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F8807

Sigma-Aldrich

FM19G11

≥98% (HPLC)

Synonym(s):

3-[(2,4-Dinitrobenzoyl)amino]-benzoic acid 2-(4-methylphenyl)-2-oxoethyl ester, [2-oxo-2-(p-tolyl)ethyl] 3-[(2,4-dinitrobenzoyl)amino]benzoate

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About This Item

Empirical Formula (Hill Notation):
C23H17N3O8
CAS Number:
329932-55-0
Molecular Weight:
463.40
MDL number:
MFCD01174289
UNSPSC Code:
12352200
PubChem Substance ID:
329799774
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

off-white to light brown

solubility

DMSO: ≥40 mg/mL

storage temp.

2-8°C

SMILES string

Cc1ccc(cc1)C(=O)COC(=O)c2cccc(NC(=O)c3ccc(cc3[N+]([O-])=O)[N+]([O-])=O)c2

InChI

1S/C23H17N3O8/c1-14-5-7-15(8-6-14)21(27)13-34-23(29)16-3-2-4-17(11-16)24-22(28)19-10-9-18(25(30)31)12-20(19)26(32)33/h2-12H,13H2,1H3,(H,24,28)

InChI key

XVUOIWIIQVGWAJ-UHFFFAOYSA-N

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Show Differences

1 of 4

This Item
SML2749SML1726SML2746
FM19G11 ≥98% (HPLC)

F8807

FM19G11

iFSP1 ≥98% (HPLC)

SML2749

iFSP1

MSAB ≥95% (HPLC)

SML1726

MSAB

SRS11-92 ≥98% (HPLC)

SML2746

SRS11-92

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: ≥40 mg/mL

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 25 mg/mL, clear

solubility

DMSO: 2 mg/mL, clear

color

off-white to light brown

color

white to beige

color

off-white to purple

color

white to yellow-brown

Application

FM19G11 has been used as ahypoxia-inducible factor-1α (HIF- 1α):
  • to study the effects ofFM19G11-loaded gold nanoparticles (NPs) on self-renewal and proliferation of ependymal stem progenitor cells (epSPCs) of mice [1]
  • to study its effects on the O6-methylguanine DNA-methyltransferase (MGMT) expression in glioblastoma (GBM) cells [2]
  • to study its effects on microphthalmia-associated transcription factor (MITF) expression in melanoma cell line [3]

Biochem/physiol Actions

FM19G11 is an inhibitor of Hypoxia Inducible Factor α (HIFα), reported to affect self-renewal and differentiation of stem cells.
FM19G11 is an inhibitor of Hypoxia Inducible Factors α (HIFα), reported to affect self-renewal and differentiation of stem cells. Hypoxia-inducible factors (HIFs) are transcription factors that respond to changes in available oxygen in the cellular environment. Among other functions (like angiogenesis), HIFα proteins affect the self-renewal and the differentiation processes of stem cells. FM19G11 inhibits the HIFα proteins that repress the target genes of the two α subunits, in various tumor cell lines as well as in adult and embryonic stem cell (ESC) models.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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    Certificates of Analysis (COA)

    Lot/Batch Number
    076M4608V
    080M4613V
    080M4613

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    Sung Ji Choi et al.
    PloS one, 8(3), e58662-e58662 (2013-03-23)
    Although both glucose deprivation and hypoxia have been reported to promote cascades of biological alterations that lead to induction of inflammatory mediators, we hypothesized that glucose deprivation and hypoxia might show neutral, synergistic or antagonistic effects to each other on
    UV-protection timer controls linkage between stress and pigmentation skin protection systems
    Malcov B, et al.
    Molecular Cell, 72(3), 444-456 (2018)
    Chao-Guo You et al.
    Cancer medicine (2018-05-16)
    FM19G11 is a small molecular agent that inhibits hypoxia-inducible factor-1-alpha (HIF-1α) and other signaling pathways. In this study, we characterized the modulating effects of FM19G11 on O6 -methylguanine DNA-methyltransferase (MGMT), the main regulator of temozolomide (TMZ) resistance in glioblastomas. This
    Kazuhiko Yamamura et al.
    Nature communications, 8, 13946-13946 (2017-01-10)
    Mutations of DOCK8 in humans cause a combined immunodeficiency characterized by atopic dermatitis with high serum IgE levels. However, the molecular link between DOCK8 deficiency and atopic skin inflammation is unknown. Here we show that CD4
    Kacper A Wojtal et al.
    American journal of physiology. Gastrointestinal and liver physiology, 307(7), G673-G688 (2014-06-28)
    Solute carrier (SLC) transporters mediate the uptake of biologically active compounds in the intestine. Reduced oxygenation (hypoxia) is an important factor influencing intestinal homeostasis. The aim of this study was to investigate the pathophysiological consequences of hypoxia on the expression
    View All Related Papers

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