Skip to Content
Merck
All Photos(1)

Documents

SML1073

Sigma-Aldrich

BIX

≥98% (HPLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Jeanne Bigot et al.
The Journal of infectious diseases, 221(6), 1000-1005 (2019-11-05)
Human bronchial epithelial cells play a key role in airway immune homeostasis. We hypothesized that these sentinel cells can remember a previous contact with pathogen compounds and respond nonspecifically to reinfection, a phenomenon called innate immune memory. We demonstrated that
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)
Kai Liu et al.
PloS one, 12(3), e0173047-e0173047 (2017-03-03)
Pigs are proposed to be suitable large animal models for test of the efficacy and safety of induced pluripotent stem cells (iPSCs) for stem cell therapy, but authentic pig ES/iPS cell lines with germline competence are rarely produced. The pathways
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.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service