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ChemicalBook--->CAS DataBase List--->1434-54-4

1434-54-4

1434-54-4 Structure

1434-54-4 Structure
IdentificationBack Directory
[Name]

5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE
[CAS]

1434-54-4
[Synonyms]

pcn
sc4674
U-14975
16-alpha-cyanopregnenolone
pregnenolone-16α-carbonitrile
PREGNENOLONE-16ALPHA-CARBONITRILE
16α-Cyano-3β-hydroxypregn-5-en-20-one
5-pregnen-3B-ol-20-one-16A-carbonitrile
5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE
3beta-hydroxy-20-oxo-pregn-5-ene-16-alpha-carbonitril
16-alpha)-3-hydroxy-20-oxopregn-5-ene-16-carbonitrile(3-bet
3-hydroxy-20-oxo-,(3-beta,16-alpha)-pregn-5-ene-16-carbonitril
(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
[Molecular Formula]

C22H31NO2
[MDL Number]

MFCD00079212
[MOL File]

1434-54-4.mol
[Molecular Weight]

341.49
Chemical PropertiesBack Directory
[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)
[Fp ]

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)
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

TU4536500
Hazard InformationBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE(1434-54-4)MS
5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE(1434-54-4)IR1
5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE(1434-54-4)IR2
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