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P0543

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

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

Synonym(s):

Pregnenolone-16α-carbonitrile

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$92.00

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$165.00

250 MG

$319.00

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About This Item

Empirical Formula (Hill Notation):
C22H31NO2
CAS Number:
Molecular Weight:
341.49
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥97%
Form:
powder, crystals or chunks
Quality level:

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Product Name

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

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

biological source

synthetic (organic)

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

Quality Level

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This Item
P8650P8129H6779
assay

≥97%

assay

≥97%

assay

≥98% (TLC)

assay

≥98%

form

powder, crystals or chunks

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

technique(s)

cell culture | mammalian: suitable

technique(s)

-

technique(s)

-

technique(s)

HPLC: suitable

storage temp.

2-8°C

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

solubility

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

solubility

chloroform: methanol (1:1): 50 mg/mL, clear, colorless

solubility

chloroform: 50 mg/mL, clear, colorless

solubility

methanol: 50 mg/mL, clear, colorless to faintly yellow

Application

5-Pregnen-3β-ol-20-one-16α-carbonitrile has been used:
  • in the induction of cytochrome P450[1]
  • as pregnane X receptor (PXR) activator in human liver cell lines.[2]

Biochem/physiol Actions

Pregnenolone-16a-carbonitrile (PCN) is a glucocorticoid receptor antagonist and a PXR (pregnane X receptor) activator.[3]

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)


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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)
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
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
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
Nozomu Moriya et al.
Biological & pharmaceutical bulletin, 35(4), 473-480 (2012-04-03)
Infection-associated inflammation can alter the expression levels and functions of cytochrome P450s (CYPs). Cyp gene expression is regulated by the activation of several nuclear receptors, including pregnane X receptor (PXR), constitutive androstane receptor (CAR), and aryl hydrocarbon receptor (AhR). These

Questions

  1. What delivery solvent is recommended for IP injection of 5-Pregnen-3β-ol-20-one-16α-carbonitrile into mice?

    1 answer
    1. The lab has not validated the product for use in animal studies. For the injection of 5-Pregnen-3β-ol-20-one-16α-carbonitrile using a vehicle solution, a publication suggests that 5% dimethyl sulfoxide in safflower oil may be effective. This finding was published in the Journal of Nuclear Medicine, July 2020 issue, Volume 61, Issue 7, on pages 1050-1057. The publication, titled "Imaging P-Glycoprotein Induction at the Blood-Brain Barrier of a β-Amyloidosis Mouse Model with 11C-Metoclopramide PET," is indexed with PMID: 31806767.

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