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Key Documents

SML0573

Sigma-Aldrich

Ro 41-5253

≥98% (HPLC)

Synonym(s):

4-(2-(7-(Heptyloxy)-3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)-1-propenyl)-Benzoic acid, S,S-dioxide, 4-[(1E)-2-[7-(Heptyloxy)-3,4-dihydro-4,4-dimethyl-1,1-dioxido-2H-1-benzothiopyran-6-yl]-1-propen-1-yl]-benzoic acid, 4-[2-(7-Heptoxy-4,4-dimethyl-1,1-dioxo-2,3-dihydrothiochromen-6-yl)prop-1-enyl]benzoic acid, GR110, LG-629, RO 415253, Ro41-5253

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About This Item

Empirical Formula (Hill Notation):
C28H36O5S
CAS Number:
144092-31-9
Molecular Weight:
484.65
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

InChI

1S/C28H36O5S/c1-5-6-7-8-9-15-33-25-19-26-24(28(3,4)14-16-34(26,31)32)18-23(25)20(2)17-21-10-12-22(13-11-21)27(29)30/h10-13,17-19H,5-9,14-16H2,1-4H3,(H,29,30)/b20-17+

InChI key

JEIWQRITHXYGIF-LVZFUZTISA-N

Application

Ro 41-5253 has been used as a retinoic acid receptor-α (RAR-α) antagonist to study its effect on hepatitis B virus (HBV) infection.

Biochem/physiol Actions

Ro 41-5253 ( GR110) is a potent (IC50 = 16 nM) and selective retinoic acid receptor-α (RARα) antagonist, with some recently discovered activity as a PPARγ agonist at 50-fold higher concentrations (EC50 = 810 nM). Ro 41-5253 inhibited differentiation and prevented the loss of human HSCs that otherwise occurs in short-term culture.
Ro 41-5253 is a member of an interesting class of retinoids with anti-proliferative properties. It can repress the activity of retinoic acid receptor-α (RAR-α) in rat embryonic gonad culture. Ro 41-5253 can decrease the expression stimulated by the retinoic acid gene 8 (STRA8) gene. It can prevent multiplication and stimulate apoptosis in breast cancer cell lines.

Features and Benefits

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.

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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Amareshwar T K Singh et al.
British journal of haematology, 150(2), 158-169 (2010-05-29)
Mantle cell lymphoma (MCL) is characterized by translocation t(11;14)(q13;q32), aggressive clinical behaviour, and poor patient outcomes following conventional chemotherapy. New treatment approaches are needed that target novel biological pathways. All trans retinoic acid (ATRA) is a key retinoid that acts
P G Franco et al.
Development (Cambridge, England), 126(19), 4257-4265 (1999-09-08)
Previous work has shown that the posteriorising agent retinoic acid can accelerate anterior neuronal differentiation in Xenopus laevis embryos (Papalopulu, N. and Kintner, C. (1996) Development 122, 3409-3418). To elucidate the role of retinoic acid in the primary neurogenesis cascade
Ingo Stuckmann et al.
Developmental biology, 255(2), 334-349 (2003-03-22)
We have established a heart slice primary culture, which allows us to mechanically separate distinct cardiac cell populations and assay their relative mitogenic and trophic effects on cardiac myocyte proliferation and survival. Using this system, we have found that a
P E Lovat et al.
European journal of cancer (Oxford, England : 1990), 33(12), 2075-2080 (1998-03-28)
We investigated the potential for 9-cis-retinoic acid in the differentiation therapy of neuroblastoma using an N-type neuroblastoma cell line, SH SY 5Y, as an experimental model. In these cells, 9-cis-retinoic acid is more effective than other isomers at inducing the
J Hamzah et al.
Acta tropica, 87(3), 345-353 (2003-07-24)
Retinol (vitamin A alcohol) may have a beneficial role in the host response to malaria in humans and previously published data have suggested that it has a direct inhibitory effect on the growth of Plasmodium falciparum in vitro. To further
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