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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:quercetin 3-O-beta-D-galactopyranoside
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Accession:CHEBI:67486 term browser browse the term
Definition:A quercetin O-glycoside that is quercetin with a beta-D-galactosyl residue attached at position 3. Isolated from Artemisia capillaris, it exhibits hepatoprotective activity.
Synonyms:exact_synonym: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-galactopyranoside
 related_synonym: 2-(3,4-dihydroxyphenyl)-3-(beta-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one;   Formula=C21H20O12;   Hyperin;   Hyperoside;   InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1;   InChIKey=OVSQVDMCBVZWGM-DTGCRPNFSA-N;   Quercetin 3-galactoside;   SMILES=OC[C@H]1O[C@@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2ccc(O)c(O)c2)[C@H](O)[C@@H](O)[C@H]1O;   quercetin 3-O-galactoside
 alt_id: CHEBI:5836
 xref: CAS:482-36-0;   HMDB:HMDB0030775;   KEGG:C10073;   KNApSAcK:C00005372;   LINCS:LSM-5907;   LIPID_MAPS_instance:LMPK12112041
 xref_mesh: MESH:C021304
 xref: PMID:21428416;   PMID:22324400;   PMID:23220618;   PMID:23291593;   PMID:23835282;   PMID:24173369;   Reaxys:100990;   Wikipedia:Hyperoside



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quercetin 3-O-beta-D-galactopyranoside term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase increases expression
multiple interactions
EXP hyperoside results in increased expression of ACHE mRNA
hyperoside results in increased expression of and results in increased activity of ACHE protein
CTD PMID:27019979 NCBI chr12:19,406,133...19,413,713
Ensembl chr12:19,407,360...19,413,651
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO
EXP
hyperoside inhibits the reaction [tert-Butylhydroperoxide affects the localization of BAX protein]
hyperoside inhibits the reaction [Hydrogen Peroxide results in increased expression of BAX protein]
CTD PMID:18552516 PMID:31326407 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP hyperoside inhibits the reaction [Hydrogen Peroxide results in decreased expression of BCL2 protein] CTD PMID:31326407 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743
JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 multiple interactions ISO [Quercetin co-treated with hyperoside] results in decreased expression of BIRC5 mRNA; [Quercetin co-treated with hyperoside] results in decreased expression of BIRC5 protein CTD PMID:24173369 NCBI chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380
JBrowse link
G Casp3 caspase 3 multiple interactions ISO [Quercetin co-treated with hyperoside] results in increased cleavage of CASP3 protein CTD PMID:24173369 PMID:25354548 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cat catalase multiple interactions EXP cyclopamine inhibits the reaction [hyperoside inhibits the reaction [Hydrogen Peroxide results in decreased activity of CAT protein]]; hyperoside inhibits the reaction [Hydrogen Peroxide results in decreased activity of CAT protein] CTD PMID:31326407 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cycs cytochrome c, somatic multiple interactions ISO hyperoside inhibits the reaction [tert-Butylhydroperoxide affects the localization of CYCS protein] CTD PMID:18552516 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
Ensembl chr18:79,651,378...79,654,054
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases activity
multiple interactions
ISO hyperoside results in decreased activity of CYP2E1 protein
hyperoside inhibits the reaction [Acetaminophen results in decreased activity of CYP2E1 protein]
CTD PMID:26772156 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO hyperoside inhibits the reaction [Estradiol results in increased activity of ESR1 protein] CTD PMID:22613215 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G Gli1 GLI family zinc finger 1 multiple interactions
increases expression
EXP hyperoside promotes the reaction [Hydrogen Peroxide results in increased expression of GLI1 mRNA]; hyperoside promotes the reaction [Hydrogen Peroxide results in increased expression of GLI1 protein]
hyperoside results in increased expression of GLI1 mRNA; hyperoside results in increased expression of GLI1 protein
CTD PMID:31326407 NCBI chr 7:63,156,926...63,169,579
Ensembl chr 7:63,156,926...63,169,251
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions ISO hyperoside inhibits the reaction [Acetaminophen results in increased activity of GPT protein] CTD PMID:26772156 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO hyperoside inhibits the reaction [TNF protein results in increased phosphorylation of MAPK1 protein] CTD PMID:30125551 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 hyperoside inhibits the reaction [TNF protein results in increased phosphorylation of MAPK3 protein] CTD PMID:30125551 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mir21 microRNA 21 multiple interactions ISO [Quercetin co-treated with hyperoside] results in decreased expression of MIR21 mRNA; MIR21 mRNA inhibits the reaction [[Quercetin co-treated with hyperoside] results in increased expression of PDCD4 mRNA]; MIR21 mRNA inhibits the reaction [[Quercetin co-treated with hyperoside] results in increased expression of PDCD4 protein]; MIR21 mRNA results in decreased susceptibility to [Quercetin co-treated with hyperoside] CTD PMID:25354548 NCBI chr10:71,405,257...71,405,348
Ensembl chr10:71,405,257...71,405,348
JBrowse link
G Mir27a microRNA 27a multiple interactions ISO [Quercetin co-treated with hyperoside] inhibits the reaction [MIR27A mRNA results in decreased expression of ZBTB10 mRNA]; [Quercetin co-treated with hyperoside] inhibits the reaction [MIR27A mRNA results in increased expression of SP1 mRNA]; [Quercetin co-treated with hyperoside] results in decreased expression of MIR27A mRNA; MIR27A mRNA inhibits the reaction [[Quercetin co-treated with hyperoside] results in increased expression of ZBTB10 mRNA] CTD PMID:24173369 NCBI chr19:23,954,831...23,954,917
Ensembl chr19:23,954,831...23,954,917
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 affects localization ISO hyperoside affects the localization of NFE2L2 protein CTD PMID:26772156 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO hyperoside inhibits the reaction [TNF protein results in increased phosphorylation of and results in increased degradation of NFKBIA protein] CTD PMID:30125551 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression EXP Hyperoside increases expression of Nqo1 protein in liver RGD PMID:31399183 RGD:25823190 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO [Quercetin co-treated with hyperoside] results in increased cleavage of PARP1 protein CTD PMID:24173369 PMID:25354548 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Pdcd4 programmed cell death 4 multiple interactions ISO [Quercetin co-treated with hyperoside] results in increased expression of PDCD4 mRNA; [Quercetin co-treated with hyperoside] results in increased expression of PDCD4 protein; MIR21 mRNA inhibits the reaction [[Quercetin co-treated with hyperoside] results in increased expression of PDCD4 mRNA]; MIR21 mRNA inhibits the reaction [[Quercetin co-treated with hyperoside] results in increased expression of PDCD4 protein] CTD PMID:25354548 NCBI chr 1:252,921,342...252,944,278
Ensembl chr 1:252,921,392...252,944,275
JBrowse link
G Prima1 proline rich membrane anchor 1 increases expression EXP hyperoside results in increased expression of PRIMA1 mRNA CTD PMID:27019979 NCBI chr 6:122,338,365...122,390,955
Ensembl chr 6:122,338,370...122,389,921
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO hyperoside inhibits the reaction [TNF protein results in increased phosphorylation of RELA protein] CTD PMID:30125551 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Shh sonic hedgehog signaling molecule increases expression
multiple interactions
EXP hyperoside results in increased expression of SHH mRNA; hyperoside results in increased expression of SHH protein
hyperoside promotes the reaction [Hydrogen Peroxide results in increased expression of SHH mRNA]; hyperoside promotes the reaction [Hydrogen Peroxide results in increased expression of SHH protein]
CTD PMID:31326407 NCBI chr 4:6,954,017...6,963,170
Ensembl chr 4:6,954,017...6,963,170
JBrowse link
G Sirt1 sirtuin 1 multiple interactions ISO hyperoside inhibits the reaction [tert-Butylhydroperoxide results in decreased expression of SIRT1 protein] CTD PMID:18552516 NCBI chr20:25,307,225...25,329,273
Ensembl chr20:25,306,917...25,329,260
JBrowse link
G Slc2a2 solute carrier family 2 member 2 increases expression ISO hyperoside analog results in increased expression of SLC2A2 mRNA CTD PMID:33493636 NCBI chr 2:111,609,798...111,639,930
Ensembl chr 2:111,611,774...111,639,933
JBrowse link
G Slc5a1 solute carrier family 5 member 1 increases expression ISO hyperoside analog results in increased expression of SLC5A1 mRNA CTD PMID:33493636 NCBI chr14:77,553,990...77,618,589
Ensembl chr14:77,553,843...77,618,547
JBrowse link
G Smo smoothened, frizzled class receptor increases expression
multiple interactions
EXP hyperoside results in increased expression of SMO mRNA; hyperoside results in increased expression of SMO protein
hyperoside promotes the reaction [Hydrogen Peroxide results in increased expression of SMO mRNA]; hyperoside promotes the reaction [Hydrogen Peroxide results in increased expression of SMO protein]
CTD PMID:31326407 NCBI chr 4:58,343,626...58,373,823
Ensembl chr 4:58,343,529...58,373,829
JBrowse link
G Sp1 Sp1 transcription factor multiple interactions ISO [Quercetin co-treated with hyperoside] inhibits the reaction [MIR27A mRNA results in increased expression of SP1 mRNA]; [Quercetin co-treated with hyperoside] results in decreased expression of SP1 mRNA; [Quercetin co-treated with hyperoside] results in decreased expression of SP1 protein CTD PMID:24173369 NCBI chr 7:133,541,302...133,571,961
Ensembl chr 7:133,541,491...133,571,961
JBrowse link
G Sp3 Sp3 transcription factor multiple interactions ISO [Quercetin co-treated with hyperoside] results in decreased expression of SP3 mRNA; [Quercetin co-treated with hyperoside] results in decreased expression of SP3 protein CTD PMID:24173369 NCBI chr 3:57,811,855...57,857,150
Ensembl chr 3:57,812,075...57,860,342
JBrowse link
G Sp4 Sp4 transcription factor multiple interactions ISO [Quercetin co-treated with hyperoside] results in decreased expression of SP4 mRNA; [Quercetin co-treated with hyperoside] results in decreased expression of SP4 protein CTD PMID:24173369 NCBI chr 6:139,187,458...139,252,741
Ensembl chr 6:139,192,147...139,252,126
JBrowse link
G Sult2a1 sulfotransferase family 2A member 1 multiple interactions
increases expression
ISO hyperoside inhibits the reaction [Acetaminophen results in decreased expression of SULT2A1 mRNA]
hyperoside results in increased expression of SULT2A1 mRNA
CTD PMID:26772156 NCBI chr 1:75,451,178...75,508,113
Ensembl chr 1:74,911,100...75,508,134
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO hyperoside inhibits the reaction [TNF protein results in increased expression of TNFRSF1A protein]; hyperoside inhibits the reaction [TNF protein results in increased expression of VCAM1 mRNA]; hyperoside inhibits the reaction [TNF protein results in increased expression of VCAM1 protein]; hyperoside inhibits the reaction [TNF protein results in increased phosphorylation of and results in increased degradation of NFKBIA protein]; hyperoside inhibits the reaction [TNF protein results in increased phosphorylation of MAPK1 protein]; hyperoside inhibits the reaction [TNF protein results in increased phosphorylation of MAPK3 protein]; hyperoside inhibits the reaction [TNF protein results in increased phosphorylation of RELA protein] CTD PMID:30125551 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tnfrsf1a TNF receptor superfamily member 1A multiple interactions ISO hyperoside inhibits the reaction [TNF protein results in increased expression of TNFRSF1A protein] CTD PMID:30125551 NCBI chr 4:158,150,815...158,163,592
Ensembl chr 4:158,150,820...158,163,591
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 multiple interactions
increases expression
ISO hyperoside inhibits the reaction [Acetaminophen results in decreased expression of UGT1A1 mRNA]
hyperoside results in increased expression of UGT1A1 mRNA
CTD PMID:26772156 NCBI chr 9:88,801,344...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt1a6 UDP glucuronosyltransferase family 1 member A6 multiple interactions ISO hyperoside inhibits the reaction [Acetaminophen results in decreased expression of UGT1A6 mRNA] CTD PMID:26772156 NCBI chr 9:88,747,213...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt2b1 UDP glucuronosyltransferase 2 family, polypeptide B1 multiple interactions
increases expression
ISO hyperoside inhibits the reaction [Acetaminophen results in decreased expression of UGT2B1 mRNA]
hyperoside results in increased expression of UGT2B1 mRNA
CTD PMID:26772156 NCBI chr14:21,024,035...21,035,784
Ensembl chr14:21,024,006...21,035,986
JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions ISO hyperoside inhibits the reaction [TNF protein results in increased expression of VCAM1 mRNA]; hyperoside inhibits the reaction [TNF protein results in increased expression of VCAM1 protein] CTD PMID:30125551 NCBI chr 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958
JBrowse link
G Zbtb10 zinc finger and BTB domain containing 10 multiple interactions ISO [Quercetin co-treated with hyperoside] inhibits the reaction [MIR27A mRNA results in decreased expression of ZBTB10 mRNA]; [Quercetin co-treated with hyperoside] results in increased expression of ZBTB10 mRNA; MIR27A mRNA inhibits the reaction [[Quercetin co-treated with hyperoside] results in increased expression of ZBTB10 mRNA] CTD PMID:24173369 NCBI chr 2:92,475,254...92,509,892
Ensembl chr 2:92,479,014...92,512,515
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19874
    role 19844
      biological role 19842
        epitope 7030
          beta-D-galactose 41
            beta-D-galactoside 41
              quercetin 3-O-beta-D-galactopyranoside 38
                quercetin 3-(6''-p-hydroxybenzoylgalactoside) 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      carbon group element atom 19751
                        carbon atom 19748
                          organic molecular entity 19748
                            organic molecule 19700
                              organic cyclic compound 19490
                                organic heterocyclic compound 18868
                                  oxacycle 17903
                                    benzopyran 11971
                                      1-benzopyran 11725
                                        flavonoid 7225
                                          anthoxanthin 4584
                                            flavones 4584
                                              hydroxyflavone 4561
                                                flavonols 4427
                                                  7-hydroxyflavonol 4392
                                                    quercetin 4326
                                                      quercetin O-glycoside 467
                                                        quercetin 3-O-beta-D-galactopyranoside 38
                                                          quercetin 3-(6''-p-hydroxybenzoylgalactoside) 0
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