Etiocholanolone
Modify Date: 2025-08-20 04:07:50
Etiocholanolone structure
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Common Name | Etiocholanolone | ||
|---|---|---|---|---|
| CAS Number | 53-42-9 | Molecular Weight | 290.440 | |
| Density | 1.1±0.1 g/cm3 | Boiling Point | 413.1±45.0 °C at 760 mmHg | |
| Molecular Formula | C19H30O2 | Melting Point | 148～150°C (lit.) | |
| MSDS | Chinese USA | Flash Point | 176.4±21.3 °C | |
Use of EtiocholanoloneEtiocholanolone (5β-Androsterone) is the excreted metabolite of testosterone and has anticonvulsant activity[1]. Etiocholanolone is a less potent neurosteroid positive allosteric modulator (PAM) of the GABAA receptor than its enantiomer form[2]. |
| Name | 3α-hydroxy-5β-androstan-17-one |
|---|---|
| Synonym | More Synonyms |
| Description | Etiocholanolone (5β-Androsterone) is the excreted metabolite of testosterone and has anticonvulsant activity[1]. Etiocholanolone is a less potent neurosteroid positive allosteric modulator (PAM) of the GABAA receptor than its enantiomer form[2]. |
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| Related Catalog | |
| In Vitro | Etiocholanolone (10 μM) coapplication with GABA leads to an increase in the relative frequency of long openings (fraction of OT3, site A2 effect), but it is ineffective at increasing the duration of long openings (site B effect) or at decreasing the relative frequency of the activation-related closed time component (site A1 effect)[2]. |
| In Vivo | Etiocholanolone (intraperitoneal injection; 0-109.1 mg/kg; single dose) exhibits ED50 values of 57.6 and 109.1 mg/kg in the 6-Hz and PTZ tests, respectively. Protective activity in the 6-Hz test of 5β,3α-A persists for 2 h and is shorter than ent-5β,3α-A treatment (3 hours) in mice[1]. |
| References |
| Density | 1.1±0.1 g/cm3 |
|---|---|
| Boiling Point | 413.1±45.0 °C at 760 mmHg |
| Melting Point | 148～150°C (lit.) |
| 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-BNSUEQOYSA-N |
| SMILES | CC12CCC3C(CCC4CC(O)CCC43C)C1CCC2=O |
| Storage condition | 2-8°C |
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | F,Xn |
| Risk Phrases | 11-20/21/22-36 |
| Safety Phrases | 16-36/37 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| Precursor 9 | |
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| DownStream 1 | |
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An updated steroid benchmark set and its application in the discovery of novel nanomolar ligands of sex hormone-binding globulin.
J. Med. Chem. 51 , 2047-56, (2008) A benchmark data set of steroids with known affinity for sex hormone-binding globulin (SHBG) has been widely used to validate popular molecular field-based QSAR techniques. We have expanded the data s... |
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Novel potent and selective bile acid derivatives as TGR5 agonists: biological screening, structure-activity relationships, and molecular modeling studies.
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Neurosteroid analogues. 12. Potent enhancement of GABA-mediated chloride currents at GABAA receptors by ent-androgens.
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Name: Primary cell-based high-throughput screening assay for identification of compounds th...
Source: Johns Hopkins Ion Channel Center
Target: regulator of G-protein signaling 4 isoform 2 [Homo sapiens]
External Id: JHICC_RGS_Act_HTS
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Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
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Name: Primary qHTS assay for small molecule inhibitors of Inositol hexaphosphate kinase 1 (...
Source: NCGC
External Id: IP6K1-p1
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Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
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Name: Binding affinity against testosterone-binding globulin (TeBG)
Source: ChEMBL
Target: Sex hormone-binding globulin
External Id: CHEMBL812631
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Name: Inhibition of type-3 17 beta-hydroxysteroid dehydrogenase expressed in HEK293 cells a...
Source: ChEMBL
Target: 17-beta-hydroxysteroid dehydrogenase type 3
External Id: CHEMBL835420
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Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
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Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
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Name: Fluorescence polarization to screen for inhibitor that competite the binding of FadD2...
Source: Broad Institute
Target: FATTY-ACID-CoA LIGASE FADD28 (FATTY-ACID-CoA SYNTHETASE)
External Id: 2147-01_Inhibitor_SinglePoint_HTS_Activity
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Name: Effect on the potentiation of muscimol-stimulated 36Cl- uptake in rat brain synaptone...
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL795744
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| 3a-Hydroxy-5b-androstane-17-one |
| 3alpha-hydroxy-5beta-androstan-17-one |
| 5β-Androsterone |
| (5b)-Androsterone |
| 5-Isoandrosterone |
| 3α-hydroxy-5β-androstane-17-one |
| 5BETA-ANDROSTERONE |
| MFCD00064133 |
| (3α,5β)-3-Hydroxyandrostan-17-one |
| ETIOCHOLANOLON |
| 3α-Etiocholanolone |
| 19-noretiocholanolone |
| ETIOCHOLANONE |
| 3a-Etiocholanolone |
| 3α-hydroxy-5β-androstan-17-one |
| 5b-Androsterone |
| Etiocholan-3a-ol-17-one |
| Etiocholan-3α-ol-17-one |
| Etiocholan-3.α.-ol-17-one |
| EINECS 200-835-2 |
| Etiocholanolone |