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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose
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Accession:CHEBI:18082 term browser browse the term
Definition:A galloyl-beta-D-glucose compound having five galloyl groups in the 1-, 2-, 3-, 4- and 6-positions.
Synonyms:exact_synonym: 1,2,3,4,6-pentakis-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranose
 related_synonym: 1,2,3,4,6-Pgg;   1,2,3,4,6-penta-O-galloyl-beta-D-glucopyranose;   1,2,3,4,6-penta-O-galloyl-beta-D-glucopyranoside;   1,2,3,4,6-penta-O-galloyl-beta-D-glucose;   1,2,3,4,6-penta-O-galloyl-beta-D-glucoside;   1,2,3,4,6-pentagalloyl-beta-D-glucopyranose;   1,2,3,4,6-pentagalloyl-beta-D-glucopyranoside;   1,2,3,4,6-pentagalloyl-beta-D-glucose;   Formula=C41H32O26;   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;   InChIKey=QJYNZEYHSMRWBK-NIKIMHBISA-N;   Pentagalloyl-beta-D-glucose;   Pentagalloylglucose;   SMILES=Oc1cc(cc(O)c1O)C(=O)OC[C@H]1O[C@@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@@H]1OC(=O)c1cc(O)c(O)c(O)c1;   beta-1,2,3,4,6-pentagalloylglucose;   beta-D-glucopyranose pentakis(3,4,5-trihydroxybenzoate);   penta-O-galloyl-beta-D-glucopyranose;   penta-O-galloyl-beta-D-glucose
 alt_id: CHEBI:11132;   CHEBI:18854;   CHEBI:477
 xref: Beilstein:79674;   CAS:14937-32-7;   Chemspider:58735;   KEGG:C04576;   KNApSAcK:C00002933
 xref_mesh: MESH:C013185
 xref: MetaCyc:12346-PENTAKIS-O-GALLOYL-BETA-D-GLUC;   PMID:14609132;   PMID:15105050;   PMID:16253226;   PMID:17015965;   PMID:17141590;   PMID:18386256;   PMID:18622905;   PMID:19374853;   PMID:19457098;   PMID:19576177;   PMID:20369791;   PMID:20606300;   PMID:21085110;   PMID:21173176;   PMID:24404334;   PMID:29472861;   PMID:30760754;   PMID:32957961
 cyclic_relationship: is_conjugate_acid_of CHEBI:145902



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1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acaca acetyl-CoA carboxylase alpha multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of ACACA mRNA] CTD PMID:30721698 NCBI chr10:69,014,261...69,276,453
Ensembl chr10:69,014,170...69,276,457
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of CCL2 mRNA]
beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of CCL2 protein]
CTD PMID:16253226 PMID:30721698 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Cebpa CCAAT/enhancer binding protein alpha multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of CEBPA mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of CEBPA protein] CTD PMID:30721698 NCBI chr 1:87,759,631...87,762,303
Ensembl chr 1:87,759,433...87,762,412
JBrowse link
G Fas Fas cell surface death receptor multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of FAS mRNA] CTD PMID:30721698 NCBI chr 1:231,798,963...231,832,591
Ensembl chr 1:231,798,960...231,832,591
JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of ICAM1 mRNA] CTD PMID:16253226 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
JBrowse link
G Il6 interleukin 6 multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of IL6 protein] CTD PMID:30721698 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Ins2 insulin 2 multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of ACACA mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of CEBPA mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of CEBPA protein]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of FAS mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of PPARG mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of PPARG protein]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of SCD1 mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of SCD1 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of SREBF1 mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of SREBF1 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased phosphorylation of MAPK1 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased phosphorylation of MAPK3 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased phosphorylation of MAPK8 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased phosphorylation of MAPK9 protein] CTD PMID:30721698 NCBI chr 1:197,843,277...197,992,522
Ensembl chr 1:197,843,281...197,864,775
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased phosphorylation of MAPK1 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased phosphorylation of MAPK1 protein] CTD PMID:30721698 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased phosphorylation of MAPK3 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased phosphorylation of MAPK3 protein] CTD PMID:30721698 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased phosphorylation of MAPK8 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased phosphorylation of MAPK8 protein] CTD PMID:30721698 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
JBrowse link
G Mapk9 mitogen-activated protein kinase 9 multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased phosphorylation of MAPK9 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased phosphorylation of MAPK9 protein] CTD PMID:30721698 NCBI chr10:34,169,661...34,211,138
Ensembl chr10:34,169,675...34,210,178
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of PPARG mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of PPARG protein] CTD PMID:30721698 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased localization of RELA protein] CTD PMID:16253226 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Scd stearoyl-CoA desaturase multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of SCD1 mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of SCD1 protein] CTD PMID:30721698 NCBI chr 1:243,269,745...243,282,878
Ensembl chr 1:243,269,747...243,282,562
JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of SREBF1 mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [[1-Methyl-3-isobutylxanthine co-treated with Dexamethasone co-treated with INS protein] results in increased expression of SREBF1 protein] CTD PMID:30721698 NCBI chr10:45,007,637...45,029,650
Ensembl chr10:45,007,637...45,029,650
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of CCL2 mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of ICAM1 mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of VCAM1 mRNA]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased localization of RELA protein]
beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of CCL2 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of IL6 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased phosphorylation of MAPK1 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased phosphorylation of MAPK3 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased phosphorylation of MAPK8 protein]; beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased phosphorylation of MAPK9 protein]
CTD PMID:16253226 PMID:30721698 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions ISO beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of VCAM1 mRNA] CTD PMID:16253226 NCBI chr 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958
JBrowse link

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  CHEBI ontology 19800
    role 19751
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        anti-inflammatory agent 15841
          1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose 17
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  CHEBI ontology 19800
    subatomic particle 19799
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              atomic nucleus 19799
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                  main group element atom 19698
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                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
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                              organochalcogen compound 19052
                                organooxygen compound 18998
                                  carbohydrates and carbohydrate derivatives 12342
                                    carbohydrate 12342
                                      monosaccharide 4306
                                        aldose 2691
                                          aldohexose 2330
                                            glucose 2294
                                              D-glucose 2294
                                                D-glucopyranose 1761
                                                  beta-D-glucose 1625
                                                    beta-D-glucoside 1429
                                                      galloyl beta-D-glucose 17
                                                        1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose 17
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