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A8843

AM580

Name: AM580
Brand: SIGMA

≥98% (HPLC), RAR-α agonist, solid

Synonym(s):

4-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carboxamido]benzoic acid

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₅NO₃

CAS Number:

102121-60-8

Molecular Weight:

351.44

UNSPSC Code:

12352200

PubChem Substance ID:

24891374

NACRES:

NA.77

MDL number:

MFCD00673916

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

200

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Product Name

AM580, ≥98% (HPLC)

Quality Level

200

assay

≥98% (HPLC)

form

solid

storage temp.

−20°C

SMILES string

CC1(C)CCC(C)(C)c2cc(ccc12)C(=O)Nc3ccc(cc3)C(O)=O

InChI

1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-15(7-10-17(18)21)19(24)23-16-8-5-14(6-9-16)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26)

InChI key

SZWKGOZKRMMLAJ-UHFFFAOYSA-N

Gene Information

human ... RARA(5914), RARB(5915)

Related Categories

Bioactive Small Molecules

Bioactive Small Molecule Agonists

General description

AM580 is a retinobenzoic derivative and a RAR-α (retinoic acid receptor-α) agonist. It stimulates the maturation of granulocytes in NB4 promyelocytic leukemia cell line and APL (acute promyelocytic leukemia) blasts. AM580 suppresses endometrial cancer cell proliferation.

Application

Retinoid derivative used for gene expression studies of leukemia-retinoic acid receptor (PHL-RAR) cell line differentiation.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Endocrinologia Experimentalis (2012)

The basic helix-loop-helix transcription factor, heart and neural crest derivatives expressed transcript 2, marks hepatic stellate cells in zebrafish: analysis of stellate cell entry into the developing liver.

Chunyue Yin et al.

Hepatology (Baltimore, Md.), 56(5), 1958-1970 (2012-04-11)

Hepatic stellate cells (HSCs) are liver-specific mesenchymal cells that play vital roles in liver development and injury. Our knowledge of HSC biology is limited by the paucity of in vivo data. HSCs and sinusoidal endothelial cells (SECs) reside in close

Retinoic Acid and Lymphotoxin Signaling Promote Differentiation of Human Intestinal M Cells.

Siyuan Ding et al.

Gastroenterology, 159(1), 214-226 (2020-04-05)

Intestinal microfold (M) cells are a unique subset of intestinal epithelial cells in the Peyer's patches that regulate mucosal immunity, serving as portals for sampling and uptake of luminal antigens. The inability to efficiently develop human M cells in cell

Vitamin A in Health and Disease (2007)

Apoptotic extinction of germ cells in testes of Cyp26b1 knockout mice.

Glenn MacLean et al.

Endocrinology, 148(10), 4560-4567 (2007-06-23)

Cyp26b1 encodes a retinoic acid (RA) metabolizing cytochrome P450 enzyme that is expressed in embryonic tissues undergoing morphogenesis, including the testes. We have generated transgenic mice lacking Cyp26b1 and have observed increased RA levels in embryonic testes. Cyp26b1(-/-) germ cells

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Global Trade Item Number

SKU	GTIN
A8843-5MG	04061832952970

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