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: 2026-07-02 06:00:15
  • 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 ETIOCHOLANOLONE VETRANAL
3α-Hydroxy-5β-androstan-17-one, 5β-Androsterone, Etiocholanone
5β-Androsterone
5-Isoandrosterone
3α-Hydroxy-5β-androstane-17-one
Androstan-3α-ol-17-one (Etiocholanolone) (solution)
3α-Etiocholanolone
Androstan-17-one, 3-hydroxy-, (3alpha,5beta)
5b-Androsterone
5β-Androstan-3α-ol-17-one-16,16-D2
Gamma-aminobutyric acid Rector,γ-Aminobutyric acid Rector,anticonvulsant,Etiocholanolone,GABA Rector,ilsyantiiltic,5β-Androsterone,inhibit,Inhibitor
ETIOCHOLANOLONE(RG)
ETIOCHOLAN-3A-OL-17-ONE
5BETA-ANDROSTAN-3ALPHA-OL-17-ON
5β-Androstero
Etiocholan-3α-ol-17-one
ETICHOLAN-3ALPHA-OL-17-ONE
etiocholan-3A-ol-17-one crystalline
3alpha-hydroxy-5beta-androstan-17-one
Androstan-17-one, 3-hydroxy-, (3α,5β)
(5β)-Androsterone
5BETA-ANDROSTAN-3A-OL-17-ONE
(3α,5β)-3-Hydroxyandrostan-17-one
Androstan-3α-ol-17-one (Etiocholanolone) in Methanol
ETIOCHOLAN-3ALPHA-OL-17-ONE
ETIOCHOLANOLON
Androstan-3alpha-ol-17-one
19-noretiocholanolone
3a-Etiocholanolone
Etiocholan-3α-ol-17-one,3α-Hydroxy-5β-androstan-17-one, 5β-Androsterone, Etiocholanone
3a-hydroxy-5b-androstan-17-one
Androsterone, (5beta)
androstan-3α-ol-17-one (Etiocholanolone)
5BETA-ANDROSTAN-3ALPHA-OL-17-ONE
3α-Hydroxyetiocholan-17-one
Etiocholan-3a-ol-17-one
5β-Androstane-3α-ol-17-one
5β-Androstan-3α-ol-17-one (Etiocholanolone)
3α-hydroxy-5β-androstane-17-one
3ALPHA-ETIOCHOLANOLONE
Androstan-17-one,3-hydroxy-, (3a,5b)
ETIOCHOLANOLONE
EINECS 200-835-2
3a-Hydroxy-5b-androstane-17-one
(5b)-Androsterone
5BETA-ANDROSTERONE
MFCD00064133
5-β-Androstan-3-α-ol-17-one
5beta-Androstan-17-one, 3alpha-hydroxy
etiocholan-3A-ol-l7-one crystalline
(3R,5R,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
ETIOCHOLANONE
5-Androstan-3a-ol-17-one-d2
3alpha-Hydroxyetiocholan-17-one
etiocholan-3α-ol-17-one
Rocuronium bromide Impurity 48
Etiocholanone solution
C04373
Etiocholan-3.α.-ol-17-one
3ALPHA-HYDROXY-5BETA-ANDROSTAN-17-ONE
ETIOCHOLANOLONE (5B-ANDROSTAN-3A-OL-17-O NE)
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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