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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:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
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 8:58,422,807...58,434,342
Ensembl chr 8:58,404,669...58,434,338
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 More... NCBI chr 8:54,553,165...54,580,758
Ensembl chr 8:54,553,165...54,580,758
JBrowse link
G Esr1 estrogen receptor 1 increases expression ISO formestane metabolite results in increased expression of ESR1 mRNA CTD PMID:29702199 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
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 3:93,548,560...93,552,370
Ensembl chr 3:93,548,560...93,552,370
JBrowse link
G Hsd17b1 hydroxysteroid (17-beta) dehydrogenase 1 decreases activity ISO formestane results in decreased activity of HSD17B1 protein CTD PMID:15876411 NCBI chr10:86,009,728...86,011,928
Ensembl chr10:86,009,728...86,011,927
JBrowse link

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  CHEBI ontology 19821
    role 19769
      application 19481
        pharmaceutical 19329
          drug 19329
            antineoplastic agent 17317
              formestane 6
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  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      ketone 16923
                                        oxo steroid 9720
                                          3-oxo steroid 9279
                                            3-oxo-Delta(4) steroid 8420
                                              formestane 6
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