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SML1073

Sigma-Aldrich

BIX

≥98% (HPLC)

Synonym(s):

2-(3,4-Dihydroxyphenyl)-2-oxoethyl ester thiocyanic acid, BiP protein Inducer X

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About This Item

Empirical Formula (Hill Notation):
C9H7NO3S
CAS Number:
101714-41-4
Molecular Weight:
209.22
MDL number:
MFCD22415334
UNSPSC Code:
12352200
PubChem Substance ID:
329825455
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC1=C(O)C=C(C(CSC#N)=O)C=C1

InChI

1S/C9H7NO3S/c10-5-14-4-9(13)6-1-2-7(11)8(12)3-6/h1-3,11-12H,4H2

InChI key

SVFLBLCWKKQKDW-UHFFFAOYSA-N

Application

BIX has been used in cell viability assay.

Biochem/physiol Actions

BIX (BiP protein inducer X) induces the expression of the endoplasmic reticulum chaperone protein GRP78 (glucose regulated protein 78, BiP) leading to an attenuation of the unfolded protein response. BIX protects neuronal cells and retinal cells from ER-stress induced cell death.

Other Notes

air sensitive

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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X Xie et al.
Current molecular medicine, 18(1), 3-14 (2018-03-27)
Vascular network formation induced by angiogenesis plays an important role in many physiological and pathological processes. However, the role of blood flow and underlying mechanisms in vascular network formation, for example for the development of the caudal vein plexus (CVP)
Marta Kramer Mikkelsen et al.
BMC cancer, 18(1), 934-934 (2018-09-29)
Several intervention studies have demonstrated that exercise training has beneficial effects among cancer patients. However, older cancer patients are underrepresented in clinical trials, and only few exercise-based studies have focused specifically on older patients with cancer. In particular, research investigating the
Ling Xiao et al.
Circulation, 142(25), 2443-2455 (2020-10-24)
Ibrutinib is a Bruton tyrosine kinase inhibitor with remarkable efficacy against B-cell cancers. Ibrutinib also increases the risk of atrial fibrillation (AF), which remains poorly understood. We performed electrophysiology studies on mice treated with ibrutinib to assess inducibility of AF.
Myungjin Jo et al.
Genome research, 27(9), 1487-1500 (2017-06-10)
To understand disease mechanisms, a large-scale analysis of human-yeast genetic interactions was performed. Of 1305 human disease genes assayed, 20 genes exhibited strong toxicity in yeast. Human-yeast genetic interactions were identified by en masse transformation of the human disease genes
Dana M Hardbower et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(5), E751-E760 (2017-01-18)
Macrophage activation is a critical step in host responses during bacterial infections. Ornithine decarboxylase (ODC), the rate-limiting enzyme in polyamine metabolism, has been well studied in epithelial cells and is known to have essential roles in many different cellular functions.
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