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A8843

Sigma-Aldrich

AM580

≥98% (HPLC)

Synonym(s):

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

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5 MG
CHF 219.00

CHF 219.00

Estimated to ship on22 March 2025

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5 MG
CHF 219.00

About This Item

Empirical Formula (Hill Notation):
C22H25NO3
CAS Number:
102121-60-8
Molecular Weight:
351.44
MDL number:
MFCD00673916
UNSPSC Code:
12352200
PubChem Substance ID:
24891374
NACRES:
NA.77

CHF 219.00

Estimated to ship on22 March 2025

Request a Bulk Order

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)

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.[1] AM580 suppresses endometrial cancer cell proliferation.[2]

Application

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000411308
0000411308
0000400232
0000323124
0000323124

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Marie Virtanen et al.
Experimental dermatology, 19(7), 674-681 (2010-05-12)
Disorders of keratinization are often treated with vitamin A derivatives (retinoids) which affect keratinocyte differentiation, including keratin (KRT) gene expression. In vivo, suprabasal keratinocytes normally express only keratin (K) 1, K2 and K10, but after topical application of all-trans retinoic
Endocrinologia Experimentalis (2012)
Vitamin A in Health and Disease (2007)
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
S C Brooks et al.
Blood, 87(1), 227-237 (1996-01-01)
The ability of subtypes of retinoic acid receptors (RARs) and retinoid X receptors (RXRs) singly and in combination to elicit myeloid differentiation, G1/0-specific growth arrest, and retinoblastoma (RB) tumor suppressor protein dephosphorylation was determined in the human myeloblastic leukemia cell
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