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SML0809

Sigma-Aldrich

LE 135

≥98% (HPLC)

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Synonym(s):
4-(7,8,9,10-Tetrahydro-5,7,7,10,10-pentamethyl-5H-benzo[e]naphtho[2,3-b][1,4]diazepin-13-yl)-benzoic acid, LE-135
Empirical Formula (Hill Notation):
C29H30N2O2
CAS Number:
Molecular Weight:
438.56
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

yellow to orange

solubility

DMSO: 15 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C29H30N2O2/c1-28(2)14-15-29(3,4)22-17-25-23(16-21(22)28)30-26(18-10-12-19(13-11-18)27(32)33)20-8-6-7-9-24(20)31(25)5/h6-13,16-17H,14-15H2,1-5H3,(H,32,33)

InChI key

YZZAIQOVMHVWBS-UHFFFAOYSA-N

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SML0809

LE 135

HTH-01-015 ≥98% (HPLC)

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SML1446

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SML2170

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SML1753

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form

powder

form

powder

form

powder

form

powder

color

yellow to orange

color

white to light brown

color

yellow to orange

color

white to beige

solubility

DMSO: 15 mg/mL, clear

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

Application

LE 135 has been used for in vitro islet treatment.

Biochem/physiol Actions

LE135 is a retinoic acid receptor (RAR) antagonist with selectivity for RARβ (Ki = 220 nM) over RARα (Ki = 1.4 μM). LE135 inhibits retinoic acid-induced transcriptional activation of RARβ (>70% inhibition at 10 μM), but not RARα, RARγ or retinoid X receptor α (RXRα). There is high interest in retinoic acid receptors for cancer and for differentiation studies. LE135 has been shown to inhibit retinoid Am80-induced differentiation of human promyelocytic leukemia HL-60 cells with an IC50 value of 0.2 μM. LE135 has been used to study the role of a retinoic acid receptor-β (RARβ) on the differentiation of mesenchymal stem cells, and was found to inhibit the neuronal differentiation promoting effects of all-trans retinoic acid (ATRA) on mesenchymal stem cells.

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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