mestranol   Click here for help

GtoPdb Ligand ID: 7087

Synonyms: EE3-ME
Approved drug
mestranol is an approved drug (FDA (1962))
Comment: Mestranol is the inactive prodrug of ethinylestradiol. Marketing authorisation is for a combined norethisterone/mestranol formulation.
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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 1
Topological polar surface area 29.46
Molecular weight 310.19
XLogP 4.57
No. Lipinski's rules broken 0
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Canonical SMILES C#CC1(O)CCC2C1(C)CCC1C2CCc2c1ccc(c2)OC
Isomeric SMILES C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OC
InChI InChI=1S/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+/m1/s1
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1962))
Is prodrug? Yes
Active form ethinylestradiol
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
1139 mestranol
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Database Links Click here for help
CAS Registry No. 72-33-3
ChEMBL Ligand CHEMBL1201151
DrugBank Ligand DB01357
DrugCentral Ligand 1714
GtoPdb PubChem SID 178103665
PubChem CID 6291
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Wikipedia Mestranol