AM 580

Name: AM 580
Brand: Tocris Bioscience
SKU: 0760

Tocris Bioscience, part of Bio-Techne | Catalog # 0760

Citations (40)

COA / SDS

Retinoic acid analog; RARα agonist

Key Product Details

Description:	Retinoic acid analog; RARα agonist
Chemical Name:	4-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carboxamido]benzoic acid
Purity:	≥98% (HPLC)
Molecular Weight:	351.44

View Full Technical Details for AM 580

Technical Data
Citations

Biological Activity for AM 580

AM 580 is an analog of retinoic acid that acts as a selective RARα agonist (EC₅₀ values are 0.3, 8.6 and 13 nM for RARα, RARβ and RARγ respectively). Significantly induces IL-4, IL-5 and IL-13 and inhibits IL-12 and IFNγ synthesis, and induces cell differentiation with over 7 times the activity of retinoic acid in vitro.

AM 580 synthesized to Ancillary Material Grade also available.

Compound Libraries for AM 580

AM 580 is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.

Technical Data for AM 580

M. Wt	351.44
Formula	C₂₂H₂₅NO₃
Storage	Store at RT
Purity	≥98% (HPLC)
CAS Number	102121-60-8
PubChem ID	2126
InChi Key	SZWKGOZKRMMLAJ-UHFFFAOYSA-N
Smiles	CC1(C)CCC(C)(C)C2=CC(=CC=C12)C(=O)NC1=CC=C(C=C1)C(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for AM 580

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	35.14	100
	ethanol	17.57	50

Preparing Stock Solutions for AM 580

The following data is based on the product molecular weight 351.44.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	2.85 mL	14.23 mL	28.45 mL
5 mM	0.57 mL	2.85 mL	5.69 mL
10 mM	0.28 mL	1.42 mL	2.85 mL
50 mM	0.06 mL	0.28 mL	0.57 mL

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References for AM 580

References are publications that support the biological activity of the product.

Wang Rapid and efficient reprogramming of somatic cells to induced pluripotent stem cells by retinoic acid receptor gamma and liver receptor homolog 1. Proc.Natl.Acad.Sci.U.S.A. 2011 PMID: 21990348
Dawson The retinoic acid receptor-α mediates human T-cell activation and Th2 cytokine and chemokine production. BMC Immunol. 2008 PMID: 18416830
Kagechika Retinobenzoic acids. 1. Structure-activity relationships of aromatic amides with retinoidal activity. J.Med.Chem. 1988 PMID: 3184125
Charton Novel non-carboxylic acid retinoids: 1,2,4-oxadiazol-5-one derivatives. Bioorg.Med.Chem.Lett. 2009 PMID: 19058965