proanthocyanidin		antioxidant;
metabolite
proanthocyanidin a2
procyanidin A2: structure in first source. proanthocyanidin A2 : A proanthocyanidin obtained by the condensation of (-)-epicatechin units.		2.1510hydroxyflavan;
proanthocyanidin		angiogenesis modulating agent;
anti-HIV agent;
antioxidant;
metabolite
procyanidin C1
procyanidin trimer C1: a flavonoid found in multiple plant sources including grape, apple, and cacao, which has antioxidant and anti-inflammatory properties. procyanidin C1 : A proanthocyanidin consisting of three (-)-epicatechin units joined by two successive (4beta->8)-linkages.		2.1510hydroxyflavan;
polyphenol;
proanthocyanidin		anti-inflammatory agent;
antioxidant;
EC 1.17.3.2 (xanthine oxidase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
lipoxygenase inhibitor;
metabolite
chlorogenic acid
caffeoylquinic acid: Antiviral Agent; structure in first source. chlorogenate : A monocarboxylic acid anion that is the conjugate base of chlorogenic acid; major species at pH 7.3.		2.1510cinnamate ester;
tannin		food component;
plant metabolite
ellagic acid
[no description available]		2.1510catechols;
cyclic ketone;
lactone;
organic heterotetracyclic compound;
polyphenol		antioxidant;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor;
EC 2.4.1.1 (glycogen phosphorylase) inhibitor;
EC 2.5.1.18 (glutathione transferase) inhibitor;
EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor;
EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor;
EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
food additive;
fungal metabolite;
geroprotector;
plant metabolite;
skin lightening agent
hamamelitannin
hamamelitannin: cytotoxic from witch hazel (Hamamelis virginiana); structure in first source		3.0910gallate ester
ascorbic acid
Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.		3.0910ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
ConditionIndicatedRelationship StrengthStudiesTrials