17β-estradiol

Ligand Id: 1013
Ligand name 17β-estradiol
Abbreviated name E2

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 40.46
Molecular weight 272.18
XLogP 4.65
No. Lipinski's rules broken 0

Molecular properties generated using the CDK


Classification
Compound class Metabolite or derivative
Approved drug? Yes (source: FDA (1954, prior history unavailable))
Prodrug estradiol valerate
IUPAC Name
(8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
International Nonproprietary Names
INN number INN
406 estradiol
Synonyms
estrogen
oestrodiol
oestrogen
Database Links
CAS Registry No. 50-28-2 (source: DrugBank)
ChEBI CHEBI:16469
ChEMBL Ligand CHEMBL135
DrugBank Ligand DB00783
Human Metabolome Database HMDB00151
Lipid Maps LMST02010001
NURSA Ligand 10.1621/BVEO4KVZVC
PharmGKB Drug PA449503
PubChem CID 5757
RCSB PDB Ligand EST
Search Google for chemical match using the InChIKey VOXZDWNPVJITMN-ZBRFXRBCSA-N
Search Google for chemicals with the same backbone VOXZDWNPVJITMN
Search PubMed clinical trials estradiol
Search PubMed titles estradiol
Search PubMed titles/abstracts estradiol
Wikipedia Estradiol
Comments
17β-estradiol is the predominant form of circulating estrogen and is the endogenous agonist of the estrogen receptor α. In pre-menopausal women 17β-estradiol is mainly produced by the ovaries and placenta and is produced by adipose tissue in men and postmenopausal women.