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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:17beta-estradiol 17-glucosiduronic acid
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Accession:CHEBI:791 term browser browse the term
Definition:A steroid glucosiduronic acid that consists of 17beta-estradiol having a beta-glucuronyl residue attached at position 17 via a glycosidic linkage.
Synonyms:exact_synonym: 3-hydroxyestra-1,3,5(10)-trien-17beta-yl beta-D-glucopyranosiduronic acid
 related_synonym: 17beta-Estradiol 17-(beta-D-glucuronide);   17beta-Estradiol glucuronide;   Formula=C24H32O8;   Glucuronosylestradiol;   InChI=1S/C24H32O8/c1-24-9-8-14-13-5-3-12(25)10-11(13)2-4-15(14)16(24)6-7-17(24)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,17+,18+,19+,20-,21+,23-,24+/m1/s1;   InChIKey=MTKNDAQYHASLID-QXYWQCSFSA-N;   Oestradiol-17beta-glucuronide;   SMILES=[H][C@]12CC[C@]3(C)[C@H](CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O;   estra-1,3,5(10)-triene-3,17beta-diol 17-D-glucuronoside
 xref: CAS:1806-98-0;   HMDB:HMDB0010317;   KEGG:C11237;   LIPID_MAPS_instance:LMST05010015;   LIPID_MAPS_instance:LMST05010025
 xref_mesh: MESH:C025483
 xref: PMID:11812141;   PMID:11837698;   PMID:12527806;   PMID:12751626;   PMID:14567633;   PMID:15537867;   PMID:15608133;   PMID:20124397;   PMID:20360303;   PMID:20374298;   Reaxys:64569
 cyclic_relationship: is_conjugate_acid_of CHEBI:82961


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17beta-estradiol 17-glucosiduronic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abca8 ATP binding cassette subfamily A member 8 increases uptake
multiple interactions		 ISO ABCA8 protein results in increased uptake of estradiol-17 beta-glucuronide
Adenosine Triphosphate affects the reaction [ABCA8 protein results in increased uptake of estradiol-17 beta-glucuronide]; Digoxin inhibits the reaction [ABCA8 protein results in increased uptake of estradiol-17 beta-glucuronide]; dofequidar inhibits the reaction [ABCA8 protein results in increased uptake of estradiol-17 beta-glucuronide]; ochratoxin A inhibits the reaction [ABCA8 protein results in increased uptake of estradiol-17 beta-glucuronide]; Probenecid inhibits the reaction [ABCA8 protein results in increased uptake of estradiol-17 beta-glucuronide]; Verapamil inhibits the reaction [ABCA8 protein results in increased uptake of estradiol-17 beta-glucuronide]; verlukast inhibits the reaction [ABCA8 protein results in increased uptake of estradiol-17 beta-glucuronide]		 CTD PMID:12379217 NCBI chr10:94,917,520...94,991,199
Ensembl chr10:94,917,520...94,990,988 		JBrowse link
G Abcb11 ATP binding cassette subfamily B member 11 decreases activity
multiple interactions
affects localization
decreases secretion		 EXP estradiol-17 beta-glucuronide results in decreased activity of ABCB11 protein
estradiol-17 beta-glucuronide affects the localization of and affects the activity of ABCB11 protein; Go 6976 inhibits the reaction [estradiol-17 beta-glucuronide affects the localization of ABCB11 protein]; IGF1R protein affects the reaction [estradiol-17 beta-glucuronide affects the localization of ABCB11 protein]; tyrphostin AG 1024 inhibits the reaction [estradiol-17 beta-glucuronide affects the localization of ABCB11 protein]; wortmannin inhibits the reaction [estradiol-17 beta-glucuronide affects the localization of ABCB11 protein]
estradiol-17 beta-glucuronide results in decreased secretion of ABCB11 protein		 CTD PMID:10869290 PMID:12702498 PMID:12893835 PMID:15763547 PMID:18972403 More... NCBI chr 3:54,016,854...54,112,797
Ensembl chr 3:54,017,127...54,112,730 		JBrowse link
G Abcb1a ATP binding cassette subfamily B member 1A affects response to substance
increases transport
multiple interactions		 ISO
EXP		 ABCB1 affects the susceptibility to estradiol-17 beta-glucuronide
ABCB1 results in increased transport of estradiol-17 beta-glucuronide
Daunorubicin inhibits the reaction [ABCB1 results in increased transport of estradiol-17 beta-glucuronide]; estriol 17-glucuronide inhibits the reaction [ABCB1 results in increased transport of estradiol-17 beta-glucuronide]; estriol-16 alpha-(beta-D-glucuronide) inhibits the reaction [ABCB1 results in increased transport of estradiol-17 beta-glucuronide]		 CTD PMID:9794924 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709 		JBrowse link
G Abcb4 ATP binding cassette subfamily B member 4 affects export ISO ABCB4 protein affects the export of estradiol-17 beta-glucuronide CTD PMID:11302927 NCBI chr 4:25,150,998...25,209,489
Ensembl chr 4:25,151,953...25,209,202 		JBrowse link
G Abcc1 ATP binding cassette subfamily C member 1 affects transport
increases transport
increases uptake
multiple interactions
increases export		 ISO ABCC1 protein affects the transport of estradiol-17 beta-glucuronide
ABCC1 protein mutant form results in increased transport of estradiol-17 beta-glucuronide; ABCC1 protein results in increased transport of estradiol-17 beta-glucuronide
ABCC1 protein results in increased uptake of estradiol-17 beta-glucuronide
[Glutathione co-treated with Apigenin] affects the reaction [ABCC1 protein results in increased uptake of estradiol-17 beta-glucuronide]; [Glutathione co-treated with naringenin] inhibits the reaction [ABCC1 protein results in increased uptake of estradiol-17 beta-glucuronide]; Adenosine Triphosphate promotes the reaction [ABCC1 protein affects the transport of estradiol-17 beta-glucuronide]; BAY u9773 inhibits the reaction [ABCC1 protein mutant form results in increased transport of estradiol-17 beta-glucuronide]; BAY u9773 inhibits the reaction [ABCC1 protein results in increased transport of estradiol-17 beta-glucuronide]; estradiol-17 beta-glucuronide inhibits the reaction [ABCC1 protein affects the transport of Leukotriene C4]; estradiol-17 beta-glucuronide inhibits the reaction [Adenosine Diphosphate binds to ABCC1 protein mutant form]; estradiol-17 beta-glucuronide inhibits the reaction [Adenosine Diphosphate binds to ABCC1 protein]; estradiol-17 beta-glucuronide inhibits the reaction [Glutathione promotes the reaction [ABCC1 results in increased transport of methylarsine analog]]; kaempferol affects the reaction [ABCC1 protein results in increased uptake of estradiol-17 beta-glucuronide]; Quercetin affects the reaction [ABCC1 protein results in increased uptake of estradiol-17 beta-glucuronide]; S-decylglutathione inhibits the reaction [ABCC1 protein mutant form results in increased transport of estradiol-17 beta-glucuronide]; S-decylglutathione inhibits the reaction [ABCC1 protein results in increased transport of estradiol-17 beta-glucuronide]; verlukast inhibits the reaction [ABCC1 protein mutant form results in increased transport of estradiol-17 beta-glucuronide]; verlukast inhibits the reaction [ABCC1 protein results in increased transport of estradiol-17 beta-glucuronide]
ABCC1 protein results in increased export of estradiol-17 beta-glucuronide		 CTD PMID:11278867 PMID:11306701 PMID:15459206 PMID:18336795 PMID:21918036 More... NCBI chr10:528,961...655,179
Ensembl chr10:531,812...655,114 		JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 affects export
multiple interactions
affects transport
affects response to substance
increases transport
affects localization
decreases secretion		 ISO
EXP		 ABCC2 protein affects the export of estradiol-17 beta-glucuronide
[Adenosine Triphosphate co-treated with ABCC2 protein] results in increased uptake of estradiol-17 beta-glucuronide; [SLCO1B1 protein co-treated with ABCC2 protein] results in increased transport of estradiol-17 beta-glucuronide; [SLCO1B1 protein co-treated with ABCC2 protein] results in increased uptake of estradiol-17 beta-glucuronide; [SLCO1B3 protein co-treated with ABCC2 protein] results in increased uptake of estradiol-17 beta-glucuronide; Bile Acids and Salts promotes the reaction [ABCC2 protein affects the transport of estradiol-17 beta-glucuronide]; estradiol-17 beta-glucuronide promotes the reaction [ABCC2 protein affects the transport of Bile Acids and Salts]; estradiol-17 beta-glucuronide results in decreased activity of and affects the localization of ABCC2 protein; Ethinyl Estradiol metabolite promotes the reaction [ABCC2 protein results in increased uptake of estradiol-17 beta-glucuronide]; Furosemide promotes the reaction [ABCC2 protein affects the transport of estradiol-17 beta-glucuronide]; Go 6976 inhibits the reaction [estradiol-17 beta-glucuronide affects the localization of ABCC2 protein]; Indomethacin promotes the reaction [ABCC2 protein affects the transport of estradiol-17 beta-glucuronide]; Pantoprazole promotes the reaction [ABCC2 protein affects the transport of estradiol-17 beta-glucuronide]; Penicillin G promotes the reaction [ABCC2 protein affects the transport of estradiol-17 beta-glucuronide]; Probenecid promotes the reaction [ABCC2 protein affects the transport of estradiol-17 beta-glucuronide]; sulfanitran promotes the reaction [ABCC2 protein affects the transport of estradiol-17 beta-glucuronide]; verlukast inhibits the reaction [[Adenosine Triphosphate co-treated with ABCC2 protein] results in increased uptake of estradiol-17 beta-glucuronide]
ABCC2 protein affects the susceptibility to estradiol-17 beta-glucuronide
ABCC2 protein modified form results in increased transport of estradiol-17 beta-glucuronide; ABCC2 protein results in increased transport of estradiol-17 beta-glucuronide
abietic acid inhibits the reaction [ABCC2 protein results in increased transport of estradiol-17 beta-glucuronide]; AG 1879 inhibits the reaction [estradiol-17 beta-glucuronide results in decreased activity of ABCC2 protein]; Bucladesine inhibits the reaction [estradiol-17 beta-glucuronide affects the localization of ABCC2 protein]; CL 387785 inhibits the reaction [estradiol-17 beta-glucuronide affects the localization of and results in decreased activity of ABCC2 protein]; EGF protein inhibits the reaction [Fulvestrant inhibits the reaction [estradiol-17 beta-glucuronide results in decreased activity of ABCC2 protein]]; EGFR protein promotes the reaction [estradiol-17 beta-glucuronide affects the localization of and results in decreased activity of ABCC2 protein]; estradiol-17 beta-glucuronide affects the localization of and results in decreased activity of ABCC2 protein; Fulvestrant inhibits the reaction [estradiol-17 beta-glucuronide results in decreased activity of ABCC2 protein]; Glycyrrhetinic Acid inhibits the reaction [ABCC2 protein results in increased transport of estradiol-17 beta-glucuronide]; Go 6976 inhibits the reaction [estradiol-17 beta-glucuronide affects the localization of ABCC2 protein]; IGF1R protein affects the reaction [estradiol-17 beta-glucuronide affects the localization of ABCC2 protein]; Protein Kinase Inhibitors inhibits the reaction [estradiol-17 beta-glucuronide results in decreased activity of ABCC2 protein]; RTKI cpd inhibits the reaction [estradiol-17 beta-glucuronide affects the localization of and results in decreased activity of ABCC2 protein]; tyrphostin AG 1024 inhibits the reaction [estradiol-17 beta-glucuronide affects the localization of ABCC2 protein]; Wortmannin inhibits the reaction [estradiol-17 beta-glucuronide affects the localization of ABCC2 protein]
estradiol-17 beta-glucuronide results in decreased secretion of ABCC2 protein		 CTD PMID:11500505 PMID:12029626 PMID:12642476 PMID:12702498 PMID:12702717 More... NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238 		JBrowse link
G Abcc3 ATP binding cassette subfamily C member 3 affects transport
increases activity
increases transport
multiple interactions		 ISO ABCC3 protein affects the transport of estradiol-17 beta-glucuronide
estradiol-17 beta-glucuronide results in increased activity of ABCC3 protein
ABCC3 protein results in increased transport of estradiol-17 beta-glucuronide
Bile Acids and Salts inhibits the reaction [ABCC3 protein affects the transport of estradiol-17 beta-glucuronide]; Ethinyl Estradiol metabolite promotes the reaction [ABCC3 protein results in increased uptake of estradiol-17 beta-glucuronide]; Furosemide inhibits the reaction [ABCC3 protein affects the transport of estradiol-17 beta-glucuronide]; Indomethacin inhibits the reaction [ABCC3 protein affects the transport of estradiol-17 beta-glucuronide]; Probenecid inhibits the reaction [ABCC3 protein affects the transport of estradiol-17 beta-glucuronide]; resveratrol metabolite promotes the reaction [ABCC3 protein results in increased transport of estradiol-17 beta-glucuronide]; resveratrol-4'-O-glucuronide inhibits the reaction [ABCC3 protein results in increased transport of estradiol-17 beta-glucuronide]		 CTD PMID:12704183 PMID:14722317 PMID:17569508 PMID:19114588 NCBI chr10:79,296,681...79,342,749
Ensembl chr10:79,296,693...79,342,595 		JBrowse link
G Abcc4 ATP binding cassette subfamily C member 4 increases transport
increases export
affects export		 ISO ABCC4 protein results in increased transport of estradiol-17 beta-glucuronide
ABCC4 protein results in increased export of estradiol-17 beta-glucuronide
ABCC4 gene SNP affects the export of estradiol-17 beta-glucuronide		 CTD PMID:11856762 PMID:27659809 NCBI chr15:95,541,186...95,774,898
Ensembl chr15:95,542,315...95,774,283 		JBrowse link
G Abcg2 ATP binding cassette subfamily G member 2 increases transport
multiple interactions		 ISO ABCG2 protein results in increased transport of estradiol-17 beta-glucuronide
Glycyrrhetinic Acid inhibits the reaction [ABCG2 protein results in increased transport of estradiol-17 beta-glucuronide]; lapatinib inhibits the reaction [ABCG2 protein results in increased transport of estradiol-17 beta-glucuronide]		 CTD PMID:18436619 PMID:18829547 NCBI chr 4:87,676,241...87,802,757
Ensembl chr 4:87,745,319...87,802,409 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation
multiple interactions		 EXP estradiol-17 beta-glucuronide results in increased phosphorylation of AKT1 protein
tyrphostin AG 1024 inhibits the reaction [estradiol-17 beta-glucuronide results in increased phosphorylation of AKT1 protein]		 CTD PMID:29090346 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Aqp8 aquaporin 8 decreases expression EXP estradiol-17 beta-glucuronide results in decreased expression of AQP8 protein CTD PMID:17110522 NCBI chr 1:177,993,313...177,999,158
Ensembl chr 1:177,993,305...177,999,158 		JBrowse link
G Egf epidermal growth factor multiple interactions EXP EGF protein inhibits the reaction [fulvestrant inhibits the reaction [estradiol-17 beta-glucuronide results in decreased activity of ABCC2 protein]] CTD PMID:25813982 NCBI chr 2:218,219,408...218,302,359
Ensembl chr 2:218,219,415...218,302,064 		JBrowse link
G Egfr epidermal growth factor receptor multiple interactions EXP EGFR protein promotes the reaction [estradiol-17 beta-glucuronide affects the localization of and results in decreased activity of ABCC2 protein]; estradiol-17 beta-glucuronide results in increased phosphorylation of and results in increased activity of EGFR protein; RTKI cpd inhibits the reaction [estradiol-17 beta-glucuronide results in increased phosphorylation of and results in increased activity of EGFR protein] CTD PMID:25813982 NCBI chr14:91,176,979...91,349,722
Ensembl chr14:91,177,067...91,344,382 		JBrowse link
G Esr1 estrogen receptor 1 multiple interactions EXP estradiol-17 beta-glucuronide results in increased phosphorylation of and results in increased activity of ESR1 protein CTD PMID:25813982 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002 		JBrowse link
G Hgf hepatocyte growth factor multiple interactions
increases uptake		 EXP [HGF protein results in increased expression of SLCO1A1 protein] which results in increased uptake of estradiol-17 beta-glucuronide; ochratoxin A inhibits the reaction [HGF protein results in increased uptake of estradiol-17 beta-glucuronide]; Ouabain inhibits the reaction [HGF protein results in increased uptake of estradiol-17 beta-glucuronide]; SLCO1A1 protein affects the reaction [HGF protein results in increased uptake of estradiol-17 beta-glucuronide]; Sulfobromophthalein inhibits the reaction [HGF protein results in increased uptake of estradiol-17 beta-glucuronide] CTD PMID:18031729 NCBI chr 4:18,673,736...18,745,582
Ensembl chr 4:18,677,101...18,745,409 		JBrowse link
G Igf1r insulin-like growth factor 1 receptor multiple interactions
increases phosphorylation		 EXP 4-(6-bromo-1,3-benzodioxol-5-yl)-3a,4,5,9b-3H-cyclopenta(c)quinoline inhibits the reaction [estradiol-17 beta-glucuronide results in increased phosphorylation of IGF1R protein]; IGF1R protein affects the reaction [estradiol-17 beta-glucuronide affects the localization of ABCB11 protein]; IGF1R protein affects the reaction [estradiol-17 beta-glucuronide affects the localization of ABCC2 protein] CTD PMID:29090346 NCBI chr 1:121,549,831...121,838,548
Ensembl chr 1:121,550,743...121,831,777 		JBrowse link
G Ocln occludin affects localization EXP estradiol-17 beta-glucuronide affects the localization of OCLN protein CTD PMID:17463180 NCBI chr 2:31,657,217...31,707,466
Ensembl chr 2:31,657,220...31,764,150 		JBrowse link
G Prkca protein kinase C, alpha multiple interactions
affects localization		 EXP Go 6976 inhibits the reaction [estradiol-17 beta-glucuronide affects the localization of PRKCA protein] CTD PMID:18972403 NCBI chr10:92,889,390...93,288,013
Ensembl chr10:92,894,012...93,288,012 		JBrowse link
G Slc22a8 solute carrier family 22 member 8 multiple interactions
affects transport		 EXP
ISO		 estradiol-17 beta-glucuronide inhibits the reaction [SLC22A8 protein results in increased uptake of Cimetidine]
SLC22A8 protein affects the transport of estradiol-17 beta-glucuronide		 CTD PMID:11306713 PMID:15319347 NCBI chr 1:205,496,331...205,516,378
Ensembl chr 1:205,498,084...205,517,450 		JBrowse link
G Slco1a4 solute carrier organic anion transporter family, member 1a4 affects uptake
multiple interactions
increases uptake		 ISO
EXP		 SLCO1A4 protein affects the uptake of estradiol-17 beta-glucuronide
Bile Acids and Salts inhibits the reaction [SLCO1A2 protein results in increased uptake of estradiol-17 beta-glucuronide]		 CTD PMID:19464309 PMID:21561886 NCBI chr 4:174,710,004...174,764,810
Ensembl chr 4:174,710,004...175,254,573 		JBrowse link
G Slco1b2 solute carrier organic anion transporter family member 1B2 increases uptake
multiple interactions
affects response to substance
increases import		 EXP
ISO		 SLCO1B3 protein results in increased uptake of estradiol-17 beta-glucuronide
Bile Acids and Salts inhibits the reaction [SLCO1B3 protein results in increased uptake of estradiol-17 beta-glucuronide]
SLCO1B2 protein affects the susceptibility to estradiol-17 beta-glucuronide
2,2',4,4',5,6'-hexabromodiphenyl ether inhibits the reaction [SLCO1B3 results in increased import of estradiol-17 beta-glucuronide]; 2,2',4,4'-tetrabromodiphenyl ether inhibits the reaction [SLCO1B3 results in increased import of estradiol-17 beta-glucuronide]; [SLCO1B3 protein co-treated with ABCC2 protein] results in increased uptake of estradiol-17 beta-glucuronide; pentabromodiphenyl ether inhibits the reaction [SLCO1B3 results in increased import of estradiol-17 beta-glucuronide]; Rifampin inhibits the reaction [SLCO1B3 protein results in increased uptake of estradiol-17 beta-glucuronide]		 CTD PMID:18180276 PMID:18296417 PMID:19464309 PMID:20176623 PMID:32003934 More... NCBI chr 4:174,551,463...174,619,988
Ensembl chr 4:174,551,480...174,619,981 		JBrowse link
G Src SRC proto-oncogene, non-receptor tyrosine kinase multiple interactions EXP estradiol-17 beta-glucuronide results in increased phosphorylation of and results in increased activity of SRC protein; Protein Kinase Inhibitors inhibits the reaction [estradiol-17 beta-glucuronide results in increased phosphorylation of and results in increased activity of SRC protein]; RTKI cpd inhibits the reaction [estradiol-17 beta-glucuronide results in increased phosphorylation of and results in increased activity of SRC protein] CTD PMID:25813982 NCBI chr 3:146,091,969...146,139,492
Ensembl chr 3:146,091,841...146,139,476 		JBrowse link
G Tjp1 tight junction protein 1 affects localization EXP estradiol-17 beta-glucuronide affects the localization of TJP1 protein CTD PMID:17463180 NCBI chr 1:118,849,838...119,094,492
Ensembl chr 1:118,849,838...119,094,432 		JBrowse link
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  CHEBI ontology 19890
    role 19839
      application 19703
        pharmaceutical 19518
          drug 19538
            protective agent 18252
              geroprotector 17377
                17beta-estradiol 11321
                  17beta-estradiol 17-glucosiduronic acid 23
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  CHEBI ontology 19890
    subatomic particle 19867
      composite particle 19888
        hadron 19888
          baryon 19888
            nucleon 19867
              atomic nucleus 19888
                atom 19888
                  main group element atom 19806
                    p-block element atom 19806
                      carbon group element atom 19746
                        carbon atom 19743
                          organic molecular entity 19743
                            heteroorganic entity 19502
                              organochalcogen compound 19264
                                organooxygen compound 19180
                                  carbohydrates and carbohydrate derivatives 15283
                                    carbohydrate 15304
                                      carbohydrate derivative 14317
                                        glycosyl compound 13080
                                          glycoside 11832
                                            glycosiduronic acid 201
                                              glucosiduronic acid 201
                                                steroid glucosiduronic acid 25
                                                  17beta-estradiol 17-glucosiduronic acid 23
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