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.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
SMILES / InChI / InChIKey
Click here for help
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
InChI Key DNXHEGUUPJUMQT-CBZIJGRNSA-N
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes
IUPAC Name Click here for help
(8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
International Nonproprietary Names Click here for help
INN number INN
407 estrone
Synonyms Click here for help
Aquest® | Kestrone® | oestrone
Database Links Click here for help
BindingDB Ligand 25829
CAS Registry No. 53-16-7
ChEBI CHEBI:17263
ChEMBL Ligand CHEMBL1405
DrugBank Ligand DB00655
DrugCentral Ligand 3188
GtoPdb PubChem SID 135651484
PubChem CID 5870
RCSB PDB Ligand J3Z
Search Google for chemical match using the InChIKey DNXHEGUUPJUMQT-CBZIJGRNSA-N
Search Google for chemicals with the same backbone DNXHEGUUPJUMQT
Search PubMed clinical trials estrone
Search PubMed titles estrone
Search PubMed titles/abstracts estrone
Search UniChem for chemical match using the InChIKey DNXHEGUUPJUMQT-CBZIJGRNSA-N
Search UniChem for chemicals with the same backbone DNXHEGUUPJUMQT
SynPHARM 6510 (in complex with Estrogen receptor-α)
Wikipedia Estrone