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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-methoxy-17beta-estradiol
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Accession:CHEBI:28955 term browser browse the term
Definition:A 17beta-hydroxy steroid, being 17beta-estradiol methoxylated at C-2.
Synonyms:exact_synonym: 2-methoxyestra-1,3,5(10)-triene-3,17beta-diol
 related_synonym: 1,3,5(10)-ESTRATRIEN-2,3,17-BETA-TRIOL 2-METHYL ETHER;   2-Hydroxyestradol 2-methyl ether;   2-Methoxyestradiol-17beta;   2-methoxyestradiol;   Formula=C19H26O3;   InChI=1S/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1;   InChIKey=CQOQDQWUFQDJMK-SSTWWWIQSA-N;   Panzem;   SMILES=[H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)c(OC)cc21
 alt_id: CHEBI:1187;   CHEBI:19675;   CHEBI:42274
 xref: CAS:362-07-2;   KEGG:C05302;   LIPID_MAPS_instance:LMST02010035
 xref_mesh: MESH:C022830
 xref: PMID:12543804;   PMID:16828472;   PMID:16969706;   PMID:18566218;   PMID:19228747;   PMID:19577796;   PMID:20499131;   PMID:20960192;   PMID:9018099;   Patent:CA2499254;   Patent:CN1672746;   Patent:JP2005270658;   Patent:US2009104246;   Reaxys:3147966


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2-methoxy-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
decreases phosphorylation
ISO 2-Methoxyestradiol inhibits the reaction [Quercetin results in decreased phosphorylation of AKT1 protein]; [Quercetin co-treated with 2-Methoxyestradiol] results in decreased phosphorylation of AKT1 protein; Quercetin inhibits the reaction [2-Methoxyestradiol results in decreased phosphorylation of AKT1 protein] CTD PMID:26011145 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Aqp1 aquaporin 1 affects expression EXP 2-Methoxyestradiol affects the expression of AQP1 protein CTD PMID:21092735 NCBI chr 4:85,551,503...85,563,683
Ensembl chr 4:85,551,502...85,569,360
JBrowse link
G Aqp4 aquaporin 4 affects expression EXP 2-Methoxyestradiol affects the expression of AQP4 protein CTD PMID:21092735 NCBI chr18:6,766,009...6,782,757
Ensembl chr18:6,765,945...6,782,996
JBrowse link
G Bad BCL2-associated agonist of cell death decreases phosphorylation ISO 2-Methoxyestradiol results in decreased phosphorylation of BAD protein CTD PMID:23967052 NCBI chr 1:222,198,516...222,207,459
Ensembl chr 1:222,198,534...222,207,453
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions EXP 2-Methoxyestradiol inhibits the reaction [testosterone enanthate results in decreased expression of BAX mRNA] CTD PMID:30154949 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions
decreases expression
EXP
ISO
2-Methoxyestradiol inhibits the reaction [testosterone enanthate results in increased expression of BCL2 mRNA]
2-Methoxyestradiol results in decreased expression of BCL2 protein
CTD PMID:17418156, PMID:30154949 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Casp3 caspase 3 increases cleavage
multiple interactions
increases expression
ISO 2-Methoxyestradiol results in increased cleavage of CASP3 protein
2-Methoxyestradiol promotes the reaction [Quercetin results in increased cleavage of CASP3 protein]; Arsenic Trioxide promotes the reaction [2-Methoxyestradiol results in increased expression of CASP3 protein modified form]; Quercetin promotes the reaction [2-Methoxyestradiol results in increased cleavage of CASP3 protein]
CTD PMID:23967052, PMID:26011145 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp7 caspase 7 increases expression
multiple interactions
ISO 2-Methoxyestradiol results in increased expression of CASP7 protein modified form
Arsenic Trioxide promotes the reaction [2-Methoxyestradiol results in increased expression of CASP7 protein modified form]
CTD PMID:23967052 NCBI chr 1:277,190,557...277,242,779
Ensembl chr 1:277,190,964...277,242,774
JBrowse link
G Casp8 caspase 8 increases expression ISO 2-Methoxyestradiol results in increased expression of CASP8 protein modified form CTD PMID:23967052 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Casp9 caspase 9 increases expression ISO 2-Methoxyestradiol results in increased expression of CASP9 protein modified form CTD PMID:23967052 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Ccna2 cyclin A2 decreases expression ISO 2-Methoxyestradiol results in decreased expression of CCNA2 protein CTD PMID:23967052 NCBI chr 2:123,274,727...123,282,266
Ensembl chr 2:123,275,881...123,282,214
JBrowse link
G Ccnb1 cyclin B1 multiple interactions
increases expression
ISO 2-Methoxyestradiol results in increased expression of and results in increased activity of CCNB1 protein
2-Methoxyestradiol results in increased expression of CCNB1 protein
CTD PMID:16356831, PMID:23967052 NCBI chr 2:30,782,133...30,791,106
Ensembl chr 2:30,783,915...30,791,221
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO 2-Methoxyestradiol results in decreased expression of CCND1 protein CTD PMID:23967052 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Ccnd3 cyclin D3 decreases expression ISO 2-Methoxyestradiol results in decreased expression of CCND3 protein CTD PMID:23967052 NCBI chr 9:15,404,816...15,410,905
Ensembl chr 9:15,404,822...15,410,943
JBrowse link
G Ccne2 cyclin E2 decreases expression ISO 2-Methoxyestradiol results in decreased expression of CCNE2 protein CTD PMID:23967052 NCBI chr 5:24,434,077...24,446,406
Ensembl chr 5:24,434,872...24,446,406
JBrowse link
G Cdc25c cell division cycle 25C multiple interactions ISO 2-Methoxyestradiol results in decreased expression of and affects the phosphorylation of CDC25C protein CTD PMID:23967052 NCBI chr18:27,528,768...27,550,316
Ensembl chr18:27,528,354...27,550,224
JBrowse link
G Cdk1 cyclin-dependent kinase 1 decreases phosphorylation ISO 2-Methoxyestradiol results in decreased phosphorylation of CDK1 protein CTD PMID:23967052 NCBI chr20:20,576,341...20,591,510
Ensembl chr20:20,576,377...20,591,549
JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases expression ISO 2-Methoxyestradiol results in decreased expression of CDK2 protein CTD PMID:23967052 NCBI chr 7:3,124,953...3,132,533
Ensembl chr 7:3,124,954...3,132,457
JBrowse link
G Cdk4 cyclin-dependent kinase 4 decreases expression ISO 2-Methoxyestradiol results in decreased expression of CDK4 protein CTD PMID:23967052 NCBI chr 7:70,345,971...70,352,689
Ensembl chr 7:70,349,863...70,352,418
JBrowse link
G Cdkn1b cyclin-dependent kinase inhibitor 1B increases expression ISO 2-Methoxyestradiol results in increased expression of CDKN1B protein CTD PMID:23967052 NCBI chr 4:168,689,043...168,694,159
Ensembl chr 4:168,689,163...168,693,964
JBrowse link
G Comt catechol-O-methyltransferase affects chemical synthesis ISO COMT protein affects the chemical synthesis of 2-Methoxyestradiol CTD PMID:15377160 NCBI chr11:86,715,981...86,735,630
Ensembl chr11:86,715,981...86,735,622
JBrowse link
G Ctf1 cardiotrophin 1 multiple interactions ISO 2-Methoxyestradiol inhibits the reaction [cobaltous chloride results in increased expression of CTF1 protein]; 2-Methoxyestradiol inhibits the reaction [Vitamin K 3 results in increased expression of CTF1 protein] CTD PMID:16507596 NCBI chr 1:199,162,319...199,168,296
Ensembl chr 1:199,163,086...199,168,296
JBrowse link
G Ctnnb1 catenin beta 1 multiple interactions
decreases expression
ISO 2-Methoxyestradiol inhibits the reaction [CTNNB1 protein results in decreased susceptibility to Bortezomib]
2-Methoxyestradiol results in decreased expression of CTNNB1 mRNA; 2-Methoxyestradiol results in decreased expression of CTNNB1 protein
CTD PMID:18485479 NCBI chr 8:129,601,511...129,628,378
Ensembl chr 8:129,617,812...129,627,372
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases abundance
ISO Tetrachlorodibenzodioxin promotes the reaction [CYP1A1 protein results in increased abundance of 2-Methoxyestradiol]; Tetradecanoylphorbol Acetate inhibits the reaction [Tetrachlorodibenzodioxin promotes the reaction [CYP1A1 protein results in increased abundance of 2-Methoxyestradiol]] CTD PMID:9706865 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Epo erythropoietin decreases expression
multiple interactions
EXP 2-Methoxyestradiol results in decreased expression of EPO protein
2-Methoxyestradiol promotes the reaction [methylmercuric chloride results in decreased expression of EPO protein]
CTD PMID:31850806 NCBI chr12:22,274,828...22,278,268
Ensembl chr12:22,274,828...22,278,266
JBrowse link
G H2ax H2A.X variant histone increases expression ISO 2-Methoxyestradiol results in increased expression of H2AX protein modified form CTD PMID:23967052 NCBI chr 8:48,665,652...48,666,981
Ensembl chr 8:48,665,652...48,666,981
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions
decreases expression
EXP
ISO
2-Methoxyestradiol inhibits the reaction [testosterone enanthate results in increased expression of HIF1A protein]; 2-Methoxyestradiol promotes the reaction [methylmercuric chloride results in decreased expression of HIF1A protein]
2-Methoxyestradiol inhibits the reaction [cobaltous chloride results in increased expression of HIF1A protein]
2-Methoxyestradiol results in decreased expression of HIF1A protein
2-Methoxyestradiol inhibits the reaction [Glucose results in increased expression of HIF1A protein]
CTD PMID:21617913, PMID:28624453, PMID:30154949, PMID:31850806 NCBI chr 6:96,810,868...96,856,303
Ensembl chr 6:96,810,907...96,856,052
JBrowse link
G Hsd17b2 hydroxysteroid (17-beta) dehydrogenase 2 decreases response to substance
multiple interactions
ISO HSD17B2 protein results in decreased susceptibility to 2-Methoxyestradiol
[HSD17B2 protein results in increased metabolism of and results in decreased activity of 2-Methoxyestradiol] which results in increased chemical synthesis of 2-methoxyestrone
CTD PMID:16397246 NCBI chr19:50,246,404...50,317,892
Ensembl chr19:50,246,402...50,317,891
JBrowse link
G Il1a interleukin 1 alpha multiple interactions EXP 2-Methoxyestradiol inhibits the reaction [testosterone enanthate results in increased expression of IL1A protein] CTD PMID:30154949 NCBI chr 3:121,824,712...121,836,122
Ensembl chr 3:121,825,412...121,836,086
JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP 2-Methoxyestradiol inhibits the reaction [testosterone enanthate results in increased expression of IL1B protein] CTD PMID:30154949 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Nanog Nanog homeobox multiple interactions ISO 2-Methoxyestradiol inhibits the reaction [Curcumin results in increased expression of NANOG mRNA] CTD PMID:25822711 NCBI chr 4:155,531,906...155,539,268
Ensembl chr 4:155,531,906...155,539,268
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases expression ISO 2-Methoxyestradiol results in increased expression of PARP1 protein modified form CTD PMID:23967052 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Pou5f1 POU class 5 homeobox 1 multiple interactions ISO 2-Methoxyestradiol inhibits the reaction [Curcumin results in increased expression of POU5F1 mRNA] CTD PMID:25822711 NCBI chr20:3,747,231...3,751,994
Ensembl chr20:3,747,221...3,751,994
JBrowse link
G Prdx4 peroxiredoxin 4 increases expression ISO 2-Methoxyestradiol results in increased expression of PRDX4 protein CTD PMID:18272409 NCBI chr  X:43,495,453...43,512,994
Ensembl chr  X:43,497,763...43,512,991
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO 2-Methoxyestradiol inhibits the reaction [cobaltous chloride results in increased expression of PTGS2 mRNA]; 2-Methoxyestradiol inhibits the reaction [cobaltous chloride results in increased expression of PTGS2 protein] CTD PMID:28624453 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 EXP 2-Methoxyestradiol inhibits the reaction [testosterone enanthate results in increased expression of RELA protein] CTD PMID:30154949 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Slc2a1 solute carrier family 2 member 1 decreases expression
multiple interactions
EXP 2-Methoxyestradiol results in decreased expression of SLC2A1 protein
2-Methoxyestradiol promotes the reaction [methylmercuric chloride results in decreased expression of SLC2A1 protein]
CTD PMID:31850806 NCBI chr 5:138,154,677...138,182,897
Ensembl chr 5:138,154,673...138,182,897
JBrowse link
G Smad2 SMAD family member 2 multiple interactions EXP 2-Methoxyestradiol inhibits the reaction [testosterone enanthate results in increased phosphorylation of SMAD2 protein] CTD PMID:30154949 NCBI chr18:72,550,107...72,612,078
Ensembl chr18:72,550,219...72,612,078
JBrowse link
G Sod2 superoxide dismutase 2 increases response to substance
affects response to substance
multiple interactions
ISO SOD2 protein results in increased susceptibility to 2-Methoxyestradiol
SOD2 protein affects the susceptibility to 2-Methoxyestradiol
2-Methoxyestradiol inhibits the reaction [Curcumin results in increased expression of SOD2 mRNA]
CTD PMID:17895890, PMID:22547077, PMID:25822711 NCBI chr 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587
JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 increases sulfation
affects sulfation
ISO SULT1A1 protein results in increased sulfation of 2-Methoxyestradiol
SULT1A1 gene polymorphism affects the sulfation of 2-Methoxyestradiol
CTD PMID:16517757 NCBI chr 1:198,100,586...198,104,106
Ensembl chr 1:198,100,586...198,104,109
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions EXP 2-Methoxyestradiol inhibits the reaction [testosterone enanthate results in increased expression of TGFB1 protein] CTD PMID:30154949 NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
JBrowse link
G Tjp1 tight junction protein 1 multiple interactions ISO 2-Methoxyestradiol inhibits the reaction [Glucose results in decreased expression of TJP1 protein] CTD PMID:21617913 NCBI chr 1:126,146,489...126,515,359
Ensembl chr 1:126,146,489...126,227,469
JBrowse link
G Tubb4a tubulin, beta 4A class IVa decreases expression ISO 2-Methoxyestradiol results in decreased expression of TUBB4A mRNA alternative form; 2-Methoxyestradiol results in decreased expression of TUBB4A protein alternative form CTD PMID:15924336 NCBI chr 9:9,961,020...9,968,420
Ensembl chr 9:9,961,021...9,968,486
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases glucuronidation ISO UGT1A1 protein results in increased glucuronidation of 2-Methoxyestradiol CTD 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-Methoxyestradiol 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-Methoxyestradiol CTD PMID:15117964 NCBI chr 9:95,221,474...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 increases glucuronidation ISO UGT1A9 protein results in increased glucuronidation of 2-Methoxyestradiol CTD PMID:15117964 NCBI chr 9:95,161,157...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Vegfa vascular endothelial growth factor A affects expression
decreases expression
multiple interactions
EXP
ISO
2-Methoxyestradiol affects the expression of VEGFA protein
2-Methoxyestradiol results in decreased expression of VEGFA protein
2-Methoxyestradiol promotes the reaction [methylmercuric chloride results in decreased expression of VEGFA protein]
2-Methoxyestradiol results in decreased expression of VEGFA mRNA; 2-Methoxyestradiol results in decreased expression of VEGFA protein
2-Methoxyestradiol inhibits the reaction [Glucose results in increased expression of VEGFA protein]
2-Methoxyestradiol promotes the reaction [Quercetin results in decreased expression of VEGFA mRNA]; 2-Methoxyestradiol promotes the reaction [Quercetin results in decreased expression of VEGFA protein]; Quercetin promotes the reaction [2-Methoxyestradiol results in decreased expression of VEGFA mRNA]; Quercetin promotes the reaction [2-Methoxyestradiol results in decreased expression of VEGFA protein]
CTD PMID:21092735, PMID:21617913, PMID:26011145, PMID:31850806 NCBI chr 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681
JBrowse link
G Xiap X-linked inhibitor of apoptosis decreases expression ISO 2-Methoxyestradiol results in decreased expression of XIAP protein CTD PMID:16356831 NCBI chr  X:128,409,425...128,455,786
Ensembl chr  X:128,409,472...128,453,000
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19770
    role 19718
      biological role 19717
        biochemical role 19222
          metabolite 19199
            2-methoxy-17beta-estradiol 49
              2-methoxy-17beta-estradiol 3-O-(beta-D-glucuronide) 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19770
    subatomic particle 19768
      composite particle 19768
        hadron 19768
          baryon 19768
            nucleon 19768
              atomic nucleus 19768
                atom 19768
                  main group element atom 19655
                    p-block element atom 19655
                      carbon group element atom 19550
                        carbon atom 19539
                          organic molecular entity 19539
                            organic molecule 19461
                              organic cyclic compound 19232
                                organic polycyclic compound 16381
                                  steroid 12789
                                    steroid fundamental parent 12405
                                      estrane 9646
                                        estradiol 9488
                                          17beta-estradiol 9488
                                            2-methoxy-17beta-estradiol 49
                                              2-methoxy-17beta-estradiol 3-O-(beta-D-glucuronide) 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.