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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)

Qualitätsniveau

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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Kunden haben sich ebenfalls angesehen

Bin Zhang et al.
Endocrinology, 151(12), 5721-5729 (2010-10-22)
The androgen-androgen receptor signaling pathway plays an important role in the pathogenesis of prostate cancer. Accordingly, androgen deprivation has been the most effective endocrine therapy for hormone-dependent prostate cancer. Here, we report a novel pregnane X receptor (PXR)-mediated and metabolism-based
Katsuhide Igarashi et al.
The Journal of toxicological sciences, 37(2), 373-380 (2012-04-03)
The human steroid and xenobiotic receptor (SXR), (also known as pregnane X receptor PXR, and NR1I2) is a low affinity sensor that responds to a variety of endobiotic, nutritional and xenobiotic ligands. SXR activates transcription of Cytochrome P450, family 3
Nuclear receptor PXR, transcriptional circuits and metabolic relevance
Ihunnah CA, et al.
Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1812(8), 956-963 (2011)
Aik Jiang Lau et al.
The Journal of pharmacology and experimental therapeutics, 335(3), 771-780 (2010-08-27)
Ginkgo biloba extract activates pregnane X receptor (PXR), but how this occurs is not known. Therefore, we investigated the mechanism of PXR activation by the extract and the role of five individual terpene trilactones in the activation. In a cell-based
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

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