5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE
5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE Basic information
- Product Name:
- 5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE
- Synonyms:
-
- 5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE
- 5-pregnen-3B-ol-20-one-16A-carbonitrile
- (3S,8S,9S,10R,13S,14S,16R,17S)-17-acetyl-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-16-carbonitrile
- (3S,8S,9S,10R,13S,14S,16R,17S)-17-ethanoyl-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-16-carbonitrile
- pregnenolone-16α-carbonitrile
- 16α-Cyano-3β-hydroxypregn-5-en-20-one
- U-14975
- 16-alpha)-3-hydroxy-20-oxopregn-5-ene-16-carbonitrile(3-bet
- CAS:
- 1434-54-4
- MF:
- C22H31NO2
- MW:
- 341.49
- Mol File:
- 1434-54-4.mol
5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE Chemical Properties
- Melting point:
- 225-228 °C(Solv: methanol (67-56-1); benzene (71-43-2))
- Boiling point:
- 508.5±50.0 °C(Predicted)
- Density
- 1.13±0.1 g/cm3(Predicted)
- Flash point:
- 93 °C
- storage temp.
- 2-8°C
- solubility
- Acetonitrile: 1 mg/ml; Ethanol: 1 mg/ml; Methanol: 1 mg/ml
- form
- White to off-white solid.
- pka
- 14.95±0.70(Predicted)
- color
- White to off-white
- biological source
- synthetic (organic)
- EPA Substance Registry System
- Pregn-5-ene-16-carbonitrile, 3-hydroxy-20-oxo-, (3.beta.,16.alpha.)- (1434-54-4)
MSDS
- Language:English Provider:SigmaAldrich
5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE Usage And Synthesis
Uses
Pregnenolone Carbonitrile is a glucocorticoid receptor antagonist that induces the expression of the CYP3A family of steroid hydroxylases and modulates sterol and bile acid biosynthesis in vivo. Pregnenolone Carbonitrile is an an activator of rat pregnane X receptor (PXR).
Definition
ChEBI: Pregnenolone 16alpha-carbonitrile is an aliphatic nitrile. It is functionally related to a pregnenolone.
Biochem/physiol Actions
Pregnenolone-16a-carbonitrile (PCN) is a glucocorticoid receptor antagonist and a PXR (pregnane X receptor) activator.
in vivo
Pregnenolone 16α-carbonitrile (40 mg/kg/day; i.p.; for two days) induces the expression of Cyp3a11 and Cyp2b10 at the mRNA, protein, and enzymatic levels in WT mice[1].
?
Pregnenolone 16α-carbonitrile (100 mg/kg; ip; single dose) induces the expression of CYP3A mRNA in adult female Sprague-Dawley rats weighing 150-200 g[2].
?
Pregnenolone 16α-carbonitrile (35 mg/kg; gavage; once daily for three days) increase in Pgp expression in male Sprague-Dawley rats, aged approximately 100 days and weighing 250-400 g[3].
| Animal Model: | WT and Pxr-/- mice[1] |
| Dosage: | 40 mg/kg |
| Administration: | IP; per day for two days |
| Result: | Induced the expression of Cyp3a11 and Cyp2b10 at the mRNA, protein, and enzymatic levels in WT mice. Had little effect on the expression of Cyp3a11 in Pxr-/- mice |
IC 50
CYP2; CYP3
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5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE(1434-54-4)Related Product Information
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- 5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE