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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:4-hydroxy-17beta-estradiol
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Accession:CHEBI:62845 term browser browse the term
Definition:A 4-hydroxy steroid that consists of 17beta-estradiol having an additional hydroxy group at position 4.
Synonyms:exact_synonym: estra-1,3,5(10)-triene-3,14,17beta-triol
 related_synonym: 3,4,17beta-estriol;   3,4,17beta-trihydroxy-1,3,5[10]-estratriene;   4-Hydroxyestradiol-17beta;   4-OH-Estradiol;   4-hydroxyestradiol;   4OHE2;   Formula=C18H24O3;   InChI=1S/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1;   InChIKey=QOZFCKXEVSGWGS-ZHIYBZGJSA-N;   SMILES=[H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CCc1c(O)c(O)ccc21
 alt_id: CHEBI:34424
 xref: CAS:5976-61-4;   HMDB:HMDB0005896;   KEGG:C14209;   LIPID_MAPS_instance:LMST02010028
 xref_mesh: MESH:C014036
 xref: PMID:10077490;   PMID:11258977;   PMID:11812141;   PMID:11961123;   PMID:12093619;   PMID:12493568;   PMID:16112522;   PMID:17173372;   PMID:18379081;   PMID:20540524;   PMID:20708024;   PMID:9554872;   Reaxys:2219366


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4-hydroxy-17beta-estradiol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions
increases phosphorylation
ISO 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [4-hydroxyestradiol results in increased phosphorylation of AKT1 protein]; wortmannin inhibits the reaction [4-hydroxyestradiol results in increased phosphorylation of AKT1 protein] CTD PMID:15050414 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Alpg alkaline phosphatase, germ cell increases activity ISO 4-hydroxyestradiol results in increased activity of ALPG protein CTD PMID:15993745 NCBI chr 9:94,164,667...94,184,972
Ensembl chr 9:94,178,221...94,181,010
JBrowse link
G Ar androgen receptor affects binding EXP 4-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 4-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 Comt catechol-O-methyltransferase affects metabolic processing
increases methylation
multiple interactions
ISO COMT protein affects the metabolism of 4-hydroxyestradiol
COMT protein results in increased methylation of 4-hydroxyestradiol
daidzein inhibits the reaction [COMT protein results in increased methylation of 4-hydroxyestradiol]; Estradiol inhibits the reaction [COMT protein results in increased methylation of 4-hydroxyestradiol]; Genistein inhibits the reaction [COMT protein results in increased methylation of 4-hydroxyestradiol]
CTD PMID:15377160, PMID:18192686 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 multiple interactions ISO 4-hydroxyestradiol promotes the reaction [Tetrachlorodibenzodioxin results in increased activity of CYP1A1 protein] CTD PMID:12093619 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 affects chemical synthesis
increases chemical synthesis
multiple interactions
ISO CYP1B1 protein affects the chemical synthesis of 4-hydroxyestradiol
CYP1B1 gene polymorphism results in increased chemical synthesis of 4-hydroxyestradiol
CYP1B1 protein affects the metabolism of [4-hydroxyestradiol co-treated with Glutathione]; resveratrol inhibits the reaction [CYP1B1 protein affects the chemical synthesis of 4-hydroxyestradiol]
CTD PMID:14679015, PMID:15142886, PMID:18187806 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 affects binding
increases expression
multiple interactions
ISO 4-hydroxyestradiol binds to ESR1 protein
4-hydroxyestradiol results in increased expression of ESR1 protein
4-hydroxyestradiol inhibits the reaction [16 alpha-iodoestradiol binds to ESR1 protein]; [4-hydroxyestradiol results in increased activity of ESR1 protein] promotes the reaction [ESR1 protein binds to TFF1 promoter]
CTD PMID:9048584, PMID:15993745, PMID:20540524, PMID:23685341 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 affects binding
decreases expression
multiple interactions
ISO
EXP
4-hydroxyestradiol binds to ESR2 protein
4-hydroxyestradiol results in decreased expression of ESR2 protein
4-hydroxyestradiol inhibits the reaction [16 alpha-iodoestradiol binds to ESR2 protein]
CTD PMID:9048584, PMID:15993745, 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 4-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 Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions
increases expression
ISO 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [4-hydroxyestradiol results in increased expression of HIF1A protein]; Sirolimus inhibits the reaction [4-hydroxyestradiol results in increased expression of HIF1A protein]; wortmannin inhibits the reaction [4-hydroxyestradiol results in increased expression of HIF1A protein] CTD PMID:15050414 NCBI chr 6:96,810,868...96,856,303
Ensembl chr 6:96,810,907...96,856,052
JBrowse link
G Igf1r insulin-like growth factor 1 receptor increases expression ISO 4-hydroxyestradiol results in increased expression of IGF1R protein CTD PMID:23685341 NCBI chr 1:128,924,921...129,213,816
Ensembl chr 1:128,924,966...129,206,516
JBrowse link
G Lep leptin increases abundance ISO LEP protein results in increased abundance of 4-hydroxyestradiol CTD PMID:24631339 NCBI chr 4:56,337,695...56,351,818
Ensembl chr 4:56,337,695...56,351,818
JBrowse link
G Ltf lactotransferrin increases expression ISO 4-hydroxyestradiol results in increased expression of LTF mRNA CTD PMID:9371753, PMID:9607801 NCBI chr 8:119,290,416...119,313,261
Ensembl chr 8:119,290,416...119,313,261
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO 4-hydroxyestradiol results in increased phosphorylation of and results in increased activity of MAPK1 protein; U 0126 inhibits the reaction [4-hydroxyestradiol results in increased phosphorylation of MAPK1 protein] CTD PMID:15901486 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO 4-hydroxyestradiol results in increased phosphorylation of and results in increased activity of MAPK3 protein; U 0126 inhibits the reaction [4-hydroxyestradiol results in increased phosphorylation of MAPK3 protein] CTD PMID:15901486 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mt-atp6 mitochondrially encoded ATP synthase membrane subunit 6 increases expression ISO 4-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 4-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 4-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 Nfkb1 nuclear factor kappa B subunit 1 multiple interactions ISO 4-hydroxyestradiol results in increased activity of [NFKB1 protein binds to RELA protein] CTD PMID:15901486 NCBI chr 2:240,773,520...240,890,053
Ensembl chr 2:240,773,456...240,866,689
JBrowse link
G Pgr progesterone receptor increases expression ISO 4-hydroxyestradiol results in increased expression of PGR mRNA CTD PMID:9607801 NCBI chr 8:7,128,656...7,187,796
Ensembl chr 8:7,128,656...7,187,796
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 Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO 4-hydroxyestradiol results in increased activity of [NFKB1 protein binds to RELA protein] CTD PMID:15901486 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Shbg sex hormone binding globulin increases expression ISO 4-hydroxyestradiol results in increased expression of SHBG mRNA; 4-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 Sphk1 sphingosine kinase 1 increases expression ISO 4-hydroxyestradiol results in increased expression of SPHK1 mRNA CTD PMID:29654831 NCBI chr10:105,498,728...105,504,401
Ensembl chr10:105,498,728...105,504,393
JBrowse link
G Tff1 trefoil factor 1 multiple interactions ISO [4-hydroxyestradiol results in increased activity of ESR1 protein] promotes the reaction [ESR1 protein binds to TFF1 promoter] CTD PMID:20540524 NCBI chr20:9,892,124...9,895,984
Ensembl chr20:9,892,124...9,895,984
JBrowse link
G Vegfa vascular endothelial growth factor A multiple interactions
increases expression
ISO 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [4-hydroxyestradiol results in increased expression of VEGFA protein]; Sirolimus inhibits the reaction [4-hydroxyestradiol results in increased expression of VEGFA protein]; wortmannin inhibits the reaction [4-hydroxyestradiol results in increased expression of VEGFA protein] CTD PMID:15050414 NCBI chr 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        biochemical role 19281
          metabolite 19262
            4-hydroxy-17beta-estradiol 27
              4-hydroxy-17beta-estradiol 3-O-(beta-D-glucuronide) 0
              4-hydroxy-17beta-estradiol 4-O-(beta-D-glucuronide) 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic molecule 19486
                              organic cyclic compound 19282
                                organic polycyclic compound 16384
                                  steroid 12788
                                    steroid fundamental parent 12403
                                      estrane 9646
                                        estradiol 9486
                                          17beta-estradiol 9486
                                            4-hydroxy-17beta-estradiol 27
                                              4-hydroxy-17beta-estradiol 3-O-(beta-D-glucuronide) 0
                                              4-hydroxy-17beta-estradiol 4-O-(beta-D-glucuronide) 0
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