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Merck
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F8807

Sigma-Aldrich

FM19G11

≥98% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C23H17N3O8
Numéro CAS:
329932-55-0
Poids moléculaire :
463.40
Numéro MDL:
MFCD01174289
Code UNSPSC :
12352200
ID de substance PubChem :
329799774
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

off-white to light brown

Solubilité

DMSO: ≥40 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

XVUOIWIIQVGWAJ-UHFFFAOYSA-N

Catégories apparentées

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
  • to study its effects on the O6-methylguanine DNA-methyltransferase (MGMT) expression in glioblastoma (GBM) cells
  • to study its effects on microphthalmia-associated transcription factor (MITF) expression in melanoma cell line

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Consulter la Bibliothèque de documents

Eisuke Ueshima et al.
Liver cancer, 9(1), 63-72 (2020-02-20)
The underlying mechanism involved in the recurrence of hepatoma after hepatic arterial embolization (HAE) is not adequately examined. An immunosuppressive cytokine, transforming growth factor β1 (TGF-β1), can lead to tumor progression and is affected by hypoxia in various cancers. The
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
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
Stefania Marcuzzo et al.
Cells, 8(3) (2019-03-27)
Amyotrophic lateral sclerosis (ALS) is a progressive neurodegenerative disease affecting motor neurons. In ALS mice, neurodegeneration is associated with the proliferative restorative attempts of ependymal stem progenitor cells (epSPCs) that normally lie in a quiescent in the spinal cord. Thus
UV-protection timer controls linkage between stress and pigmentation skin protection systems
Malcov B, et al.
Molecular Cell, 72(3), 444-456 (2018)
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