CHEBI:135938 - lasofoxifene

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ChEBI Name lasofoxifene
ChEBI ID CHEBI:135938
Definition A member of the class of tetralins that is 5,6,7,8-tetrahydronaphthalen-2-ol in which the hydrogens at positions 5 and 6 are replaced by 4-[2-(pyrrolidin-1-yl)ethoxy]phenyl and phenyl groups, respectively (the 5R,6S-stereoisomer). It is a selective estrogen receptor modulator indicated for the prevention and treatment of osteoporosis in post-menopausal women.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41282
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Formula C28H31NO2
Net Charge 0
Average Mass 413.561
Monoisotopic Mass 413.23548
InChI InChI=1S/C28H31NO2/c30-24-11-15-27-23(20-24)10-14-26(21-6-2-1-3-7-21)28(27)22-8-12-25(13-9-22)31-19-18-29-16-4-5-17-29/h1-3,6-9,11-13,15,20,26,28,30H,4-5,10,14,16-19H2/t26-,28+/m1/s1
InChIKey GXESHMAMLJKROZ-IAPPQJPRSA-N
SMILES [H][C@@]1(CCC2=CC(O)=CC=C2[C@@]1([H])C1=CC=C(OCCN2CCCC2)C=C1)C1=CC=CC=C1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): estrogen receptor agonist
An agonist at the estrogen receptor.
estrogen receptor antagonist
An antagonist at the estrogen receptor.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
estrogen receptor antagonist
An antagonist at the estrogen receptor.
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.
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ChEBI Ontology
Outgoing lasofoxifene (CHEBI:135938) has role antineoplastic agent (CHEBI:35610)
lasofoxifene (CHEBI:135938) has role bone density conservation agent (CHEBI:50646)
lasofoxifene (CHEBI:135938) has role cardioprotective agent (CHEBI:77307)
lasofoxifene (CHEBI:135938) has role estrogen receptor agonist (CHEBI:63951)
lasofoxifene (CHEBI:135938) has role estrogen receptor antagonist (CHEBI:50792)
lasofoxifene (CHEBI:135938) is a N-alkylpyrrolidine (CHEBI:46775)
lasofoxifene (CHEBI:135938) is a aromatic ether (CHEBI:35618)
lasofoxifene (CHEBI:135938) is a naphthols (CHEBI:25392)
lasofoxifene (CHEBI:135938) is a tetralins (CHEBI:36786)
IUPAC Name
(5R,6S)-6-phenyl-5-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol
INNs Sources
lasofoxiféne WHO MedNet
lasofoxifene WHO MedNet
lasofoxifeno WHO MedNet
lasofoxifenum WHO MedNet
Synonyms Sources
(−)-cis-(5R,6S)-6-phenyl-5-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-5,6,7,8-tetrahydronaphthalen-2-ol ChEBI
(−)-cis-5,6,7,8-tetrahydro-6-phenyl-5-(p-(2-(1-pyrrolidinyl)ethoxy)phenyl)-2-naphthol ChemIDplus
CP 336156 ChemIDplus
CP-336,156 ChemIDplus
CP-336156 DrugCentral
Brand Name Source
Oporia ChemIDplus
Manual Xrefs Databases
4308 DrugCentral
C3D PDBeChem
DB06202 DrugBank
Lasofoxifene Wikipedia
View more database links
Registry Number Type Source
180916-16-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
29 September 2020