BiP inducer X

Names

[ Name ]:
BiP inducer X

[Synonym ]:
BIX
1-(3,4-dihydroxyphenyl)-2-thiocyanate-ethanone
2-(3,4-Dihydroxyphenyl)-2-oxoethyl thiocyanate
1-(3,4-Dihydroxy-phenyl)-2-thiocyanato-aethanon
Thiocyanicacid,3,4-dihydroxyphenacyl ester (6CI)
1-(3,4-dihydroxy-phenyl)-2-thiocyanato-ethanone
BiP inducer X
Thiocyanic acid, 2-(3,4-dihydroxyphenyl)-2-oxoethyl ester
Thiocyanic acid,2-(3,4-dihydroxyphenyl)-2-oxoethyl ester
Thiocyanic acid, 2-(3,4-dihydroxyphenyl)-2-oxoethyl ester (9CI)

Biological Activity

[Description]:

BiP inducer X, a selective inducer of immunoglobulin heavy chain binding protein (BiP)/GRP78, is an effective ER (endoplasmic reticulum) stress inhibitor. BiP inducer X preferentially induces BiP with slight inductions of GRP94, calreticulin, and C/EBP homologous protein. BiP inducer X protects neurons from ER stress[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Neurological Disease

[In Vitro]

BiP inducer X (5 μM; 0-12 hours; SK-N-SH cells) increase BiP protein[1]. The induction of BiP by BiP inducer X (BIX) is mediated by activation of ER stress response elements (ERSEs) through the ATF6 pathway[1]. BiP inducer X (5 μM; 12 hours; pretreatment with SK-N-SH cells) inhibits cell death induced by ER stress involving inhibited activation of caspases 3/7 and 4[1].

[In Vivo]

BiP inducer X administration reduces the insults due to cerebral infarction[1]. A 20 μg portion of BiP inducer X administration reduces ER stress-induced apoptosis induced in the penumbra by MCA occlusion[1]. Animal Model: Male adult ddY mice weighing 24-34 g (Japan SLC)[1] Dosage: 20 μg (2 μl) Administration: Intracerebroventricularly Result: Significantly increased the level of BiP protein 24 h after administration, confirming that administration of BIX induces BiP protein in vivo.

[References]

[1]. Kudo T, et al. A molecular chaperone inducer protects neurons from ER stress. Cell Death Differ. 2008;15(2):364-375.

[2]. Yoo SA, et al. A novel pathogenic role of the ER chaperone GRP78/BiP in rheumatoid arthritis. J Exp Med. 2012;209(4):871-886.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
517.1±45.0 °C at 760 mmHg

[ Melting Point ]:
127 °C

[ Molecular Formula ]:
C₉H₇NO₃S

[ Molecular Weight ]:
209.22

[ Flash Point ]:
266.5±28.7 °C

[ Exact Mass ]:
209.014664

[ PSA ]:
106.62000

[ LogP ]:
1.53

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.665

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H317

[ Precautionary Statements ]:
P280

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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