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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:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
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 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
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 chr19:33,397,656...33,402,899
Ensembl chr19:33,397,656...33,402,899
JBrowse link
G Il6 interleukin 6 decreases expression ISO Oxymetholone results in decreased expression of IL6 mRNA CTD PMID:15953861 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Il7 interleukin 7 increases expression ISO Oxymetholone results in increased expression of IL7 mRNA CTD PMID:15953861 NCBI chr 2:94,235,219...94,280,075
Ensembl chr 2:94,234,766...94,280,075
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 7:34,896,075...34,977,215
Ensembl chr 7:34,896,053...34,977,214
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 8:6,072,673...6,131,552
Ensembl chr 8:6,072,673...6,131,344
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 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268
JBrowse link
G Tpo thyroid peroxidase increases expression ISO Oxymetholone results in increased expression of TPO mRNA CTD PMID:15953861 NCBI chr 6:46,698,402...46,768,199
Ensembl chr 6:46,698,414...46,768,199
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:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
JBrowse link
G Gpx1 glutathione peroxidase 1 decreases activity EXP Stanozolol results in decreased activity of GPX1 protein CTD PMID:36029803 NCBI chr 8:109,026,905...109,028,031
Ensembl chr 8:109,026,905...109,028,024
JBrowse link
G Mir125b2 microRNA 125b-2 increases expression EXP Stanozolol results in increased expression of MIR125B2 CTD PMID:36029803 NCBI chr11:16,245,620...16,245,707 JBrowse link
G Mir146a microRNA 146a increases expression EXP Stanozolol results in increased expression of MIR146A CTD PMID:36029803 NCBI chr10:27,848,516...27,848,610
Ensembl chr10:27,848,516...27,848,610
JBrowse link
G Tert telomerase reverse transcriptase increases activity EXP Stanozolol results in increased activity of TERT protein CTD PMID:29717770 NCBI chr 1:29,637,213...29,659,561
Ensembl chr 1:29,637,506...29,659,561
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19880
    role 19850
      application 19695
        anti-anaemic agent 107
          oxymetholone 13
            stanozolol 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19880
    subatomic particle 19878
      composite particle 19878
        hadron 19878
          baryon 19878
            nucleon 19878
              atomic nucleus 19878
                atom 19878
                  main group element atom 19817
                    p-block element atom 19817
                      carbon group element atom 19757
                        carbon atom 19754
                          organic molecular entity 19754
                            heteroorganic entity 19512
                              organochalcogen compound 19275
                                organooxygen compound 19191
                                  carbonyl compound 18914
                                    ketone 17263
                                      oxo steroid 10532
                                        3-oxo steroid 9922
                                          3-oxo-5alpha-steroid 1006
                                            oxymetholone 13
                                              stanozolol 5
paths to the root