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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-5α- steroid that is 4,5α-dihydrotestosterone which is substituted by a hydroxymethylidene group at position 2 and by a methyl group at the 17α position. A synthetic androgen, it was mainly used for the treatment of anaemias until being replaced by treatments with fewer side effects.
Synonyms: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;   17beta-hydroxy-2-(hydroxymethylidene)-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;   Nastenon;   Pardroyd;   Plenastril;   Protanabol;   Synasteron;   oximetolona;   oxymetholonum
 xref: CAS:434-07-1
 xref_mesh: MESH:D010110
 xref: Patent:DE1070632;   Reaxys:2623806;   kegg.compound:C07393;   kegg.drug:D00490;   pubmed:11071398;   pubmed:1125426;   pubmed:11440282;   pubmed:21860526;   wikipedia.en:Oxymetholone
 chemrof_formula: C21H32O3
 chemrof_inchikey: ICMWWNHDUZJFDW-IYRCEVNGSA-N
 chemrof_inchi: 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
 chemrof_smiles: [H]C(O)=C1C[C@@]2(C)[C@@]([H])(CC[C@]3([H])[C@]2([H])CC[C@@]2(C)[C@@]3([H])CC[C@]2(C)O)CC1=O


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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:67,135,317...67,304,476
Ensembl chr  X:67,135,317...67,304,467 		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 1:43,511,685...43,904,454
Ensembl chr 1:43,644,392...43,900,354 		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 chr19:50,307,569...50,312,812
Ensembl chr19:50,307,569...50,312,812 		JBrowse link
G Il6 interleukin 6 decreases expression ISO Oxymetholone results in decreased expression of IL6 mRNA CTD PMID:15953861 NCBI chr 4:5,889,999...5,894,575
Ensembl chr 4:5,889,999...5,894,610 		JBrowse link
G Il7 interleukin 7 increases expression ISO Oxymetholone results in increased expression of IL7 mRNA CTD PMID:15953861 NCBI chr 2:96,142,523...96,186,282
Ensembl chr 2:96,142,092...96,187,389 		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 7:36,782,621...36,863,796
Ensembl chr 7:36,782,638...36,863,793 		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 8:14,354,398...14,413,271
Ensembl chr 8:14,354,398...14,413,271 		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 1:50,668,817...50,711,019
Ensembl chr 1:50,668,817...50,711,019 		JBrowse link
G Tpo thyroid peroxidase increases expression ISO Oxymetholone results in increased expression of TPO mRNA CTD PMID:15953861 NCBI chr 6:52,425,998...52,495,793
Ensembl chr 6:52,426,010...52,495,793 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20874
    role 20844
      application 20572
        anti-anaemic agent 104
          oxymetholone 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 20874
    subatomic particle 20883
      composite particle 20883
        hadron 20872
          baryon 20883
            nucleon 20872
              atomic nucleus 20883
                atom 20872
                  main group element atom 20796
                    p-block element atom 20796
                      carbon group element atom 20712
                        carbon atom 20706
                          organic molecular entity 20706
                            heteroorganic entity 20201
                              organochalcogen compound 19822
                                organooxygen compound 19713
                                  carbonyl compound 18827
                                    ketone 17484
                                      oxo steroid 9896
                                        3-oxo steroid 9875
                                          3-oxo-5alpha-steroid 1010
                                            oxymetholone 9
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