estrone   Click here for help

GtoPdb Ligand ID: 2818

Synonyms: Aquest® | Kestrone® | oestrone
Approved drug PDB Ligand
estrone is an approved drug
Comment: Estrone, is an important endogenous mammalian estrogen, produced in vivo from androstenedione in the ovaries, placenta, and in adipose tissue. Post-menopausally, this is the primary circulating estrogen.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 37.3
Molecular weight 270.16
XLogP 3.63
No. Lipinski's rules broken 0
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Canonical SMILES Oc1ccc2c(c1)CCC1C2CCC2(C1CCC2=O)C
Isomeric SMILES Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
InChI InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1
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Summary of Clinical Use Click here for help
Estrone is used to manage peri- and post-menopausal symptoms, importantly estrogen deficiency-induced osteoporosis. Estrone does not appear to have general US FDA or European Medicines Agency marketing approval, although a few national agencies approve this drug.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Estrone binding to estrogen receptor α, creates a transcription factor which binds to estrogen response elements in target gene promoter regions leading to estrogen-regulated protein synthesis.