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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:2-hydroxy-17beta-estradiol
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Accession:CHEBI:28744 term browser browse the term
Definition:A 2-hydroxy steroid that consists of 17beta-estradiol having an additional hydroxy group at position 2.
Synonyms:related_synonym: (17beta)-estra-1,3,5(10)-triene-2,3,17-triol;   2-Hydroxyestradiol-17beta;   2-OH-E2;   2-OH-Estradiol;   Estra-1,3,5(10)-triene-2,3,17beta-triol;   Formula=C18H24O3;   InChI=1S/C18H24O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,17,19-21H,2-7H2,1H3/t11-,12+,14-,17-,18-/m0/s1;   InChIKey=DILDHNKDVHLEQB-XSSYPUMDSA-N;   SMILES=[H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)c(O)cc21
 alt_id: CHEBI:1155;   CHEBI:19637;   CHEBI:42267
 xref: Beilstein:2219367;   CAS:362-05-0;   DrugBank:DB07706;   KEGG:C05301;   LIPID_MAPS_instance:LMST02010027
 xref_mesh: MESH:C001390
 xref: PMID:11812141;   PMID:14563383;   PMID:14872091;   PMID:15662657;   PMID:16404153;   PMID:16421288;   PMID:16788039;   Reaxys:2219367


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2-hydroxy-17beta-estradiol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ar androgen receptor affects binding EXP 2-hydroxyestradiol binds to AR protein CTD PMID:14565775 NCBI chr  X:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
JBrowse link
G Ccnd1 cyclin D1 increases expression ISO 2-hydroxyestradiol results in increased expression of CCND1 protein CTD PMID:23685341 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Ckb creatine kinase B multiple interactions EXP 2-hydroxyestradiol inhibits the reaction [Estradiol results in increased expression of CKB] CTD PMID:10030690 NCBI chr 6:136,142,956...136,145,838
Ensembl chr 6:136,142,956...136,145,837
JBrowse link
G Comt catechol-O-methyltransferase increases methylation
affects metabolic processing
ISO
EXP
COMT protein results in increased methylation of 2-hydroxyestradiol
COMT protein affects the metabolism of 2-hydroxyestradiol
CTD PMID:11160877, PMID:15377160 NCBI chr11:86,715,981...86,735,630
Ensembl chr11:86,715,981...86,735,622
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 affects chemical synthesis
multiple interactions
ISO CYP1A1 protein affects the chemical synthesis of 2-hydroxyestradiol
2-hydroxyestradiol promotes the reaction [Tetrachlorodibenzodioxin results in increased activity of CYP1A1 protein]
resveratrol inhibits the reaction [CYP1A1 protein affects the chemical synthesis of 2-hydroxyestradiol]
CTD PMID:12093619, PMID:15142886 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases chemical synthesis
multiple interactions
ISO CYP1A2 protein results in increased chemical synthesis of 2-hydroxyestradiol
Carbaryl inhibits the reaction [CYP1A2 protein results in increased chemical synthesis of 2-hydroxyestradiol]; Chlorpyrifos inhibits the reaction [CYP1A2 protein results in increased chemical synthesis of 2-hydroxyestradiol]; Fonofos inhibits the reaction [CYP1A2 protein results in increased chemical synthesis of 2-hydroxyestradiol]; naphthalene inhibits the reaction [CYP1A2 protein results in increased chemical synthesis of 2-hydroxyestradiol]
CTD PMID:16790556 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 multiple interactions ISO CYP1B1 protein affects the metabolism of [2-hydroxyestradiol co-treated with Glutathione] CTD PMID:14679015 NCBI chr 6:2,308,179...2,316,739
Ensembl chr 6:2,307,808...2,316,722
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO 2-hydroxyestradiol inhibits the reaction [16 alpha-iodoestradiol binds to ESR1 protein] CTD PMID:9048584 NCBI chr 1:41,192,029...41,594,799
Ensembl chr 1:41,192,824...41,594,796
JBrowse link
G Esr2 estrogen receptor 2 multiple interactions
decreases expression
EXP
ISO
2-hydroxyestradiol inhibits the reaction [16 alpha-iodoestradiol binds to ESR2 protein]
2-hydroxyestradiol results in decreased expression of ESR2 protein
CTD PMID:9048584, PMID:23685341 NCBI chr 6:99,163,953...99,214,711
Ensembl chr 6:99,164,357...99,214,251
JBrowse link
G Foxo1 forkhead box O1 decreases expression ISO 2-hydroxyestradiol results in decreased expression of FOXO1 protein CTD PMID:23685341 NCBI chr 2:141,451,234...141,527,016
Ensembl chr 2:141,451,234...141,527,016
JBrowse link
G Mt-atp6 mitochondrially encoded ATP synthase membrane subunit 6 increases expression ISO 2-hydroxyestradiol results in increased expression of ATP6 mRNA CTD PMID:9886577 NCBI chr MT:7,919...8,599
Ensembl chr MT:7,919...8,599
JBrowse link
G Mt-co3 mitochondrially encoded cytochrome c oxidase III increases expression ISO 2-hydroxyestradiol results in increased expression of COX3 mRNA CTD PMID:9886577 NCBI chr MT:8,599...9,382
Ensembl chr MT:8,599...9,382
JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor increases expression ISO 2-hydroxyestradiol results in increased expression of MYC protein CTD PMID:23685341 NCBI chr 7:102,586,313...102,591,240
Ensembl chr 7:102,586,313...102,591,240
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO [2-hydroxyestradiol co-treated with 4-hydroxyestradiol] results in increased expression of PTGS2 mRNA; Acetylcysteine inhibits the reaction [[2-hydroxyestradiol co-treated with 4-hydroxyestradiol] results in increased expression of PTGS2 mRNA]; Acetylcysteine inhibits the reaction [Estradiol promotes the reaction [[2-hydroxyestradiol co-treated with 4-hydroxyestradiol] results in increased expression of PTGS2 mRNA]]; BAY 11-7085 inhibits the reaction [[2-hydroxyestradiol co-treated with 4-hydroxyestradiol] results in increased expression of PTGS2 mRNA]; BAY 11-7085 inhibits the reaction [Estradiol promotes the reaction [[2-hydroxyestradiol co-treated with 4-hydroxyestradiol] results in increased expression of PTGS2 mRNA]]; Estradiol promotes the reaction [[2-hydroxyestradiol co-treated with 4-hydroxyestradiol] results in increased expression of PTGS2 mRNA] CTD PMID:18480072 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Shbg sex hormone binding globulin increases expression ISO 2-hydroxyestradiol results in increased expression of SHBG mRNA; 2-hydroxyestradiol results in increased expression of SHBG protein CTD PMID:21793624 NCBI chr10:56,219,861...56,237,354
Ensembl chr10:56,219,858...56,223,245
JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 affects sulfation
increases sulfation
ISO SULT1A1 gene polymorphism affects the sulfation of 2-hydroxyestradiol
SULT1A1 protein results in increased sulfation of 2-hydroxyestradiol
CTD PMID:16517757 NCBI chr 1:198,100,586...198,104,106
Ensembl chr 1:198,100,586...198,104,109
JBrowse link
G Sult1e1 sulfotransferase family 1E member 1 affects sulfation ISO 2-hydroxyestradiol affects the sulfation of SULT1E1 protein CTD PMID:11358677 NCBI chr14:22,070,861...22,089,264
Ensembl chr14:22,072,024...22,089,248
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases glucuronidation ISO UGT1A1 protein results in increased glucuronidation of 2-hydroxyestradiol CTD PMID:14871858, PMID:15117964 NCBI chr 9:95,295,701...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 increases glucuronidation ISO UGT1A3 protein results in increased glucuronidation of 2-hydroxyestradiol CTD PMID:15117964 NCBI chr 9:95,285,592...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt1a8 UDP glucuronosyltransferase family 1 member A8 increases glucuronidation ISO UGT1A8 protein results in increased glucuronidation of 2-hydroxyestradiol CTD PMID:15117964 NCBI chr 9:95,221,474...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        biochemical role 19282
          metabolite 19263
            2-hydroxy-17beta-estradiol 20
              2-hydroxy-17beta-estradiol 2-O-(beta-D-glucuronide) 0
              2-hydroxy-17beta-estradiol 3-O-(beta-D-glucuronide) 0
              2-hydroxy-17beta-estradiol 3-sulfate 0
              2-hydroxy-17beta-estradiol 3-sulfate(1-) 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic molecule 19488
                              organic cyclic compound 19285
                                organic polycyclic compound 16384
                                  steroid 12788
                                    steroid fundamental parent 12403
                                      estrane 9646
                                        estradiol 9486
                                          17beta-estradiol 9486
                                            2-hydroxy-17beta-estradiol 20
                                              2-hydroxy-17beta-estradiol 2-O-(beta-D-glucuronide) 0
                                              2-hydroxy-17beta-estradiol 3-O-(beta-D-glucuronide) 0
                                              2-hydroxy-17beta-estradiol 3-sulfate 0
                                              2-hydroxy-17beta-estradiol 3-sulfate(1-) 0
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