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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:formestane
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Accession:CHEBI:75172 term browser browse the term
Definition:A 17-oxo steroid that is androst-4-ene-3,17-dione in which the hydrogen at position 4 is replaced by a hydroxy group. Formestane was the first selective, type I steroidal aromatase inhibitor, suppressing oestrogen production from anabolic steroids or prohormones. It was formerly used in the treatment of oestrogen-receptor positive breast cancer in post-meopausal women. As it has poor oral bioavailability, it had to be administered by (fortnightly) intramuscular injection. It fell out of use with the subsequent development of cheaper, orally active aromatase inhibitors. Formestane is listed by the World Anti-Doping Agency as a substance prohibited from use by athletes.
Synonyms:exact_synonym: 4-hydroxyandrost-4-ene-3,17-dione
 related_synonym: 4-OH-A;   4-OHAD;   4-hydroxy-4-androstene-3,17-dione;   4-hydroxy-Delta(4)-androstenedione;   4-hydroxyandrostenedione;   CGP 32349;   Formula=C19H26O3;   InChI=1S/C19H26O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,22H,3-10H2,1-2H3/t11-,12-,13-,18+,19-/m0/s1;   InChIKey=OSVMTWJCGUFAOD-KZQROQTASA-N;   Lentaron;   SMILES=[H][C@@]12CCC3=C(O)C(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)C(=O)CC[C@@]21[H];   formestano;   formestanum
 xref: CAS:566-48-3;   DrugBank:DB08905;   Drug_Central:1238;   KEGG:D07260
 xref_mesh: MESH:C014594
 xref: PMID:1419285;   PMID:1637664;   PMID:17207827;   PMID:22354842;   PMID:23339113;   PMID:6665821;   Reaxys:4198373;   Wikipedia:Formestane


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formestane term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ar androgen receptor multiple interactions
increases expression
ISO formestane metabolite inhibits the reaction [Dihydrotestosterone results in increased expression of AR mRNA]
formestane analog results in increased expression of AR mRNA; formestane metabolite results in increased expression of AR mRNA; formestane results in increased expression of AR mRNA
CTD PMID:29702199 NCBI chr  X:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
JBrowse link
G Cyp11a1 cytochrome P450, family 11, subfamily a, polypeptide 1 multiple interactions EXP formestane promotes the reaction [Androstenedione results in increased expression of CYP11A1 mRNA]; formestane promotes the reaction [Testosterone results in increased expression of CYP11A1 mRNA] CTD PMID:21273442 NCBI chr 8:62,798,317...62,809,848
Ensembl chr 8:62,779,875...62,809,893
JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 multiple interactions
decreases activity
ISO
EXP
formestane inhibits the reaction [Atrazine results in increased activity of CYP19A1 protein]; formestane inhibits the reaction [CYP19A1 protein affects the chemical synthesis of 2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine]; formestane inhibits the reaction [CYP19A1 protein affects the metabolism of Methadone]; formestane inhibits the reaction [propazine results in increased activity of CYP19A1 protein]; formestane inhibits the reaction [Simazine results in increased activity of CYP19A1 protein]
formestane results in decreased activity of CYP19A1 protein
formestane inhibits the reaction [8-Bromo Cyclic Adenosine Monophosphate results in increased activity of CYP19A1 protein]; formestane inhibits the reaction [FSHB protein results in increased activity of CYP19A1 protein]; formestane promotes the reaction [Androstenedione results in increased expression of CYP19A1 mRNA]; formestane promotes the reaction [Testosterone results in increased expression of CYP19A1 mRNA]
CTD PMID:10746939, PMID:10806373, PMID:15242824, PMID:15319488, PMID:16177243, PMID:16996190, PMID:17895526, PMID:21126571, PMID:21273442, PMID:21341743, PMID:22120136 NCBI chr 8:58,744,849...58,772,408
Ensembl chr 8:58,744,849...58,772,408
JBrowse link
G Esr1 estrogen receptor 1 increases expression ISO formestane metabolite results in increased expression of ESR1 mRNA CTD PMID:29702199 NCBI chr 1:41,192,029...41,594,799
Ensembl chr 1:41,192,824...41,594,796
JBrowse link
G Fshb follicle stimulating hormone subunit beta multiple interactions EXP formestane inhibits the reaction [FSHB protein results in increased activity of CYP19A1 protein] CTD PMID:22120136 NCBI chr 3:98,088,321...98,092,131
Ensembl chr 3:98,088,324...98,092,131
JBrowse link
G Hsd17b1 hydroxysteroid (17-beta) dehydrogenase 1 decreases activity ISO formestane results in decreased activity of HSD17B1 protein CTD PMID:15876411 NCBI chr10:88,987,558...88,989,758
Ensembl chr10:88,987,558...88,989,757
JBrowse link

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Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        pharmaceutical 19272
          drug 19272
            antineoplastic agent 16982
              formestane 6
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-Delta(4) steroid 7934
                                              formestane 6
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