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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:oxymetholone
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Accession:CHEBI:7864 term browser browse the term
Definition:A 3-oxo-5alpha- steroid that is 4,5alpha-dihydrotestosterone which is substituted by a hydroxymethylidene group at position 2 and by a methyl group at the 17alpha position. A synthetic androgen, it was mainly used for the treatment of anaemias until being replaced by treatments with fewer side effects.
Synonyms:exact_synonym: 17beta-hydroxy-2-(hydroxymethylidene)-17-methyl-5alpha-androstan-3-one
 related_synonym: (5alpha,17beta)-17-hydroxy-2-(hydroxymethylidene)-17-methylandrostan-3-one;   17alpha-methyl-2-hydroxymethylene-17-hydroxy-5alpha-androstan-3-one;   17beta-hydroxy-2-(hydroxymethylene)-17-methyl-5alpha-androstan-3-one;   2-hydroxymethylene-17alpha-methyl-17beta-hydroxy-5alpha-androstan-3-one;   2-hydroxymethylene-17alpha-methyl-5alpha-androstan-17beta-ol-3-one;   2-hydroxymethylene-17alpha-methyldihydrotestosterone;   4,5alpha-dihydro-2-hydroxymethylene-17alpha-methyltestosterone;   Adroyd;   Anadrol-50;   Anapolon;   Formula=C21H32O3;   InChI=1S/C21H32O3/c1-19-11-13(12-22)18(23)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)24/h12,14-17,22,24H,4-11H2,1-3H3/t14-,15+,16-,17-,19-,20-,21-/m0/s1;   InChIKey=ICMWWNHDUZJFDW-IYRCEVNGSA-N;   Nastenon;   Pardroyd;   Plenastril;   Protanabol;   SMILES=C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4CC(=O)C(C[C@]4(C)[C@H]3CC[C@]12C)=CO;   Synasteron;   oximetolona;   oxymetholonum
 xref: CAS:434-07-1;   KEGG:C07393;   KEGG:D00490
 xref_mesh: MESH:D010110
 xref: PMID:11071398;   PMID:1125426;   PMID:11440282;   PMID:21860526;   Patent:DE1070632;   Reaxys:2623806;   Wikipedia:Oxymetholone


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oxymetholone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ar androgen receptor multiple interactions ISO Oxymetholone binds to and results in decreased activity of AR protein; Oxymetholone binds to and results in increased activity of AR protein CTD PMID:25752796 NCBI chr  X:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO Oxymetholone binds to and results in increased activity of ESR1 protein CTD PMID:25752796 NCBI chr 1:41,192,029...41,594,799
Ensembl chr 1:41,192,824...41,594,796
JBrowse link
G Hsd11b2 hydroxysteroid 11-beta dehydrogenase 2 multiple interactions
decreases activity
ISO Oxymetholone inhibits the reaction [HSD11B2 protein results in decreased activity of Glucocorticoids]
Oxymetholone results in decreased activity of HSD11B2 protein
CTD PMID:22273746 NCBI chr19:37,476,083...37,481,326
Ensembl chr19:37,476,095...37,481,307
JBrowse link
G Il6 interleukin 6 decreases expression ISO Oxymetholone results in decreased expression of IL6 mRNA CTD PMID:15953861 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Il7 interleukin 7 increases expression ISO Oxymetholone results in increased expression of IL7 mRNA CTD PMID:15953861 NCBI chr 2:96,427,884...96,474,979
Ensembl chr 2:96,439,286...96,474,977
JBrowse link
G Kitlg KIT ligand increases expression ISO Oxymetholone results in increased expression of KITLG mRNA; Oxymetholone results in increased expression of KITLG protein CTD PMID:15953861 NCBI chr 7:42,269,784...42,351,054
Ensembl chr 7:42,269,784...42,351,054
JBrowse link
G Pgr progesterone receptor multiple interactions ISO Oxymetholone binds to and results in decreased activity of PGR protein CTD PMID:25752796 NCBI chr 8:7,128,656...7,187,796
Ensembl chr 8:7,128,656...7,187,796
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Oxymetholone inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,318,025...48,360,219
Ensembl chr 1:48,317,995...48,360,261
JBrowse link
G Tpo thyroid peroxidase increases expression ISO Oxymetholone results in increased expression of TPO mRNA CTD PMID:15953861 NCBI chr 6:49,020,918...49,089,855
Ensembl chr 6:49,021,044...49,089,855
JBrowse link
stanozolol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ar androgen receptor multiple interactions
increases activity
ISO 2,2-bis(4-hydroxyphenyl)-1,1,1-trichloroethane inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; 4-cumylphenol inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; 4-tert-octylphenol inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; bisphenol A inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; butylbenzyl phthalate inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Chlordecone inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Corticosterone inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Coumestrol inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Diethylstilbestrol inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Estradiol inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Ethinyl Estradiol inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; ethyl-p-hydroxybenzoate inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Flutamide inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Flutamide metabolite inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Genistein inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Hexestrol inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; hydroxyflutamide inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; kaempferol inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Ketoconazole inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Linuron inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Methoxychlor inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Methoxychlor inhibits the reaction [Stanozolol results in increased activity of AR protein]; Methoxychlor metabolite inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Reserpine inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Spironolactone inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; Stanozolol binds to and results in increased activity of AR protein; Testosterone inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; vinclozolin inhibits the reaction [Stanozolol binds to and results in increased activity of AR protein]; vinclozolin inhibits the reaction [Stanozolol results in increased activity of AR protein] CTD PMID:28009930, PMID:28377212, PMID:29162470 NCBI chr  X:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
JBrowse link
G Tert telomerase reverse transcriptase increases activity EXP Stanozolol results in increased activity of TERT protein CTD PMID:29717770 NCBI chr 1:32,250,876...32,275,330
Ensembl chr 1:32,251,714...32,272,476
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        anti-anaemic agent 40
          oxymetholone 10
            stanozolol 2
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 group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      ketone 16140
                                        oxo steroid 9275
                                          3-oxo steroid 8805
                                            3-oxo-5alpha-steroid 992
                                              oxymetholone 10
                                                stanozolol 2
paths to the root

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.