CHEBI:32223 - tibolone

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ChEBI Name tibolone
ChEBI ID CHEBI:32223
Definition Estran-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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H28O2
Net Charge 0
Average Mass 312.44580
Monoisotopic Mass 312.20893
InChI InChI=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
InChIKey WZDGZWOAQTVYBX-XOINTXKNSA-N
SMILES [H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]3(O)C#C)[C@]1([H])[C@H](C)CC1=C2CCC(=O)C1
Roles Classification
Biological Role(s): 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.
Application(s): 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.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
tibolona ChemIDplus
tibolone ChemIDplus
tibolonum ChemIDplus
Synonyms Sources
(17R)-17-hydroxy-7α-methyl-19-norpregn-5(10)-en-20-yn-3-one ChEBI
(7α,17α)-17-hydroxy-7-methyl-19-norpregn-5(10)-en-20-yn-3-one ChEBI
(7α,17β)-17-ethynyl-17-hydroxy-7-methylestr-5(10)en-3-one ChEBI
17-hydroxy-7α-methyl-19-nor-17α-pregn-5(10)-en-20-yn-3-one ChemIDplus
Manual Xrefs Databases
2655 DrugCentral
D01639 KEGG DRUG
US3340279 Patent
US3475465 Patent
View more database links
Registry Number Type Source
5630-53-5 CAS Registry Number ChemIDplus
Last Modified
22 February 2017