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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:exact_synonym: estra-1,3,5(10)-triene-2,3,17beta-triol
 related_synonym: (17beta)-estra-1,3,5(10)-triene-2,3,17-triol;   2-Hydroxyestradiol-17beta;   2-OH-E2;   2-OH-estradiol;   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:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925 		JBrowse link
G Ccnd1 cyclin D1 increases expression ISO 2-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 Ckb creatine kinase B multiple interactions EXP 2-hydroxyestradiol inhibits the reaction [Estradiol results in increased expression of CKB] CTD PMID:10030690 NCBI chr 6:130,729,420...130,732,301
Ensembl chr 6:130,729,423...130,732,315 		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 chr11:82,568,052...82,587,642
Ensembl chr11:82,568,025...82,587,642 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 affects chemical synthesis
multiple interactions		 ISO CYP1A1 protein affects the chemical synthesis of 2-hydroxyestradiol
[CYP1A1 protein results in increased oxidation of Estradiol] which results in increased chemical synthesis of 2-hydroxyestradiol; Resveratrol inhibits the reaction [CYP1A1 protein affects the chemical synthesis of 2-hydroxyestradiol]
2-hydroxyestradiol promotes the reaction [Tetrachlorodibenzodioxin results in increased activity of CYP1A1 protein]		 CTD PMID:12093619 PMID:15142886 PMID:32781018 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125 		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 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312 		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 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases chemical synthesis
multiple interactions		 ISO CYP3A4 protein results in increased chemical synthesis of 2-hydroxyestradiol
Chlorpyrifos inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 2-hydroxyestradiol]; decamethrin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 2-hydroxyestradiol]; Fonofos inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 2-hydroxyestradiol]; Permethrin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 2-hydroxyestradiol]		 CTD PMID:16790556 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008 		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 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002 		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 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919 		JBrowse link
G Foxo1 forkhead box O1 decreases expression ISO 2-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 Igfbp1 insulin-like growth factor binding protein 1 increases expression
multiple interactions		 ISO 2-hydroxyestradiol results in increased expression of IGFBP1 mRNA
2-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 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 7:93,593,705...93,598,633
Ensembl chr 7:93,593,705...93,598,630 		JBrowse link
G Prl prolactin multiple interactions
increases expression		 ISO 2-hydroxyestradiol promotes the reaction [[Medroxyprogesterone Acetate co-treated with Cyclic AMP] results in increased expression of PRL mRNA]
2-hydroxyestradiol 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 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 chr10:54,332,939...54,350,409
Ensembl chr10:54,332,941...54,351,057 		JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 increases sulfation
affects sulfation		 ISO SULT1A1 protein results in increased sulfation of 2-hydroxyestradiol
SULT1A1 gene polymorphism affects the sulfation of 2-hydroxyestradiol		 CTD PMID:16517757 NCBI chr 1:181,272,022...181,276,750
Ensembl chr 1:181,272,023...181,275,562 		JBrowse link
G Sult1e1 sulfotransferase family 1E member 1 affects sulfation ISO 2-hydroxyestradiol affects the sulfation of SULT1E1 protein CTD PMID:11358677 NCBI chr14:20,422,324...20,439,562
Ensembl chr14:20,422,324...20,439,275 		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 9:88,801,344...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		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 9:88,791,216...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19751
    role 19724
      biological role 19722
        biochemical role 19443
          metabolite 19430
            2-hydroxy-17beta-estradiol 22
              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 19751
    subatomic particle 19749
      composite particle 19749
        hadron 19749
          baryon 19749
            nucleon 19749
              atomic nucleus 19749
                atom 19749
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19644
                        carbon atom 19640
                          organic molecular entity 19640
                            organic molecule 19602
                              organic cyclic compound 19412
                                organic polycyclic compound 17181
                                  steroid 14390
                                    hydroxy steroid 14108
                                      3-hydroxy steroid 12188
                                        phenolic steroid 10627
                                          estradiol 10622
                                            17beta-estradiol 10622
                                              2-hydroxy-17beta-estradiol 22
                                                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
paths to the root