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P0543

Sigma-Aldrich

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

≥97%

Synonym(s):

Pregnenolone-16α-carbonitrile

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50 MG
€69.50
250 MG
€241.00
100 MG
€294.00

About This Item

Empirical Formula (Hill Notation):
C22H31NO2
CAS Number:
Molecular Weight:
341.49
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

€69.50


In StockDetails


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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

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

Related Categories

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

>199.9 °F - closed cup

Flash Point(C)

> 93.3 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
Gene expression profiling of drug metabolism and toxicology markers using a low-density DNA microarray
de Longueville F, et al.
Biochemical Pharmacology, 64(1), 137-149 (2002)

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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