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53-42-9

53-42-9 structure
53-42-9 structure
  • Name: Etiocholanolone
  • Chemical Name: 3α-hydroxy-5β-androstan-17-one
  • CAS Number: 53-42-9
  • Molecular Formula: C19H30O2
  • Molecular Weight: 290.440
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel GABA Receptor
  • Create Date: 2018-05-08 08:00:00
  • Modify Date: 2024-01-02 15:40:25
  • 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].
Name 3α-hydroxy-5β-androstan-17-one
Synonyms 3a-Hydroxy-5b-androstane-17-one
Androsterone, (5β)-
3alpha-hydroxy-5beta-androstan-17-one
5β-Androsterone
(5b)-Androsterone
5-Isoandrosterone
3α-hydroxy-5β-androstane-17-one
5β-Androstan-17-one, 3α-hydroxy-
5BETA-ANDROSTERONE
MFCD00064133
(3α,5β)-3-Hydroxyandrostan-17-one
ETIOCHOLANOLON
3α-Etiocholanolone
Androstan-17-one, 3-hydroxy-, (3α,5β)-
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
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].
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

[1]. Ping Li,et al. Natural and Enantiomeric Etiocholanolone Interact With Distinct Sites on the Rat alpha1beta2gamma2L GABAA Receptor. Mol Pharmacol. 2007 Jun;71(6):1582-90.

[2]. Dorota Zolkowska, et al. Anticonvulsant Potencies of the Enantiomers of the Neurosteroids Androsterone and Etiocholanolone Exceed Those of the Natural Forms. Psychopharmacology (Berl). 2014 Sep;231(17):3325-32.
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
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

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title: CAS No. 53-42-9 | Chemsrc address: https://www.chemsrc.com/en/baike/340724.html

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