MilliporeSigma
All Photos(1)

Documents

A8843

Sigma-Aldrich

AM580

≥98% (HPLC)

Sign Into View Organizational & Contract Pricing

Synonym(s):
4-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carboxamido]benzoic acid
Empirical Formula (Hill Notation):
C22H25NO3
CAS Number:
Molecular Weight:
351.44
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
SML1070SML0771T3205
AM580 ≥98% (HPLC)

A8843

AM580

SR-58611A ≥98% (HPLC)

SML1070

SR-58611A

Sigma-Aldrich

SML0771

LG100754

Tamibarotene ≥98% (HPLC)

T3205

Tamibarotene

form

solid

form

powder

form

powder

form

powder

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

room temp

Gene Information

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

Gene Information

human ... ADRB3(155)

Gene Information

-

Gene Information

-

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 6

1 of 6

RepSox ≥98% (HPLC)

Sigma-Aldrich

R0158

RepSox

13-cis-Retinoic acid ≥98% (HPLC)

Sigma-Aldrich

R3255

13-cis-Retinoic acid

9-cis-Retinoic acid ≥98% (HPLC)

Sigma-Aldrich

R4643

9-cis-Retinoic acid

Retinol synthetic, ≥95% (HPLC), (Powder or Powder with Lumps)

Sigma-Aldrich

R7632

Retinol

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
Vitamin A in Health and Disease (2007)
Endocrinologia Experimentalis (2012)
You-Hong Cheng et al.
Journal of molecular endocrinology, 46(2), 139-153 (2011-02-12)
Previous studies have indicated that retinoic acid (RA) may be therapeutic for endometrial cancer. However, the downstream target genes and pathways triggered by ligand-activated RA receptor α (RARα) in endometrial cancer cells are largely unknown. In this study, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service