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Merck

P0543

Sigma-Aldrich

5-Pregnen-3β-ol-20-one-16α-carbonitrile

≥97%

Synonym(e):

Pregnenolone-16α-carbonitrile

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About This Item

Empirische Formel (Hill-System):
C22H31NO2
CAS-Nummer:
Molekulargewicht:
341.49
MDL-Nummer:
UNSPSC-Code:
51111800
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic (organic)

Sterilität

non-sterile

Assay

≥97%

Form

powder, crystals or chunks

Methode(n)

cell culture | mammalian: suitable

Löslichkeit

chloroform: methanol (1:1): 50 mg/mL, clear, colorless to faintly yellow (with heat)

Versandbedingung

ambient

Lagertemp.

2-8°C

SMILES String

C[C@@]12[C@](C[C@@H](C#N)[C@@H]2C(C)=O)([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC1

InChI

1S/C22H31NO2/c1-13(24)20-14(12-23)10-19-17-5-4-15-11-16(25)6-8-21(15,2)18(17)7-9-22(19,20)3/h4,14,16-20,25H,5-11H2,1-3H3/t14-,16-,17+,18-,19-,20-,21-,22-/m0/s1

InChIKey

VSBHRRMYCDQLJF-ZDNYCOCVSA-N

Anwendung

5-Pregnen-3β-ol-20-one-16α-carbonitrile has been used:
  • in the induction of cytochrome P450
  • as pregnane X receptor (PXR) activator in human liver cell lines.

Biochem./physiol. Wirkung

Pregnenolone-16a-carbonitrile (PCN) is a glucocorticoid receptor antagonist and a PXR (pregnane X receptor) activator.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

>199.9 °F - closed cup

Flammpunkt (°C)

> 93.3 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Yongjie Ma et al.
PloS one, 7(6), e38734-e38734 (2012-06-23)
Pregnane X receptor (PXR) is known to function as a xenobiotic sensor to regulate xenobiotic metabolism through selective transcription of genes responsible for maintaining physiological homeostasis. Here we report that the activation of PXR by pregnenolone 16α-carbonitrile (PCN) in AKR/J
Guncha Taneja et al.
Scientific reports, 9(1), 6663-6663 (2019-05-02)
Cytochrome P450 (CYP)3A is the most abundant CYP enzyme in the human liver, and a functional impairment of this enzyme leads to unanticipated adverse reactions and therapeutic failures; these reactions result in the early termination of drug development or the
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This work tests the mode-of-action (MOA) hypothesis that maternal and developmental triclosan (TCS) exposure decreases circulating thyroxine (T4) concentrations via up-regulation of hepatic catabolism and elimination of T4. Time-pregnant Long-Evans rats received TCS po (0-300mg/kg/day) from gestational day (GD) 6
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Yao xue xue bao = Acta pharmaceutica Sinica, 46(3), 269-273 (2011-06-02)
This study is to investigate the transportation of scutellarin in cell and live models and study on mechanism of absorption and transport of scutellarin in mouse liver. The concentration of scutellarin in plasma and liver from control and pretreated groups
Afonso C D Bainy et al.
Aquatic toxicology (Amsterdam, Netherlands), 142-143, 447-457 (2013-10-15)
The pregnane X receptor (PXR) (nuclear receptor NR1I2) is a ligand activated transcription factor, mediating responses to diverse xenobiotic and endogenous chemicals. The properties of PXR in fish are not fully understood. Here we report on cloning and characterization of

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