| Stereochemistry | ABSOLUTE |
| Molecular Formula | C20H32O |
| Molecular Weight | 288.4675 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@]1(O)CC[C@H]2[C@@H]3CCC4=CCCC[C@@H]4[C@H]3CC[C@]12C
InChI
InChIKey=AOXRBFRFYPMWLR-XGXHKTLJSA-N
InChI=1S/C20H32O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h6,15-18,21H,3-5,7-13H2,1-2H3/t15-,16+,17+,18-,19-,20-/m0/s1
| Molecular Formula | C20H32O |
| Molecular Weight | 288.4675 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Ethylestrenol (INN, USAN, BAN) (brand names Maxibolin, Orabolin), or ethylnandrol (JAN), also known as 17α-ethyl ester-4-en-17β-ol or as 3-deketo-17α-ethyl-19-nortestosterone, is an anabolic-androgenic steroid (AAS) with some progestogenic activity, and low androgenic activity. It is a 17α-ethylated derivative of nandrolone and lacks the 3-keto group. It was described in the literature in 1959 and approved in 1964 for testosterone deficiency in male patients.
CNS Activity
Originator
Approval Year
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
Tox targets
Sourcing
PubMed
Patents
Sample Use Guides
Male Wistar rats were trained in a one-trial-learning passive avoidance task. Ethylestrenol (1 ng, 10 ng, 100 ng, 1000 ng, or 10 mkg) was given immediately after the training trial or 1 h before the first retention test. Retention tests were given both 24 h and 48 h after acquisition. Ethylestrenol at all doses improved retention under the low footshock conditions. In groups trained with the higher footshock, the steroid-treated groups performed no better than the vehicle controls.
Route of Administration:
Oral
Yeast from mid-log phase growth was diluted to OD600 = 1.0 in selective medium. Diluted yeast cultures were treated with steroid concentrations ranging from 0.01 nM to 10 mM (in a final volume of 5mkl). Following incubation yeast was lysed and assayed for beta-galactosidase activity.
