EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:32223 - tibolone

ChEBI IDCHEBI:32223
ChEBI Nametibolone
Stars
DefinitionEstran-3-one with a double bond between positions 5 and 10, and bearing both an ethynyl group and a hydroxy group at position 17 (R-configuration). A synthetic steroid hormone drug which acts as an agonist at all five type I steroid hormone receptors, it is used in the prevention of postmenopausal osteoporosis and for treatment of endometriosis.
Last Modified22 February 2017
DownloadsMolfile
FormulaC21H28O2
Net Charge0
Average Mass312.453
Monoisotopic Mass312.20893
SMILES[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC(=O)CC3)C[C@@H](C)[C@@]21[H]
InChIInChI=1S/C21H28O2/c1-4-21(23)10-8-18-19-13(2)11-14-12-15(22)5-6-16(14)17(19)7-9-20(18,21)3/h1,13,17-19,23H,5-12H2,2-3H3/t13-,17-,18+,19-,20+,21+/m1/s1
InChIKeyWZDGZWOAQTVYBX-XOINTXKNSA-N
Roles Classification
Biological Role:
hormone agonist  A chemical substance which binds to specific hormone receptors activating the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites.
Applications:
hormone agonist  A chemical substance which binds to specific hormone receptors activating the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites.
bone density conservation agent  An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
ChEBI Ontology
Outgoing Relation(s)
tibolone (CHEBI:32223) has role bone density conservation agent (CHEBI:50646)
tibolone (CHEBI:32223) has role hormone agonist (CHEBI:51060)
tibolone (CHEBI:32223) is a 17β-hydroxy steroid (CHEBI:35343)
tibolone (CHEBI:32223) is a terminal acetylenic compound (CHEBI:73477)
IUPAC Name 
17α-ethynyl-17β-hydroxy-7α-methylestr-5(10)-en-3-one
INNs  Source
tiboloneChemIDplus
tibolonaChemIDplus
tibolonumChemIDplus
Synonyms  Source
17-hydroxy-7α-methyl-19-nor-17α-pregn-5(10)-en-20-yn-3-oneChemIDplus
(7α,17α)-17-hydroxy-7-methyl-19-norpregn-5(10)-en-20-yn-3-oneChEBI
(17R)-17-hydroxy-7α-methyl-19-norpregn-5(10)-en-20-yn-3-oneChEBI
(7α,17β)-17-ethynyl-17-hydroxy-7-methylestr-5(10)en-3-oneChEBI
Manual XrefsDatabases
D01639KEGG DRUG
US3340279Patent
US3475465Patent
2655DrugCentral
Registry NumbersSources
CAS:5630-53-5ChemIDplus