testosterone isocaproate   

GtoPdb Ligand ID: 7629

Synonyms: testosterone 4-methylvalerate
testosterone isocaproate is an approved drug
Compound class: Synthetic organic
Comment: Testosterone isocaproate is a testosterone ester with improved bioavailability and metabolic half life compared to the endogenous hormone.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 43.37
Molecular weight 386.28
XLogP 6.27
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CC(CCC(=O)OC1CCC2C1(C)CCC1C2CCC2=CC(=O)CCC12C)C
Isomeric SMILES CC(CCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)C
InChI InChI=1S/C25H38O3/c1-16(2)5-10-23(27)28-22-9-8-20-19-7-6-17-15-18(26)11-13-24(17,3)21(19)12-14-25(20,22)4/h15-16,19-22H,5-14H2,1-4H3/t19-,20-,21-,22-,24-,25-/m0/s1
InChI Key PPYHLSBUTAPNGT-BKWLFHPQSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes
Is prodrug? Yes
Active form testosterone
IUPAC Name
[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] 4-methylpentanoate
Synonyms
testosterone 4-methylvalerate
Database Links
CAS Registry No. 15262-86-9
ChEMBL Ligand CHEMBL3189011
GtoPdb PubChem SID 223365964
PubChem CID 231084
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Wikipedia Testosterone isocaproate