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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

Quality Level

100

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

Related Categories

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.

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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S Toma et al.
International journal of cancer, 78(1), 86-94 (1998-09-02)
Ro 41-5253 is a RARalpha-selective antagonist that binds RARalpha but does not induce transcriptional activation and does not influence RAR/RXR heterodimerization and DNA binding. This retinoid inhibits proliferation and induces apoptosis in MCF-7 and ZR-75.1 estrogen-receptor-positive breast-carcinoma cells in a
Yuehong Tao et al.
FEMS immunology and medical microbiology, 47(3), 444-450 (2006-07-29)
We investigated the effects of all-trans-retinoic acid on dendritic cells derived from human cord blood monocytes to clarify how vitamin A affects immune function in children. Monocytes were separated from 18 cord blood samples, and dendritic cells were differentiated by
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
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
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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