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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 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
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 9:87,748,721...87,761,500
Ensembl chr 9:87,753,648...87,757,836
JBrowse link
G Ar androgen receptor affects binding EXP 4-hydroxyestradiol binds to AR protein CTD PMID:14565775 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
JBrowse link
G Ccnd1 cyclin D1 increases expression ISO 4-hydroxyestradiol results in increased expression of CCND1 protein CTD PMID:23685341 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
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 chr11:82,568,052...82,587,642
Ensembl chr11:82,568,025...82,587,642
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 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
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 results in increased oxidation of Estradiol] which 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 PMID:32781018 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
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 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G Esr2 estrogen receptor 2 affects binding
decreases expression
multiple interactions
ISO
EXP
4-hydroxyestradiol binds to ESR2 protein
4-OH-estradiol 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 PMID:9048584 RGD:8694130 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919
JBrowse link
G Foxo1 forkhead box O1 decreases expression ISO 4-hydroxyestradiol results in decreased expression of FOXO1 protein CTD PMID:23685341 NCBI chr 2:136,312,168...136,390,603
Ensembl chr 2:136,312,168...136,387,790
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 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261
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 1:121,549,839...121,838,545
Ensembl chr 1:121,550,743...121,831,777
JBrowse link
G Igfbp1 insulin-like growth factor binding protein 1 increases expression
multiple interactions
ISO 4-hydroxyestradiol results in increased expression of IGFBP1 mRNA
4-hydroxyestradiol promotes the reaction [[Medroxyprogesterone Acetate co-treated with Cyclic AMP] results in increased expression of IGFBP1 mRNA]
CTD PMID:32781018 NCBI chr14:82,047,415...82,052,482
Ensembl chr14:82,047,415...82,052,482
JBrowse link
G Lep leptin increases abundance ISO LEP protein results in increased abundance of 4-hydroxyestradiol CTD PMID:24631339 NCBI chr 4:57,661,127...57,675,262
Ensembl chr 4:57,661,131...57,675,262
JBrowse link
G Ltf lactotransferrin increases expression ISO 4-hydroxyestradiol results in increased expression of LTF mRNA CTD PMID:9371753 PMID:9607801 NCBI chr 8:110,999,948...111,022,795
Ensembl chr 8:110,999,948...111,022,795
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO 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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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 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 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 7:93,593,705...93,598,633
Ensembl chr 7:93,593,705...93,598,630
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 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
JBrowse link
G Pgr progesterone receptor increases expression ISO 4-hydroxyestradiol results in increased expression of PGR mRNA CTD PMID:9607801 NCBI chr 8:6,073,216...6,131,552
Ensembl chr 8:6,072,673...6,131,344
JBrowse link
G Prl prolactin increases expression
multiple interactions
ISO 4-hydroxyestradiol results in increased expression of PRL mRNA
4-hydroxyestradiol promotes the reaction [[Medroxyprogesterone Acetate co-treated with Cyclic AMP] results in increased expression of PRL mRNA]
CTD PMID:32781018 NCBI chr17:37,859,999...37,870,062
Ensembl chr17:37,860,007...37,870,062
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 chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 chr10:54,332,939...54,350,409
Ensembl chr10:54,332,941...54,351,057
JBrowse link
G Sphk1 sphingosine kinase 1 increases expression ISO 4-hydroxyestradiol results in increased expression of SPHK1 mRNA CTD PMID:29654831 NCBI chr10:101,758,567...101,764,240
Ensembl chr10:101,758,711...101,764,240
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 chr20:9,235,736...9,239,597
Ensembl chr20:9,235,736...9,239,597
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 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641
JBrowse link

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  CHEBI ontology 19812
    role 19761
      biological role 19761
        biochemical role 19381
          metabolite 19356
            4-hydroxy-17beta-estradiol 29
              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 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic molecule 19560
                              organic cyclic compound 19351
                                organic polycyclic compound 16535
                                  steroid 13057
                                    steroid fundamental parent 12693
                                      estrane 10033
                                        estradiol 9882
                                          17beta-estradiol 9882
                                            4-hydroxy-17beta-estradiol 29
                                              4-hydroxy-17beta-estradiol 3-O-(beta-D-glucuronide) 0
                                              4-hydroxy-17beta-estradiol 4-O-(beta-D-glucuronide) 0
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