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formestane

CHEBI:CHEBI_75172

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.

Chemical Information

Molecular Formula
C19H26O3
Molecular Mass
302.40790
Charge
0
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]
InChI
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

Alternative Names

  • 4-hydroxy-4-androstene-3,17-dione
  • 4-hydroxy-Delta(4)-androstenedione
  • 4-hydroxyandrost-4-ene-3,17-dione
  • 4-hydroxyandrostenedione
  • 4-OH-A
  • 4-OHAD
  • CGP 32349
  • CGP-32349
  • formestane
  • formestano
  • formestanum
  • Lentaron

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
15070
oboInOwl#hasDbXref
Wikipedia:Formestane
core#notation
CHEBI:75172

Additional References

Wikipedia:Formestane

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Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
15070
oboInOwl#hasDbXref
Wikipedia:Formestane
oboInOwl#id
CHEBI:75172
core#notation
CHEBI:75172
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50790
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_parent_hydride
http://purl.obolibrary.org/obo/CHEBI_35509
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_113140
owl#annotatedSource
t287106
owl#someValuesFrom
t490070