estriol   Click here for help

GtoPdb Ligand ID: 2821

Synonyms: Trimesta®
Approved drug PDB Ligand
estriol is an approved drug
Comment: Estriol (E3) is one of the three main endogenous human estrogens. E3 is only produced in significant amounts during pregnancy, being synthesised in the placenta from 16-hydroxydehydroepiandrosterone sulfate (16-OH DHEAS), an androgen of fetal origin.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 3
Rotatable bonds 0
Topological polar surface area 60.69
Molecular weight 288.17
XLogP 3.63
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Oc1ccc2c(c1)CCC1C2CCC2(C1CC(C2O)O)C
Isomeric SMILES Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1C[C@H]([C@@H]2O)O)C
InChI InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1
InChI Key PROQIPRRNZUXQM-ZXXIGWHRSA-N
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes
IUPAC Name Click here for help
(8R,9S,13S,14S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16, 17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
Synonyms Click here for help
Trimesta®
Database Links Click here for help
CAS Registry No. 50-27-1 (source: Scifinder)
ChEBI CHEBI:27974
ChEMBL Ligand CHEMBL193482
DrugBank Ligand DB04573
DrugCentral Ligand 3187
GtoPdb PubChem SID 135651483
PubChem CID 5756
RCSB PDB Ligand ESL
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SynPHARM 6513 (in complex with Estrogen receptor-α)
Wikipedia Estriol