CAS Number53-41-8
Synonyms3-α-hydroxy-5α-Androstan-17-one; MFCD01317504; Androkinine; 5a-Androsterone; Androkinin; Androtine; 3alpha-Hydroxy-5alpha-androstan-17-one; Atromide ICI; 3-Epihydroxyetioallocholan-17-one; (3a,5a)-3-Hydroxyandrostan-17-one; (3α,5α)-3-Hydroxyandrostan-17-one; 3α-hydroxy-5α-androstane-17-one; Androtin; 3alpha-Hydroxyetioallocholan-17-one; Androstan-3a-ol-17-one; 5alpha-Androsterone; 3a-Hydroxyetioallocholan-17-one; 5alpha-Androstane-3alpha-ol-17-one; Androsterone; trans-Androsterone; EINECS 200-173-4; Atromide; (3α,5α)-3-hydroxy-Androstan-17-one; 3a-Hydroxy-5a-androstan-17-one
Molecular FormulaC19H30O2
Molecular Weight290.44
Purity98%
Density1.1±0.1 g/cm3
Boiling Point413.1±45.0 °C at 760 mmHg
Melting Point181-184 °C (lit.)
Appearancewhite particles
EINECS200-173-4
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 53-41-8 |
| Catalog No. | 2A-0201974 |
| Chinese Name | 雄酮 |
| Synonyms | 3-α-hydroxy-5α-Androstan-17-one; MFCD01317504; Androkinine; 5a-Androsterone; Androkinin; Androtine; 3alpha-Hydroxy-5alpha-androstan-17-one; Atromide ICI; 3-Epihydroxyetioallocholan-17-one; (3a,5a)-3-Hydroxyandrostan-17-one; (3α,5α)-3-Hydroxyandrostan-17-one; 3α-hydroxy-5α-androstane-17-one; Androtin; 3alpha-Hydroxyetioallocholan-17-one; Androstan-3a-ol-17-one; 5alpha-Androsterone; 3a-Hydroxyetioallocholan-17-one; 5alpha-Androstane-3alpha-ol-17-one; Androsterone; trans-Androsterone; EINECS 200-173-4; Atromide; (3α,5α)-3-hydroxy-Androstan-17-one; 3a-Hydroxy-5a-androstan-17-one |
| Molecular Formula | C19H30O2 |
| Molecular Weight | 290.44 |
| Purity | 98 |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 413.1±45.0 °C at 760 mmHg |
| Melting Point | 181-184 °C (lit.) |
| Appearance | white particles |
| Storage Condition | This product should be kept sealed. |
| Application | Androsterone is a metabolite of testosterone that activates the farnesoid X receptor (FXR). |
| EINECS | 200-173-4 |
| PubChem ID | 329753830 |
| MDL Number | MFCD00003618 |
| SMILES | [H][C@@]12CC[C@@]3([H])[C@]4([H])CCC(=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@@H](O)C2 |
| InChI | 1S/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 |
| InChI Key | QGXBDMJGAMFCBF-HLUDHZFRSA-N |
| Beilstein/REAXYS | 2217626 |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1 |
| Safety Description | S24/25 |
| MSDS | msds/7115_1_53_41_8.pdf |
| Bioactivity | Androsterone is a metabolic product of testosterone and can activate Farnesoid X Receptor (FXR). Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> FXR Research Areas >> Metabolic Disease Research Areas >> Neurological Disease Natural Products >> Steroids Target Human Endogenous Metabolite In Vitro 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[1]. Androsterone (5α, 3α-A) (10 to 100 μM) also inhibits epileptiform discharges in a concentration-dependent fashion in the in vitro slice model[2]. In Vivo Androsterone treatment results in a significant induction of small heterodimer partner (SHP), suggesting Androsterone may activate endogenous FXR[1]. Intraperitoneal injection of Androsterone (5α, 3α-A) protects mice in a dose-dependent fashion from seizures in the following models (ED50, 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)[2]. Cell Assay AML-12 cells are used and cultured in a 1:1 mix of DMEM/Ham's F12 medium supplemented with 10% fetal bovine serum, 1% insulin-transferrin-selenium mix, 40 ng/mL dexamethasone, 100 U/mL penicillin, and 100 μg/mL streptomycin. For gene regulation studies, AML-12 cells are plated in growth medium at 4×105 cells per well in six-well plates. The following day, treatments including Androsterone or dimethylsulfoxide (DMSO) vehicle are added to the medium. At various times after treatment addition, total RNA is prepared. mRNA levels for individual genes are determined by real-time PCR[1]. Animal Admin Castrated male mice 8 to10 wk of age are fed a casein diet for 2 wk before the start of the study. The mice receive daily sc injections of 0.1 mL 90% corn oil/10% ethanol vehicle or 10 mg/mL Androsterone in vehicle. Animals are killed 2 h after the fifth daily treatment, approximately 4 h after commencement of the light cycle. Total RNA is prepared, and mRNA levels for specific genes are determined by real-time PCR[1]. References [1]. Wang S, et al. The nuclear hormone receptor farnesoid X receptor (FXR) is activated by androsterone. Endocrinology. 2006 Sep;147(9):4025-33. [2]. Kaminski RM, et al. Anticonvulsant activity of androsterone and etiocholanolone. Epilepsia. 2005 Jun;46(6):819-27. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 413.1±45.0 °C at 760 mmHg Melting Point 180-185ºC Molecular Formula C19H30O2 Molecular Weight 290.440 Flash Point 176.4±21.3 °C Exact Mass 290.224579 PSA 37.30000 LogP 3.75 Vapour Pressure 0.0±2.2 mmHg at 25°C Index of Refraction 1.536 InChIKey QGXBDMJGAMFCBF-HLUDHZFRSA-N SMILES CC12CCC3C(CCC4CC(O)CCC43C)C1CCC2=O |
| Use of | Androsterone is a metabolic product of testosterone and can activate Farnesoid X Receptor (FXR). Properties Articles56 Name androsterone Synonym More Synonyms Androsterone Biological Activity Description Androsterone is a metabolic product of testosterone and can activate Farnesoid X Receptor (FXR). Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> FXR Research Areas >> Metabolic Disease Research Areas >> Neurological Disease Natural Products >> Steroids Human Endogenous Metabolite In Vivo Androsterone treatment results in a significant induction of small heterodimer partner (SHP), suggesting Androsterone may activate endogenous FXR[1]. Intraperitoneal injection of Androsterone (5α, 3α-A) protects mice in a dose-dependent fashion from seizures in the following models (ED50, 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)[2]. References [1]. Wang S, et al. The nuclear hormone receptor farnesoid X receptor (FXR) is activated by androsterone. Endocrinology. 2006 Sep;147(9):4025-33. [2]. Kaminski RM, et al. Anticonvulsant activity of androsterone and etiocholanolone. Epilepsia. 2005 Jun;46(6):819-27. Chemical & Physical Properties Molecular Formula C19H30O2 Exact Mass 290.224579 PSA 37.30000 Index of Refraction 1.536 InChIKey QGXBDMJGAMFCBF-HLUDHZFRSA-N |
| Transport Info | Product Name: Androsterone |
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