| Identification | Back Directory | [Name]
CHROMECEPTIN | [CAS]
331859-86-0 | [Synonyms]
94G6
CHROMECEPTIN
Chromeceptin, 10 mM in DMSO
2-Amino-3-cyano-7-dimethylamino-4-(3-trifluoromethylphenyl)-4H-chromene
94G6, 2-Amino-3-cyano-7-dimethylamino-4-(3-trifluoromethylphenyl)-4H-chromene
2-Amino-7-(dimethylamino)-4-(3-(trifluoromethyl)phenyl)-4H-chromene-3-carbonitrile
4H-1-Benzopyran-3-carbonitrile, 2-amino-7-(dimethylamino)-4-[3-(trifluoromethyl)phenyl]- | [Molecular Formula]
C19H16F3N3O | [MDL Number]
MFCD00815850 | [MOL File]
331859-86-0.mol | [Molecular Weight]
359.35 |
| Chemical Properties | Back Directory | [Melting point ]
199-200 °C(Solv: ethanol (64-17-5)) | [Boiling point ]
497.2±45.0 °C(Predicted) | [density ]
1.36±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
H2O: <2mg/mL | [form ]
solid | [pka]
4.23±0.70(Predicted) | [color ]
yellow to brown | [Water Solubility ]
H2O: <2mg/mL
DMSO: >20mg/mL | [InChI]
1S/C19H16F3N3O/c1-25(2)13-6-7-14-16(9-13)26-18(24)15(10-23)17(14)11-4-3-5-12(8-11)19(20,21)22/h3-9,17H,24H2,1-2H3 | [InChIKey]
GVINXTXGDDSXFQ-UHFFFAOYSA-N | [SMILES]
CN(C)c1ccc2C(c3cccc(c3)C(F)(F)F)C(C#N)=C(N)Oc2c1 |
| Hazard Information | Back Directory | [Uses]
Chromeceptin (94G6) is an IGF signaling pathway inhibitor. Chromeceptin suppresses IGF2 expression at mRNA and protein levels in hepatocyte and HCC cells. Chromeceptin inhibits the phosphorylation levels of AKT and mTOR[1]. | [Biochem/physiol Actions]
Chromeceptin inhibits Insulin-like growth factor 2 (IGF2) signaling by a process that begins with chromeceptin binding to multifunctional protein 2 (MFP-2). This interaction stimulates the expression of IGF binding protein 1 (IGFBP-1) and suppressor of cytokine signaling-3 (SOCS-3), both of which activate signal transducers and activators of transcription 6 (STAT6) to attenuate IGF signals. | [References]
[1] Seol HS, et al. Loss of miR-100 and miR-125b results in cancer stem cell properties through IGF2 upregulation in hepatocellular carcinoma. Sci Rep. 2020 Dec 8;10(1):21412. DOI:10.1038/s41598-020-77960-9 |
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