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B6688

BMS 493

Name: BMS 493
Brand: SIGMA

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

Synonym(s):

(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

Empirical Formula (Hill Notation):

C₂₉H₂₄O₂

CAS Number:

215030-90-3

Molecular Weight:

404.50

UNSPSC Code:

12352200

PubChem Substance ID:

329773282

NACRES:

NA.77

MDL number:

MFCD17215944

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

BMS 493, ≥98% (HPLC)

Quality Segment

100

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

Description

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.

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

WGK 2

flash_point_f

Not applicable

flash_point_c