estradiol valerate   

GtoPdb Ligand ID: 7655

Synonyms: Climaval®
estradiol valerate is an approved drug (FDA (1954))
Compound class: Synthetic organic
Comment: Estradiol valerate is a synthetic ester of the endogenous estrogen, 17β-estradiol. This ester is absorbed more slowly and has a longer duration of action than the native hormone. Estradiol valerate is cleaved in vivo by plasma and liver esterases to form 17β-estradiol and valeric acid.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 46.53
Molecular weight 356.24
XLogP 6.36
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CCCCC(=O)OC1CCC2C1(C)CCC1C2CCc2c1ccc(c2)O
Isomeric SMILES CCCCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)O
InChI InChI=1S/C23H32O3/c1-3-4-5-22(25)26-21-11-10-20-19-8-6-15-14-16(24)7-9-17(15)18(19)12-13-23(20,21)2/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3/t18-,19-,20+,21+,23+/m1/s1
InChI Key RSEPBGGWRJCQGY-RBRWEJTLSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1954))
Is prodrug? Yes
Active form 17β-estradiol
IUPAC Name
[(8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] pentanoate
International Nonproprietary Names
INN number INN
3921 estradiol valerate
Synonyms
Climaval®
Database Links
CAS Registry No. 979-32-8
ChEMBL Ligand CHEMBL1511
DrugCentral Ligand 1064
GtoPdb PubChem SID 223365990
PubChem CID 13791
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Wikipedia Estradiol valerate