Name | Androsterone |
Synonyms | Androsterone cis-Androsterone 3alpha-Hydroxy-17-androstanone 3-alpha-hydroxy-17-androstanone 3-Epihydroxyetioallocholan-17-one (3alpha)-3-hydroxyandrostan-17-one 3alpha-Hydroxy-5alpha-androstan-17-one 5-alpha-Androstan-3 alpha-ol-17-one-16 3-alpha-hydroxy-5-alpha-androstan-17-on 3-alpha-hydroxy-5-alpha-androstan-17-one (3β,8xi,9xi,14xi)-3-hydroxyandrostan-17-one 3-hydroxy-,(3-alpha,5-alpha)-androstan-17-on 3-hydroxy-10,13-dimethylperhydrocyclopenta[a]phenanthren-17-one (3R,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one |
CAS | 53-41-8 |
EINECS | 200-173-4 |
InChI | InChI=1/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12?,13-,14?,15?,16?,18-,19-/m0/s1 |
Molecular Formula | C19H30O2 |
Molar Mass | 290.44 |
Density | 1.0320 (rough estimate) |
Melting Point | 181-184°C(lit.) |
Boling Point | 372.52°C (rough estimate) |
Specific Rotation(α) | 96 º (c=1, C2H5OH) |
Flash Point | 176.4°C |
Water Solubility | 11.5mg/L(23.5 ºC) |
Vapor Presure | 1.5E-08mmHg at 25°C |
Appearance | neat |
Merck | 13,645 |
BRN | 2217626 |
pKa | 15.14±0.60(Predicted) |
Storage Condition | −20°C |
Refractive Index | 1.4709 (estimate) |
In vitro study | Androsterone activates both the mFXR-LBD and the hFXR-LBD, with Androsterone activating the mFXR-LBD more strongly than the hFXR-LBD. Furthermore, cotransfection studies with gal4-hFXR-LBD and SRC-1/VP16 expression plasmids demonstrate that Androsterone potentiates the interaction of SRC-1 with the hFXR-LBD. Several amino acid changes including H294S, S332V, R351H, and Y361F significantly reduce Androsterone activation. Androsterone (5α, 3α-A) (10 to 100 μM) also inhibits epileptiform discharges in a concentration-dependent fashion in the in vitro slice model. |
In vivo study | Androsterone treatment results in a significant induction of small heterodimer partner (SHP), suggesting Androsterone may activate endogenous FXR. Intraperitoneal injection of Androsterone (5α, 3α-A) protects mice in a dose-dependent fashion from seizures in the following models (ED 50 , dose in mg/kg protecting 50% of animals): 6 Hz electrical stimulation (29.1), pentylenetetrazol (43.5), pilocarpine (105), 4-AP (215), and maximal electroshock (224). |
Hazard Symbols | Xi - Irritant |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R43 - May cause sensitization by skin contact |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36/37 - Wear suitable protective clothing and gloves. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
RTECS | BV8053000 |
FLUKA BRAND F CODES | 3-21 |
HS Code | 29379000 |