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P0543

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

Name: 5-Pregnen-3&#946;-ol-20-one-16&#945;-carbonitrile
Brand: SIGMA

synthetic (organic), ≥97%, glucocorticoid receptor antagonist, powder, crystals or chunks

Synonym(s):

Pregnenolone-16α-carbonitrile

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₃₁NO₂

CAS Number:

1434-54-4

Molecular Weight:

341.49

UNSPSC Code:

51111800

PubChem Substance ID:

24898113

NACRES:

NA.77

MDL number:

MFCD00272045

Assay:

≥97%

Form:

powder, crystals or chunks

Quality level:

100

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Properties

Product Name

5-Pregnen-3β-ol-20-one-16α-carbonitrile, ≥97%

biological source

synthetic (organic)

Quality Level

100

sterility

non-sterile

assay

≥97%

form

powder, crystals or chunks

technique(s)

cell culture | mammalian: suitable

solubility

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

shipped in

ambient

storage temp.

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

InChI key

VSBHRRMYCDQLJF-ZDNYCOCVSA-N

Description

Application

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 Actions

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

>199.9 °F - closed cup

flash_point_c

> 93.3 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品

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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)

Pregnane X receptor as a therapeutic target to inhibit androgen activity.

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

Development of humanized steroid and xenobiotic receptor mouse by homologous knock-in of the human steroid and xenobiotic receptor ligand binding domain sequence.

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

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Global Trade Item Number

SKU	GTIN
P0543-250MG	04061832851136
P0543-50MG	04061832851143
P0543-100MG	04061834304319