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Merck
CN

P0543

Sigma-Aldrich

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

≥97%

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别名:
Pregnenolone-16α-carbonitrile
经验公式(希尔记法):
C22H31NO2
CAS号:
分子量:
341.49
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

生物来源

synthetic (organic)

质量水平

无菌性

non-sterile

检测方案

≥97%

形式

powder, crystals or chunks

技术

cell culture | mammalian: suitable

溶解性

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

运输

ambient

储存温度

2-8°C

SMILES字符串

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

相关类别

应用

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.

生化/生理作用

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

WGK

WGK 3

闪点(°F)

>199.9 °F

闪点(°C)

> 93.3 °C

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

监管及禁止进口产品

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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)
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
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
Katie B Paul et al.
Toxicology, 300(1-2), 31-45 (2012-06-05)
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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