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B6688

Sigma-Aldrich

BMS 493

≥98% (HPLC), powder, pan-RAR inverse agonist

Sinónimos:

(E)-4-[2-[5,6-Dihydro-5,5-dimethyl-8-(2-phenylethynyl)naphthalen-2-yl]ethen-1-yl]benzoic acid, 4-[(1E)-2-[5,6-Dihydro-5,5-dimethyl-8-(phenylethynyl)-2-naphthalenyl]ethenyl]-benzoic acid, BMS204, 493

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About This Item

Fórmula empírica (notación de Hill):
C29H24O2
Número de CAS:
215030-90-3
Peso molecular:
404.50
MDL number:
MFCD17215944
UNSPSC Code:
12352200
PubChem Substance ID:
329773282
NACRES:
NA.77

product name

BMS 493, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

color

light yellow to yellow

solubility

DMSO: ≥20 mg/mL

originator

Bristol-Myers Squibb

storage temp.

2-8°C

SMILES string

CC1(C)CC=C(C#Cc2ccccc2)c3cc(\C=C\c4ccc(cc4)C(O)=O)ccc13

InChI

1S/C29H24O2/c1-29(2)19-18-24(14-10-21-6-4-3-5-7-21)26-20-23(13-17-27(26)29)9-8-22-11-15-25(16-12-22)28(30)31/h3-9,11-13,15-18,20H,19H2,1-2H3,(H,30,31)/b9-8+

InChI key

YCADIXLLWMXYKW-CMDGGOBGSA-N

General description

BMS 493 inhibits the formation of neuritic processes and plasmenyethanolamine -phospholipase A2 (PLA2) activity.

application

BMS 493 has been used:
  • as an inhibitor for the dietary and pharmacologic manipulation of retinoic acid (RA) activity in vivo and in vitro
  • for human induced pluripotent stem cells (iPSCs) culture and ventricular cardiomyocytes (VCMs) differentiation
  • to inhibit retinoic acid (RA) signaling in explants
  • as a retinoic acid receptor (RAR) inhibitor for the induction of synaptonemal complex protein 3 (SCP3) and ATP-dependent RNA helicase (DDX4) in primordial germ cells (PGCs)

Biochem/physiol Actions

BMS 493 is an inverse pan-RAR agonist. Retinoic acid receptors (RARs) are ligand-dependent transcription factors that control a number of physiological processes. RARs exert their functions by regulating gene networks controlling cell growth, differentiation, survival, and death.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Nuclear Receptors (Non-Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Suero de burro

Sigma-Aldrich

D9663

Suero de burro

Jiaying Zeng et al.
Acta neuropathologica, 133(6), 967-982 (2017-01-29)
Deposition of amyloid β protein (Aβ) to form neuritic plaques in the brain is the unique pathological hallmark of Alzheimer's disease (AD). Aβ is derived from amyloid β precursor protein (APP) by β- and γ-secretase cleavages and turned over by
Spatial Fold Change of FGF Signaling Encodes Positional Information for Segmental Determination in Zebrafish
Simsek MF and Ozbudak EM
Cell Reports, 24(1), 66-78 (2018)
Excitable dynamics and Yap-dependent mechanical cues drive the segmentation clock
Hubaud A, et al.
Cell, 171(3), 668-682 (2017)
Structural and electrophysiological dysfunctions due to increased endoplasmic reticulum stress in a long-term pacing model using human induced pluripotent stem cell-derived ventricular cardiomyocytes
Cui C, et al.
Stem Cell Research & Therapy, 8(1), 109-109 (2017)
Henrik J Johansson et al.
Nature communications, 4, 2175-2175 (2013-07-23)
About one-third of oestrogen receptor alpha-positive breast cancer patients treated with tamoxifen relapse. Here we identify the nuclear receptor retinoic acid receptor alpha as a marker of tamoxifen resistance. Using quantitative mass spectrometry-based proteomics, we show that retinoic acid receptor
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