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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
Número MDL:
MFCD17215944
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329773282
NACRES:
NA.77

product name

BMS 493, ≥98% (HPLC)

Análisis

≥98% (HPLC)

formulario

powder

color

light yellow to yellow

solubilidad

DMSO: ≥20 mg/mL

emisor

Bristol-Myers Squibb

temp. de almacenamiento

2-8°C

cadena SMILES

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+

Clave InChI

YCADIXLLWMXYKW-CMDGGOBGSA-N

Descripción general

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

Aplicación

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)

Acciones bioquímicas o fisiológicas

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.

Características y beneficios

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°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

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
Bone morphogenetic protein and retinoic acid synergistically specify female germ-cell fate in mice
Miyauchi H, et al.
The Embo Journal, 36(21), 3100-3119 (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)
Excitable dynamics and Yap-dependent mechanical cues drive the segmentation clock
Hubaud A, et al.
Cell, 171(3), 668-682 (2017)
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)
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Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

Discover Bioactive Small Molecules for Cell Cycle Research

n proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

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